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74 Results   |  

Very Good 4/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Very Good 4/5 

30 Nights min stay

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from £207 / night

£1445 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury house 10 minutes from Duval Street, pool, dock, pool bar, hot tub. Home owner association tennis courts and private beach on exclusive gated community island.  …see more


30 Jul 2015

4/5

"Enjoyable holiday on the Keys"

I stayed on Shark Key with my Mum, aged 82, husband and niece. We had an enjoyable stay using both the pool area, the lagoon and the kayaks. Firstly the house, the kitchen had a lot of equipment… More

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16 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
NEWTON'S NEST (monthly rental): 1 bedroom condo with sleeper sofa in the Old Town neighborhood known as The Meadows. Fresh paint, new furnishings, new TVs and lots of comfy additions.Located in a cozy compound with 7 other condos that share a pool and outdoor seati  …see more

Excellent 5/5 

26 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CAYO HUESO SUNSHINE: 2-bedroom, den, 3-bath home. Secluded location near Smathers Beach. Kitchen island countertop is a perfect spot for casual meals. Glass doors open to a private yard, outside dining and your own pool. Upstairs bedrooms feature king size beds wit  …see more


3 Aug 2014

5/5

"Perfect Home for Key West"

This place has all the amenities you need! It was our first time renting a home and it couldn't have been more perfect! Quiet neighborhood, but not too far from the action of Duval.… More

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Featured properties

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
FLAGLER STATION (monthly rental): This one just arrived and it is a true gem! Flagler Station was just remodeled, refurbished and re-furnished. High speed WIFI and state-of-the-art electronics, top-of the-line gourmet kitchen and luxury linens make this home the one  …see more


21 Aug 2015

5/5

"Little gem is right!"

Can't say enough good about this place! Newly renovated 1800 square foot home;3 be king in master, queen and double Beds in third room. Loved the small private pool and gourmet kitchen, much thought, … More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £205 / night

£1432 - £3065 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ceilings, new appliances, new furnishings and a true Key West feel. One block from Duval Street , it is close to restaurants, shops, galleries and clubs. The Atlantic  …see more


17 Jul 2015

5/5

"Great House!"

This house is in a good location, walking distance to restaurants and Duval. Our favorite part of this property was the pool area! It's very private and beautifully landscaped.… More


1 May 2014

5/5

"Tropical Dreaming (of returning soon)"

Just back for a completely relaxing getaway at this property. The property is even better than in the photos. Lovely original artwork on the walls made for a very comfortable and homey location for a … More


13 Mar 2014

5/5

"Charming"

This was a very nice and clean rental. The location was perfect and close to Duval but not the hustle and bustle. I would suggest a king bed in the master but that is just a personal preference. Ve… More

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Very Good 4.5/5 

31 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £115 / night

£802 - £1836 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated kitchen and upgraded bathroom. Large brick patio and grill. Master bedroom with queen bed and guest bedroom with 2 twins on either side of the full bathroom. Well-equipped  …see more


11 Nov 2009

5/5

"Perfect Location Fantasy Fest 2009"

It was a girls trip to fantasy fest for the first time. We couldn't have asked for a better location or accomodations. The Lavender Jungle was the perfect distance to everything we wanted to do. We re… More


8 Aug 2015

5/5

"Absolutely loved it !"

My family and I stayed at the Lavender Jungle condo and totally enjoyed our time there. The location was perfect..convenient to the beach and Duval St. The property was very comfortable and nicely dec… More


24 Sep 2014

5/5

"Idaho parrot heads"

Loved the Lavender jungle unit. Clean quite oasis close to all the great attractions Key West has to offer. Would recommend to the owner to upgrade the queen size bed. I would definitely rent it again… More

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Excellent 5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

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from £130 / night

£910 - £1954 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SHIPYARD TREASURE: 2 bedroom 1 bath Shipyard condo has it all. Located in Truman Annex, there is a shared pool, off street parking and 24 hour security. Shipyard Treasure is a 2nd floor condo with private full-length balconies front and rear. This property has an  …see more


11 Feb 2012

5/5

"Great Location, Gorgeous Condo, Great Experience"

Stayed at this true Shipyard Treasure for 9 nights in January 2012. This condo was perfectly located nearby to Duval Street and all it's fun, Fort Zachary Beach which never fails to be peaceful, and … More


11 Jan 2012

5/5

"Perfect New Year's Trip"

The home was great--even bigger than the pictures made it look, with two huge balconies facing either side of the building. The beds were comfortable, the living room spacious, and a few extra New Ye… More


10 Nov 2011

5/5

"Key West for my Birthday"

This was one of the best vacations (other than being on a cruise)that I have ever had. The condo was located within walking distance of 99% of the activities we chose to do. Although we knew there wer… More

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Very Good 4.5/5 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £115 / night

£802 - £1836 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most popular spots in Old Town Key West. Remodeled with attention to detail, the kitchen sparkles with top of the line appliances, cabinetry and every amenity needed. Opens  …see more


13 Jul 2014

5/5

"Want to go back!!!"

Great, new kitchen, just fixed!!! Big patio with grill. Near pool. In old town, near Duval Street. Car no needed, We had bikes.… More


6 Feb 2014

5/5

"Family Get away"

Our family - adult children and grand baby enjoyed a week in January in Key West Finn Key was perfect - plenty of space - a huge porch with table and grill The boys cooked several dinners for all of u… More


4 Dec 2013

5/5

"Sensational!"

At Home in Key West could have not been more helpful and professional. Great staff. The condo was perfect, we hired bikes so everything was 5 minutes from the condo...Duval St., the beach. We will be … More

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Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £126 / night

£877 - £2010 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan with a well stocked kitchen, spacious living room, dining room, half bath and French doors to your own private balcony. 2nd floor has 2 bedrooms with bath ensuite. Master b  …see more


19 Nov 2008

5/5

"Perfect Location"

Great location on Duval. Owners are very accomodating. Really does feel like home. Would def. stay there again… More


18 Jul 2015

5/5

"Duval Breeze - Great Place"

Great location ! Within easy walking distance of everything on Duval. Parking space available. Safe & secure. Nice, well furnished unit. Very satisfied. … More


23 Jul 2014

5/5

"Great Property!"

The property was neat and clean with great amenities! The owners are considerate and left beach chairs and a fully appointed kitchen! Our family loved the central Old Town location and appreciated t… More

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Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £186 / night

£1299 - £3296 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CASA: One of only a few 3 bedroom 2 bath condos in the Shipyard complex in Truman Annex. Enter the fully stocked kitchen to the living room to the French doors that open onto the back porch. The downstairs bedroom is just to your left and offers 2 twin beds  …see more


8 Aug 2012

5/5

"Another great stay at Key West Casa"

This is the second time that I've rented this house with a group of friends through at Home Key West. Friendly staff makes reservations and check-in very easy. Six adults can stay comfortably here. Th… More


21 Jun 2012

5/5

"Key West Casa"

I am giving a 5 star rating because overall our experience was excellent however; it was not without minor incidents. The condo is very nice and well appointed, very clean and comfortable and we would… More


8 Sep 2011

5/5

"Perfect location and all the amenities"

We recently stayed at this beautiful condo and were very pleased with everything. The location was within walking distance of all that we required - - Groceries, Restaurants, etc. etc. The rooms wer… More

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Very Good 4.5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £167 / night

£1169 - £2111 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated for your comfort and relaxation. Located on the Atlantic Ocean with views from the living room and  …see more


2 Apr 2014

5/5

"Great place - exactly as described - with one of the best pools"

This was a really great place...it's walkable to the beach, with a fantastic pool. The unit was nice...all tile floors, so bring slippers or extra socks. Very spacious with a great balcony. Be read… More

Thank you for taking the time to review our home. It's always great to know our guests have enjoyed the home and Key West itself. Regarding towels, we supply two of each type towel (washcloth, hand towel, bath towel) for 6 people (max accommodation for this condo) which means there should have been 2 extra sets of them for your group of 4. If that was not the case, a quick call to our office would have remedied that situation. Next time you visit please contact us with any inconveniences; we can usually take care of it immediately so your full attention can be on enjoying your stay.


24 Aug 2015

5/5

"Had A Blast!"

Very convenient and very clean. Only complaint was that the pool closed too early. Otherwise, a very enjoyable relaxing stay.… More


2 Aug 2012

5/5

"Nice apartment with ocean view."

Very nice apartment, with two large bedrooms, and balcony with ocean view. One bed can be moved into the living-room if necessary. Very nice, large swimming pool in a beautiful garden. Although the be… More

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Very Good 4.5/5 

30 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

5 Nights min stay

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from £133 / night

£926 - £2104 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and guest bedroom with trundle that converts to 2 twins are on either side of the full bathroom on the 2nd floor. Downstairs is an open floor plan with kitchen/dining/living roo  …see more


24 Jul 2014

5/5

"Awesome!"

Great accommodations! My family had a great week here! Right by the pool and the condo had everything you need. Can't wait to stay here again!… More


16 Aug 2015

5/5

"Clean and well provisioned"

Townhouse was centrally located, clean, and all basic household goods (paper towels, laundry detergent etc.) were there to meet our needs for the week. I would definitely recommend this unit. … More


13 Jul 2011

5/5

"descriebe the service you received"

we had a wonderful time like every year there. :-) we are always happy to come back . :-)… More

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Excellent 5/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

5 Nights min stay

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from £133 / night

£926 - £2104 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BAHAMIAN REED: 2 bedroom 1.5 bathroom townhome located in Truman Annex in Old Town Key West. Conveniently located near all the reasons you came to Key West: Fort Zachary Taylor State Park , Duval Street shops, galleries, bars and restaurants, and Sunset Celebrat  …see more


6 Nov 2008

5/5

"Absolutely Fantastic -"

Thanks to At Home in Key West we found the perfect location for the 1st Girls Get Away! Everything about this place was great..we really enjoyed the back area patio and cooked out 3 of the nights! Pl… More


13 Jul 2015

5/5

"So relaxing!"

Great location! Within a few minutes, you are at Duvall, Mile Marker 0 and Mallory Square! A little bit further is Ft Zack St Park. It was me, my husband and our two children. It was a great space t… More


27 May 2015

5/5

"Great Girlie Getaway!"

Perfect location and space for friends to gather for a great getaway! Three beds so we all had our own. The Truman Annex location couldn't be better for all things Key West. Delighted with our acco… More

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Very Good 4.5/5 

26 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £288 / night

£2013 - £4119 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscaped, off-street parking, 1/2 block from Duval Street. Downstairs has 2 bedrooms (queen and 2 twins), living room with sleeper sofa and full bathroom, kitchen and covered  …see more


18 Oct 2012

5/5

"Perfect location"

This home is in the perfect location. Just a block away from shopping, dining and drinks. Very clean and well decorated. Pool and back porch are very nice. Highly recommend this rental!… More


17 Oct 2012

5/5

"Paradise"

How can you feel like you are on an island escape with swaying palms, heated pool, outdoor dining, lovingly furnished, comfortable home but just a few steps away from everything - shopping, cocktails,… More


15 Aug 2012

5/5

"Exactly What You Need in Key West"

Location, pool, decor - this place has it. It is perfect for what ever you are doing in Key West. Its close enough to Duval but you would never know it as its a perfect oasis. The pool and back porch … More

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Very Good 4.5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £147 / night

£1023 - £2025 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome community is quiet and private right in the heart of Old Town. 2-bedroom 2-bath townhome remodeled from top to bottom. Decorated with Key West flair, this is truly a unique  …see more


1 Aug 2014

5/5

"Nicely Updated and Well Maintained"

My wife and I stayed here in July 14. Windward Park is a small (13 units) gated townhome community convenient to Duvall street, but away from the traffic and noise. Unit has been nicely updated and … More


23 Jan 2014

5/5

"Great relaxing Getaway"

We have rented in the Windward Park before, but this unit was the nicest unit by far. Recently updated and remodeled. Completely supplied with anything you will need.… More


26 Dec 2013

5/5

"Perfect!!!"

My wife, youngest daughter and I spent 8 days at the Leeward Isle unit of Windward Park on Truman ave.in Key West just before Christmas in 2013. Since we vacation several times a year, we have experie… More

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Excellent 5/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

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from £147 / night

£1023 - £2025 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ISLAND WIND: 2 bedroom, 2 bath Bahamian-style townhome, with tin roof and white spindled decks. Snuggle into an oh-so-comfy king bed in the Master bedroom upstairs; bathroom is ensuite. Guest bedroom downstairs with 2 twin beds; bathroom ensuite with entrance from t  …see more


7 Oct 2014

5/5

"A great place in Key West"

Everything was great except there was no water in the jacuzzi. But, it was very hot out in late September so the jacuzzi wasn't too inviting anyway. Otherwise, it was a great place and the pool was … More


26 Jul 2013

5/5

"Wonderful"

We had a wonderful time. The place was beautiful, clean, and had all the amenities of home. All we really had to do was buy our food. If we were to stay long term this would be the place. I would reco… More


13 Sep 2012

5/5

"Amazing!"

We stayed in the Island Wind from July 30 - Aug 6 2012. Your townhome is beautiful, with all the amenities anyone could ask for! Our original flight home was delayed (due to weather) and we were extre… More

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Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £170 / night

£1186 - £2030 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ALLURING PORCHES – This 2 bedroom 3 bath townhome with den in Truman Annex is the tranquil escape you’ve been looking for. 50% larger than similar homes in the area. First level is the kitchen with all you need, dining room, oversized living room with high-end ele  …see more


24 Aug 2013

5/5

"Great family house"

Spentba week there. Lots of private nooks and crannies. Beautiful and plant lined porches. Great location very clean. Small kitchen. But lots of great restaurants within walkin distance.… More


22 Aug 2013

5/5

"Awesome Experience"

Alluring porches is a beautiful home tucked away in the Truman annex. We had 3 couples staying in the home and the luxury of having 3 full bathrooms was wonderful!!! We all felt as though we had our… More


5 Jul 2013

5/5

"It was great!"

Alluring porches was just like home. It had everything you needed and more. The pool was well taken care of and we used it everyday. At Home in Key West and their employees were very nice to deal wi… More

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Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

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from £73 / night

£510 - £1351 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
OSPREY: Studio cottage located in The Colony Suites, a compound nestled in Old Town Key West. Osprey offers all the amenities for two who want a larger space than a hotel room. Sunny and bright, sitting area, queen size bed, full bathroom and kitchenette. Fre  …see more


21 Mar 2015

5/5

"Great location"

We walked everywhere and, in fact, never moved our vehicle. The cottage is cozy, clean and comfortable and the pool is great. Having a washer and dryer on the property was convenient. I would suggest … More


26 Oct 2014

5/5

"Will definitely stay here the next time we're in Key West!"

We had a wonderful time staying at Osprey and will reserve this cute little place every time we go to Key West. The location on Olivia St is ideal for getting to all the action on Duval when you want… More


26 Jun 2013

5/5

"Private Oasis"

Osprey is absolutely adorable. It's the perfect size for two people. Everything is brand new and clean. It's about a 5 minute walk from the center of Duval. The cottage has a small porch and is just s… More

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Very Good 4.5/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £147 / night

£1023 - £2025 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Open floor plan with spacious living room and dining area with an open kitchen. A separate private deck just off the dining area complete with BBQ grill and laundry closet.  …see more


18 Jun 2015

5/5

"Great Location and Property"

We were thoroughly pleased with the property. It was exactly as described and pictured. It is close to Duval for everything but secluded enough for quiet relaxation by the pool. And it was well equ… More


14 May 2015

5/5

"Great location!"

Very easy to rent. Beautiful. Pool well kept. Clean. 1 1/2 blocks from Duval and Truman trolley. Plenty of space. Would recommend and would stay there again.… More


14 Jul 2014

5/5

"This property is clean, convenient and safe."

my grown daughter and i visited Key West for some R & R time together. i traveled from Chevy Chase, MD and she from San Francisco. we were not a bit disappointed in our accommodations. my daughter … More

Thank you for taking the time to review our home. We appreciate all the lovely things you said about our home. The mattresses are less than one year old; thankfully it feeling too soft did not impact your visit overall. We look forward to your return!

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Very Good 4.5/5 

25 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £114 / night

£796 - £1671 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
TRANQUILITY - Charming cottage full of color and creativity.Cozy furnishings in the living area, bright and open kitchen. A half bath and sleeper sofa on the main level allow the extra space for 2 guests to enjoy their own privacy. Upstairs you will find a loft style ma  …see more


1 Aug 2013

5/5

"We'll be back!"

When we arrived, we found the place to be completely adorable, easy to find and within reasonable distance to every location we expected to visit. The staff was amazing and helped us in so many ways. … More


10 Nov 2012

5/5

"Great Fantasy Fest Home Base!"

The unit was great! We were there 7 days and it was perfect place to call home during Fantasy Fest. 2 blocks to Duvall and you were in the midst of it all. The unit was beautiful inside and out. A gr… More


11 Oct 2012

5/5

"Tranquility is everything the name suggests. And more... :)"

As a former resident of Key West, I am very picky about the places I stay and have high expectations as I know the true gems that exists on the island. Without a doubt, Tranquility tops my list. The… More

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Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4/5 

5 Nights min stay

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from £177 / night

£1234 - £2449 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
TRUMAN'S HIDEAWAY: Lovely condo in the exclusive Harbour Place condominium complex in Truman Annex. Spacious living/dining room area, fully equipped kitchen, Master bedroom with king bed, guest bedroom with 2 twins, private deck offering sun and shade, and the most s  …see more


30 Aug 2014

5/5

"Great condo - great location"

We had a wonderful 5 nights at Truman Annex. At Home in Key West made sure the rental was ready and made everything very easy for us. The condo was clean and spacious, well-situated to the pool and th… More


7 Jul 2014

5/5

"Great place and Amazing location"

My wife and I had a wonderful stay in 'Truman's Hideaway'. The location of this condo is ideal, walking distance from everywhere we wanted to go during our 5-day stay in Key West. Because of the loc… More


29 May 2013

5/5

"Our Week at Truman's Hideaway"

We were very pleased with the condo we rented for our stay in Key West. It was convenient, spacious, clean, quiet, lovely, and we will ask for that unit again. We loved sitting out on the patio afte… More

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Excellent 5/5 

29 Photos

Florida Keys / Key West

House / 5 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

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from £492 / night

£3442 - £7345 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-street.Built for entertaining from the wide open floor plan that encompasses the spacious living room and grand kitchen to the magnificent pool.Master bedroom with bath ensui  …see more


17 Jul 2015

5/5

"Casa Grande- Room For All"

We thoroughly enjoyed our Key West vacation. At the end of a street, 40-yards from Duval, we couldn't believe how quiet Casa Grande actually was. Children, Grandchildren and Grandparents had plenty of… More


6 May 2015

5/5

"Perfect choice for large group"

This was our second year at Casa Grande and I recommend highly if you're a group of 8-12 people. Beautiful location near 1100 block of Duval. Nice large pool in backyard, spacious kitchen/living area,… More

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Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £123 / night

£861 - £1587 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. Fully equipped kitchen, dining area, and living room that opens to a private balcony with unlimited ocean views. Master bedroom has a full bathroom ensuite and entry to a pr  …see more


8 Jan 2014

5/5

"Amazing"

The condo at Barisa was perfect, lots of space and breath taking views every day. Everything you could possibly need was right there. Not far from old town and all the beaches were easy to get to.the … More


4 Jul 2012

5/5

"Awesome!"

Our recent stay was wonderful-the apartment was even nicer then described-the pool was beautiful-exceptionally clean apartment and environment-the view of the atlantic Ocean from the balcony was well … More


4 Apr 2010

5/5

"Beach Front Paradise!"

We brought our three kids and could not have had a more relaxing week of vacation. This property was located in an ideal location for lounging on the beach and listening to the waves roll in while din… More

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Good 3.5/5 

31 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Good 3.5/5 

5 Nights min stay

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from £133 / night

£926 - £2104 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. An ideal location only 2 blocks from famous Duval Street and the attractions of historic Old Town Key West. You can walk or bike to restaurants, nightlife, en  …see more


7 Dec 2014

5/5

"Great location."

We really enjoyed the condo. It was clean and well kept. It was close to everything in Key West. We had a great time. I would recommend this to anyone. I felt right at home, very comfortable.… More


24 Apr 2014

5/5

"Great vacation place!"

Our stay at the Hemingway House was great! The house was neat and clean, the beds were comfortable and the pool was nice and only a few steps away. We liked that we were only 2 blocks from Duval Stree… More


8 May 2013

5/5

"Wonderful!"

This was a lovely property! Small but cozy and with all the amenities we would want. Great porches outside bedrooms. Gas grill on patio was a plus. Steps away from the pool. Much nicer and cheape… More

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Very Good 4/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

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from £144 / night

£1007 - £2128 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community of Truman Annex, surrounded by historic buildings and tropical flora; only a short walk to Duval Street.Master bedroom has small bath ensuite and private balcony (note: bo  …see more


10 Apr 2014

5/5

"Everything I expected and some additional pleasent surprises!"

Immaculate condo with every amenity you will need including beach equipment! Nearby parking made it very convenient with 1/4 mile walk or drive to Fort Zaccary State Park beach and picnic area! Two s… More


17 Feb 2014

5/5

"Fabulous"

What A wonderful place to stay at while vacationing in Key West. Location is one block from Duval Street and very convenient to the beaches. Nestled and cozy in beautiful lush tropical vegetation. Ki… More


12 Dec 2013

5/5

"porter lane"

Place was great, close to ask attractions and you could walk everywhere! Very neat and clean, equipped with anything you'd need! A great choice for us and we have been there yearly for a few yearly s… More

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Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £135 / night

£942 - £2076 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SPA ON DUVAL: 2 story, 2 bedroom 2.5 bath townhome located in Duval Square. Private jacuzzi on its porch that makes relaxing on the spacious deck at the end of a fun filled day the perfect spot. Upstairs the master bedroom has a king size bed and private balcony; the  …see more


10 Apr 2014

5/5

"Fun & Comfy"

My family found this place amazingly comfortable and exactly what we needed. Our two teenagers loved the place. It was so nice and close to downtown one way, and up to the beach the other way. It g… More


14 Aug 2013

5/5

"Perfect bachelorette party spot"

We stayed here for my friend's bachelorette party - we had this condo and the one next door since there were 10 of us, and it was perfect. The space was very nice, clean and the staff was accommodatin… More


25 Jul 2013

4/5

"Home away from home"

We were very pleased when we walked into the unit. Everything was nice and bright and clean. The refrigerator needs to be updated as compared to the two other units my sisters rented, but overall I w… More

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24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
CORAL BREEZE (monthly rental): Imagine yourself living with the vibrant golf course greens in your backyard and cool tropical breezes wafting your way. Coral Breeze has that and more.Two bedrooms share the full bath upstairs. Kitchen, dining, half bath and living roo  …see more

Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £135 / night

£942 - £2076 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL STREET HIDEAWAY: 2 story, 2 bedroom 2.5 bath rooftop townhome above Duval Square. Lots of upgrades in 2014 with new paint, beds, sofa. New Jacuzzi in February 2015.Open floor plan on the 1st level with kitchen, dining room, living room with sleeper sofa and h  …see more


4 Dec 2014

5/5

":) :) :)"

If you are looking for an awesome location with great amenities, this is your place! It is right between Simonton and Duval and within close walking distance to everything Key West has to offer. As u… More


16 Aug 2013

5/5

"Awesome Vacation from start to finish!"

We enjoyed our home away from home so much! The location was great and convenient to everything. The condo was very well equipped and had everything we needed. We were only sad we had to leave so soon… More


2 Aug 2012

5/5

"Great Location!!! Steps away from everything"

This is an amazing location. Steps from Restaurants and mayor attractions. The pool and jacuzzi were very clean. We had a great time with my husband and kids.… More

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Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £126 / night

£877 - £2010 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom and the living room.Covered, gated parking space, WIFI, 3 TVs, free long distance calls King mattress, washer/dryer, and living room furniture new in March 2014.There is  …see more


4 Feb 2010

5/5

"Perfect Home Away From Home"

Four sisters found the accomadations perfect for a weeks vacation. Everything we wanted was there. The unit was clean and inviting. Only room that needs attention is the porch area. Real dreary wit… More


17 Sep 2009

5/5

"4 day vacation"

We drove down from deerfield beach area and had a blast. the 6 of us rented bikes right around the corner and was $12 for 2 full days. very easy to get around the night life was amazing. the beaches a… More


10 Sep 2009

5/5

"Wonderful Condo"

We enjoyed the spacious living area and kitchen, as well as the multiple beds in the upstairs bedrooms. The kitchen had everything we needed and then some. Pool area is small but never crowded. … More

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Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £154 / night

£1072 - £2472 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Truman Annex. Decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. First floor features open living/dining area, kitchen and ha  …see more


25 Feb 2010

5/5

"Perfect"

Three adults loved our stay at the Truman Annex. Clean, cosy and comfy. Not too near and not too far from madness.… More


24 Feb 2010

5/5

"great location, nice & clean, historic"

The location in the historic Truman Annex area is perfect - quiet and gated, but just 2 blocks from Duval St. Walking distance to pool, many restaurants, Mallory Square, beach at Fort Zach Taylor. … More


29 Jul 2009

5/5

"The Foundry"

Loved Truman Annex, it is beautiful!! The townhouse in the The Foundry was nice, due to the climate insects pretty bad, ants in the kitchen that type of thing one must be alert for. Overall we had a g… More

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Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £123 / night

£861 - £1684 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the nature preserve. Master bedroom with new king bed and bathroom ensuite; twin beds in guest bedroom with full bath across the hall. WIFI, unlimited long distance calls,3  …see more


10 Jan 2013

5/5

"Our Holiday will be one we will remember for a lifetime!"

Papaya Place was amazing. We were thrilled with the accomodations and the accessibility to Smathers Beach, parks, and Duvall Street. At Home in Key West provided us with a wonderful Welcome package … More


17 Aug 2012

5/5

"Very comfortable, roomy condo with parking!"

Papaya Place is a large and very relaxing 2/2 condo near the Key West airport. Parking everywhere on the island is difficult, and petty crime a problem, so having a gated, underground parking spot wa… More


7 Apr 2012

5/5

"An enjoyable visit"

Everyone was very helpful with our arrival, the condo was clean and very attractive. Really enjoyed the wildlife sanctuary on the side, made it quite peaceful. The pool was wonderful, and the surroun… More

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Very Good 4.5/5 

26 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SUNNY DAYS: Beautifully maintained while retaining its original style and structure. Dade County pine throughout the property for a feel of Old Key West. Tasteful and comfortable furnishings. Central air for a cool summer and four sets of French doors open to th  …see more


16 Apr 2014

5/5

"A great place to stay"

Sunny Days is bright, cheerful and very comfortable. If you need an on-vacation office, there is a charming space for that. It has everything you need. The pleasure of walking out your front door to d… More


10 Oct 2012

5/5

"Re-booked for 2013"

Lida and the team from at Home in Key West is wonderfully capable of managing beautiful properties in Key West. My stay was so wonderful and so memorable I have re-booked "Sunny Days" for September 20… More


10 Oct 2012

5/5

"Re-booked for 2013"

Lida and the team from at Home in Key West is wonderfully capable of managing beautiful properties in Key West. My stay was so wonderful and so memorable I have re-booked "Sunny Days" for September 20… More

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Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £135 / night

£942 - £2025 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Truman Annex. The perfect back deck to sip a cafe con leche or grill your fresh catch. Open floor plan with kitchen, dining area for 4 and living room that opens to a lar  …see more


26 Jun 2014

5/5

"Great Spot"

Our family really enjoyed the condo unit! It was modest but very nice and met all our needs. The wood deck is a nice feature. Loved the location in Shipyard Condominium since it is within walking d… More


8 May 2014

5/5

"The best vacation my wife and I have had in key west."

My wife and I have been vacationing in key west for the past fourteen (14)years. This is the first time we did not stay in the hotels. The condo we rented was very Comforable and everything was ready … More


15 Jan 2014

5/5

"Perfect Location; Lovely Condo"

I stayed in the condo over New Years with three girlfriends and it worked out perfectly. The space was big enough for four of us and the location is great. The only problem we had is that the hot tu… More

Thank you for taking the time to review our home. Regarding the hot tub, we left messages for you through phone and e-mail but did not hear back. Not having use of the hot tub is a huge deal to us as well; we would like to make it right for you.

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Very Good 4/5 

29 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £176 / night

£1228 - £2599 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman Annex.Open floor plan on the main level with kitchen opening into the dining and living areas. French doors to a large deck with plenty of space to unwind and enjoy th  …see more


18 Jul 2014

5/5

"Great location"

You can't beat the location, just 1 1/2 blocks from Duval and an easy walk to Mallory Square for sunsets. If you want it even easier, rent bikes and you can easily get anywhere. The house was very c… More


10 Apr 2014

5/5

"Key West Heaven"

We enjoyed a 2 week stay in this beautiful house. The location is perfect. We were only a 5 minute walk to Mallory Square and a 10-15 min walk to other favorite restaurants. We walked and biked every… More


13 Mar 2014

5/5

"Artist appreciation"

When my wife's not happy; I'm not happy. So the really good thing was to hear her say how charming she thought the artist Garden was. Now that our 3 children are "adults", this was perfect for the 5… More

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Very Good 4.5/5 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £115 / night

£802 - £1836 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in Old Town Key West.Living/dining area opens to the large back deck that is one of the best spots on the island to relax. Master bedroom has queen bed; 2nd bedroom has 2 t  …see more


2 Dec 2013

5/5

"Great condo great location!!!"

this was a great condo and the location was perfect for the boat races. very clean and everything was just as stated.no problems at all!! and @home in key west were great!!! this was a great place and… More


17 Jul 2013

5/5

"Fabulous!"

This was our first time staying at the Shipyard condos and we really enjoyed Key West Charming! It was very clean and the queen bed was quite comfortable. The space is small for 4 people but it works.… More

Thank you for taking the time to review our home. It's always great to hear our guests enjoyed their visit. Please note for future that a quick call to our office would have resolved the issue with the bath fixtures. We look forward to your return.


8 Jul 2013

5/5

"Perfect location, perfect size"

From our check in to our departure - this was one of the best holidays we have had in a long time. We loved the location of the condo - it was walking distance to everything; Duval Street, Fort Zacha… More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £123 / night

£861 - £1684 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, within minutes of the hectic lifestyle of downtown. Balconies run the length of this home offering fresh air and sunshine with ocean breezes wafting by. Condo offers st  …see more


7 Apr 2010

5/5

"Very Relaxing!"

Key West is a great place to unwind. This condo was wonderful and had everything we needed. The beach, pool and hot tub were awesome. It is a couple of miles from Duvual Street, but we did not mind b… More


13 Jan 2010

5/5

"Hope to be back next year."

We spent Christmas and New Years at the Florida Palm and really enjoyed ourselves. The condo is nicely decorated and extremely comfortable. This was our first time in KEY west and we hope to return ne… More


29 Jul 2014

5/5

"Wonderful Week in the 4 Palms"

With a short walk to the beaches, the awesome pool and hot tub, and quick drive to Duvall Street, this was the perfect place to stay! Our condo was so clean and spacious and we loved sitting out on th… More

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Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £115 / night

£802 - £1836 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SIESTA BAY: 2 bedroom 1 bath upstairs condo in Truman Annex, steps away from the shared pool and walking distance of anything you'd want to do in Key West. Fully equipped with everything you need to prepare meals and a dinette with seating for 4. The living room is  …see more


6 Nov 2008

5/5

"Wonderful Spot in Paradise"

This condo had everything we could of wanted in Key West. With two bedrooms, a nice sized LR, TV, Computer, Washer and Dryer, Iron,Stove, Refrig. there was nothing we couldn't do. The pool is wonderfu… More


22 Jun 2015

4/5

"Enjoyable stay"

At Home in Key West was nice to work with. We arranged everything via email. We reserved a smaller cottage, but when that was no longer available, At Home upgraded us to Siesta Bay. We arrived late an… More


19 Mar 2015

3/5

"Good Location"

This condo was fine. Nothing great but the location is terrific as it sits two short blocks off of Duval St. pretty much centrally located between the ends of the island. And the price was fair and … More

Thank you for taking the time to review our home. Your comments are well-noted and we will share this with the owner. Hope to see you return sometime soon!

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Very Good 4.5/5 

22 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £117 / night

£815 - £1836 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2 bedroom 2 bath condo with a balcony from the living room offering a view of the neighborhood and BBQ grill. The best priced 2 bedroom 2 bath condo in Truman Annex with a  …see more


15 Nov 2013

5/5

"Wonderful"

The place was neat and clean, and the location was perfect… More


18 Sep 2013

5/5

"Great place in Shipyard, blocks away from Duval"

I would rent this place again, as it was clean and had all the amenities needed. The complex has a nice pool area, which we used daily. Everyone we met at the pool was very friendly, whether they we… More

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

5 Nights min stay

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from £511 / night

£3572 - £7387 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath in Truman Annex, a prestigious gated community in Old Town. Surrounded by tropical greenery in a beautiful quiet gated community 2 blocks  …see more


1 Dec 2010

5/5

"Awesome location. Great house with pool."

We had an awesome time and the house was great. Perfect set up for the family and both sets of in-laws. The pool house is great and provides privacy. Would definitely stay there again.… More


2 Sep 2010

5/5

"85th Birthday Celebration in "paradise""

This house was perfect for our group of 7 who were there to surprise a very special lady on her 85th birthday. Three generations of family enjoyed the beautiful setting of a house that made you feel s… More

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Very Good 4.5/5 

28 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £126 / night

£877 - £1930 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, plasma TVs and home theatre in living room, plasma TVs in both bedrooms, and plenty of closet space. French doors in the living room open to a large balcony. Master bedr  …see more


29 Aug 2013

5/5

"Clean, Comfortable and Well Supplied Condo"

Completely satisfied with condo. Very evident owners wanted me to have all the comforts of home at my disposal. I treated their home like it was my own. Rental company at Home in Key West completely p… More


13 May 2010

5/5

"Relaxing place to get away to."

The staff at At Home is Key West are very professional and pleasant to work with. The condo was very nice. Everything was neat and clean and the location was perfect. If your plans are to just do th… More


13 Apr 2009

5/5

"Great condo-Great location"

This is a great two bedroom condo in the Truman Annex. Close enough to everything to walk- the state park beach and Duval street are only a couple of blocks away. The deck is a little small for more t… More

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Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £199 / night

£1393 - £2188 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living space.WIFI, flat-screen plasma television with Bose surround sound system in the living room, as well as TV/VCR/DVD/CD players in each bedroom. Large, fully-equipped modern k  …see more


26 Mar 2014

5/5

"Spring Break 2014"

We had the great honor of staying in this unit for a week in March. Our teenage daughter had her own bedroom and bath, which was wonderful. The entire condo is clean, well maintained and beautifully … More

Thank you for taking the time to review our home. It is a true gem in a fantastic location, although about 1.5 miles from downtown and Duval Street. It is an easy bike or scooter ride, allowing you the opportunity to take advantage of the eclectic activities on Duval Street, while you stay in a peaceful, serene spot on the ocean -- the best of both worlds!


12 Mar 2014

5/5

"At home in keywest"

Again another great year in Keywest and our home for 16 days staying in the Crown Jewel. Thanks to the owner that allows us to call it home while we stay in Keywest. Also a special thanks to Gale and … More


13 Mar 2013

5/5

"In one word "fantastic""

The people at at home in Keywest are great. They truly make you feel at home in key west. I have been working with Gale for a number of years now and she is the best. I look forward to next year Which… More

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Very Good 4.5/5 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £151 / night

£1056 - £2349 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Truman Annex. This home features a fully equipped kitchen, dining area, half bath and living room with french doors that open to a sunny private patio. Outside dining area  …see more


26 Aug 2015

5/5

"Excellent Location"

Our condo was extremely well prepared for our week long vacation, great decorations and included everything one needs for a week....washer/dryer, ironing board, etc. The location of this condo could n… More


19 Dec 2013

5/5

"Excellent place to stay."

Our party stayed here as our joint 30th anniversary trip. Very well equipped and comfortable. Better directions on where the trash receptacles were would have been nice but, we were able to find th… More


13 Nov 2013

5/5

"Close Escape"

I've been going to KW every year for about a decade and have learned that your home base for the week can be the difference between a good trip and a truly great trip. I've stayed all over the island … More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £205 / night

£1432 - £3065 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlantic Ocean and one block from Duval Street entertainment. Kitchen complete with everything to create a gourmet meal. Large open dining and living area. Lush garden wit  …see more


6 Nov 2008

5/5

"Restful Oasis"

My family decided at the last minute to spend spring break in Key West. Despite the rushed arrangements, we were very lucky in being able to rent the Amelia House. It easily accommodated our family of… More


6 Nov 2008

5/5

"AWESOME HOLIDAY HOME"

great location, fun pool, can't wait to go back… More


23 Apr 2014

5/5

"Another wonderful experience!"

The amelia Home was absolutely wonderful!!! Everything about it was perfect from the location to the fabulous backyard and pool. What jumped out at us first was the cleanliness (my husband is a frea… More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £112 / night

£780 - £1507 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store in Old Town Key West. This is a wonderful place to experience the "real" Key West in a secure Old Town setting. Steps away  …see more


27 May 2014

5/5

"perfect secluded escape"

close to everything we wanted to do yet quiet and private. We had complete access to private pol and hot tub at any time. Grocery store across the street was there for anything we needed. This is a g… More


11 Jan 2014

5/5

"Great location and facilities for a romantic retreat"

Island Pearl is perfect for a relaxing and romantic retreat in Key West with easy walking distance and access to all attractions of the town and beaches. We especially appreciated the private pool acc… More


12 Mar 2013

5/5

"Great location and cute private cottage"

We loved our stay at Island Pearl. It was in a great location; one street to Duval, but quiet at night. Within walking distance of most everything. I was expecting a smaller fridge from reviews I'd re… More

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Excellent 5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
EMMA'S ESCAPE: 2 bedroom 1 bath condo in historic Bahama Village.The kitchen is well appointed and overall modern decor brings contemporary comfort to historic charm. Central a/c, flatscreen TV, WIFI and washer/dryer. Relax by the pool and hot tub or in the garden,  …see more


8 Aug 2013

5/5

"Little Oasis Exceeded Our Expectations"

My boyfriend and I stayed at Emma's Escape from 6/22-7/22. It was everything we hoped it would be and more. It truly was an escape. The condo is beautifully decorated and the grounds are very well mai… More


15 Apr 2013

5/5

"Love, love, love our piece of paradise!!!"

We have been staying at 717a Emma for four years now. We started for one month and next year, we'll be there for three. I think that this property has one of the most amazing backyard spaces in all … More


6 Feb 2013

5/5

"The place to be in January"

Once again we enjoyed our winter stay in Key West. The climate in the main attraction, but Key West also full of interesting people and places. The condo became a home away from home. We especiall… More

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Excellent 5/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
EMMA'S SECRET: 2 bedroom 1 bath condo in a historic Old Town neighborhood in walking distance to Duval Street. Upgraded appliances, granite countertops, beautiful wood cabinets, flatscreen TV and WIFI. Master bedroom features a queen bed; 2nd bedroom has bunk beds w  …see more


11 Mar 2010

5/5

"Good location for Duval Street"

Emmas Secret is a very nice 2 bedroom unit in Old Town just a short walk to Duval Street. Very convenient location if flying into KW no car is needed. The unit is updated and the pool area in the back… More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
VERANDAH: 2 bedroom 2 bath home with private pool and plenty of space for your family to stay and play! Master bedroom on 1st floor with bath, kitchen and 2 spacious living areas, plus a dining area outside by the pool and grill. The 2nd bedroom is a loft accessed b  …see more


18 Dec 2013

5/5

"We had a delightful stay, enjoyed meeting warm and welcoming peo"

This was our second year at verandah and once again it was just perfect. Can't wait to return in 2014. Key west is definitely our happy place.… More


9 Oct 2013

5/5

"Perfect for rest or play-"

My month here at The Verandah was yet again, delightful. The month flew by and it felt like being home. I love the added improvements of being able to use the verandah room with screens or a/C and the… More


13 Dec 2012

5/5

"Best vacation home ever!"

We enjoyed everything about our wonderful home in Key West. We felt right at home, great location, we could walk everywhere, short drive to the beach, harbor, and restaurants. The heated pool was per… More

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Very Good 4.5/5 

20 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship.... we welcome you to Perfect Pineapple. On the corner of Southard and Margaret streets in Old Key West, a 2 bedroom 1 bath cottage wit  …see more


25 Dec 2013

5/5

"Perfect Pineapple"

My stay at the Perfect Pineapple was very nice. The property is in a convenient location in the Old Town section. It is also completely fenced in so I could bring my pet and allow him to run around ou… More


6 Jan 2010

5/5

"Paradise at Perfect Pineapple!"

The home oozed charm... the ideal location, 3 short blocks from the historic seaport and in the heart of Old Town, surrounded by victorian homes, lush gardens, a terrific bike shop (Eaton Bikes!)- e… More


6 Nov 2008

5/5

"wonderful home, great location"

My husband and I found the house very comfortable and clean. Everything we needed was supplied for us with the exception of an oven although there is a convection oven. The courtyard area with pool wa… More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £387 / night

£2705 - £5438 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL PENTHOUSE: Fabulous location, beautiful furnishings and plenty of space, suited to the casual lifestyle here in Key West. 2nd and 3rd story of the building; 3 bedrooms 2.5 bathrooms and an open floor plan. Living room, kitchen and master suite on the 2nd flo  …see more


4 Jul 2012

5/5

"Great time in Key West"

House is perfectly located grocery store across the street walgreens next door pirates scooter rental block n half away just a great location all around whole family enjoyed the pool owner was there o… More


15 May 2012

5/5

"Great Place to Stay!"

The best location in Key West! This house was so clean and comfortable. The pool and deck were perfect for hanging out in the afternoon and also very private for after you've walked up and down Duva… More


10 Nov 2011

5/5

"Friends B-Day"

I just want to say that everyone in our party totally loved the house. Plenty of room for everyone. Since the house is right beside Wille T's we had free entertainment nightly and when we closed the… More

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Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £387 / night

£2705 - £5438 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and nightlife on Duval Street. 3 bedrooms with private baths on 3 floors. Main level with gourmet kitchen, dining area, half bath, and sitting room with a wall of French doo  …see more


1 May 2014

5/5

"Great experience"

The Bahama House was perfect for our family of 7 adults and 2 children. We had privacy when we needed it and could gather as a family when we wanted to. The location is perfect...quiet, but within wal… More


1 Feb 2014

5/5

"Beautiful comfortable clean well located welcoming fun!"

Beautiful comfortable clean well located welcoming fun!… More


21 Nov 2013

5/5

"Outstanding!!!"

Service was fantastic, Mark the owner was really great, looking forward to going back soon. Home was beautiful and worked perfectly for our event. Location, you kidding me, perfect location, Duval & … More

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