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75 Results   |  
24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

30 Nights min stay

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from £204 / night

£1427 / 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

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 £124 / night

£866 - £1984 / 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 

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 £202 / night

£1414 - £3025 / 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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Featured properties

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 £486 / night

£3398 - £7250 / 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 4.5/5 

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 £114 / night

£792 - £1813 / 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


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


3 Apr 2014

5/5

"Truman annex - Lavender Jungle"

@ home is a great company to rent thru. Our unit at the Truman annex, the Lavender Jungle is a cozy place to stay in the middle of Key West. Close to the state park, close to Duval st. We rented this … 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

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from £114 / night

£792 - £1813 / 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 

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 £131 / night

£914 - £2077 / 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


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


30 May 2011

5/5

"Wonderful!!!"

How I wish we could have lingered long at the Linger Longer Condo!! My husband and I spend a week here. My mom and 18 year old sister joined us for the last 4 days. the condo is perfect, with your … More

Thank you for taking the time to review our home. We are so pleased that you enjoyed your stay. At Home Key West strives to offer exceptional service and it sounds like we've accomplished our goal with you! Come back soon!

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Excellent 5/5 

22 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

5 Nights min stay

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from £131 / night

£914 - £2077 / 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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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 £130 / night

£909 - £1999 / 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 

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 £165 / night

£1154 - £2084 / 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.


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


3 Jun 2012

5/5

"Very Beautiful to wake up to and go to sleep to a great view"

Loved it, they had everything that we needed, well organized, and a very relaxing stay. Great Views… 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 £184 / night

£1283 - £3254 / 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 

24 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

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from £72 / night

£504 - £1334 / 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 

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 £113 / night

£786 - £1650 / 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 6

Very Good 4/5 

3 Nights min stay

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from £133 / night

£930 - £2050 / 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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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 £122 / night

£850 - £1567 / 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 £131 / night

£914 - £2077 / 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 £121 / night

£845 - £2101 / 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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28 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

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

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

Excellent 5/5 

27 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

5 Nights min stay

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from £97 / night

£674 - £1659 / 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
CITY CAY: City Cay is our 1-bedroom 1-bath upstairs condo in Truman Annex that has been lovingly renovated and furnished in a sleek modern style. Stay connected in the living room with high-end electronics including HDTV, WIFI and an over-the-top stereo system. Rela  …see more


4 Jan 2015

5/5

"Amazing!"

We stayed at City Cay over the Thanksgiving holiday. The condo is on the second floor of a building in the Shipyard Annex of Truman's Annex complex. We had wanted to stay in this area for quite awhi… More

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Very Good 4.5/5 

25 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
NAUTICAL DREAMS: 2-bedroom 2-bath cottage in a small compound of 8 cottages. French doors from each bedroom, living room and kitchen onto a grand private deck with ample space for entertaining. Master bedroom has a queen bed with bath ensuite; guest bedroom has a qu  …see more


17 Jul 2011

5/5

"We'll be Back"

Excellent vacation rental. All the right touches are there and the rental agent even left OJ, coffee, and 1/2 and 1/2. Everything you need is there including excellent deck and privacy. Loved it.… More


18 Mar 2009

5/5

"Fun in Key West"

The cottage was lovely. Nicely appointed, very clean, all updated amenities. Private deck was wonderful. Shared pool very nice. Hardly used by anyone other than us! Neighbors friendly. Total of 5 cott… More


9 May 2011

4/5

"Another Day in Paradise !"

Thanks to FlipKey & Tripadvisor reviews,I decided to rent "Nautical Dreams" thru at Home In Key West for the mo of april.Friends of mine rented the house next door (in a private compound of 6 homes).… More

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Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 3 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
  • Pets welcome
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval Street entertainment.3 bedroom 2 bath private home that has every amenity you could desire. Escape into a delightful garden with swimming pool waiting for you. Com  …see more


9 Apr 2014

5/5

"fantastic"

Second year for us staying in this beautiful home. The inside and outside of this home is just so perfect. When our guest came down for a week, none of them wanted to leave this fabulous back yard. … More


18 Apr 2013

5/5

"Paradise"

When you see pictures of a place, you wonder if they really show the beauty of the home. These pictures did. The home was beautiful, so well equipped, wanted for nothing. We hated to leave. Rentin… More


4 Apr 2012

5/5

"the best stay we've ever had in key west!"

So so pleased with our stay at suite paradise. No complaimts...just delightful Quiet and private. We biked everywhere and never wished we were closer to active duvall st. Property,pool and home are we… 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 £284 / night

£1988 - £4067 / 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 

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
  • Pets welcome
ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and décor that is playful and soothing. Kitchen opens to the living and dining areas allowing the cook to remain part of the party. Step outside to the pool deck and sp  …see more


10 Nov 2011

5/5

"Could not have been better"

Every aspect of my rental experience with at Home in Key West could not have been better. Very professional, attentative, and personal. I use them every year for my rental. Thanks… More


17 Nov 2010

5/5

"Could not have been better"

Totally great experience. Property managment was excellent in evey way.… More


7 Sep 2010

5/5

"cottage close to the beach"

My wife and I thoroughly enjoyed staying at atlantic Blues. The house is small, but comfortable for its size. The owners make excellent use of the space.The kitchen is well appointed and well designed… More

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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 £504 / night

£3526 - £7292 / 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 

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 £202 / night

£1414 - £3025 / 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 

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 

24 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 2

Very Good 4/5 

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
IBIS - 1 bedroom 1 bath condo 2 blocks from Duval Street, part of The Colony compound.Simple but comfortable, kitchenette opens onto the living area with a flat screen TV. The bedroom has a queen bed with TV and bath ensuite.WIFI, flatscreen TV, community coin-op laund  …see more


10 Mar 2011

5/5

"I wish I could have stayed a lot longer!"

My location was so convenient that I could walk everywhere and I did. I loved the fact that it was so quiet at night. When I needed service on the microwave, it was provided quickly. My only criticis… More


9 Feb 2011

3/5

"Winter Escape"

The location and overall facility is good. The Ibis is small and not conducive to a long stay. It is also located on the street (which is busier than expected) so it is a bit noisy. As a weekend ge… More

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32 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

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
FIRST BREATH: 3-bedroom 2-bath Conch home with pool in Old Town. Fenced and landscaped for the ultimate privacy. Back gate opens onto Elgin Lane.2 bedrooms upstairs, 1 with queen and 1 with twins, share the full bath. Downstairs is the 3rd bedroom with king bed and  …see more

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

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
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand.60" Smart TV and surround sound in living room; Dade County pine walls, wine cellar and every conceivable culinary tool in kitchen.1st floor master suite with Smart TV, WIFI, and bathroom ensuite  …see more

32 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

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
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minutes from the beach, airport and some of the locals' favorite restaurants. 2 bedrooms, 1 full bath upstairs; open floor plan downstairs with sleeper sofa for guests, half  …see more

28 Photos

Florida Keys / Key West

House / 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
  • Pets welcome
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet neighborhood of Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest your head in our island city. Enter the property in a cozy sitting room. T  …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 £97 / night

£674 - £1431 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
CORAL SUITE: 2 bedroom 3 bath townhome for 6 people, and your pet! Both bedrooms (ensuite) are on the 2nd floor of this stilt home. Master bedroom has a private balcony. Guest bedroom is roomy and private. The Murphy bed in the living room is sturdy and comfortable  …see more


14 Jul 2014

5/5

"Great place!"

This condo was super clean, spacious and within quick driving distance to all the fun places in Key West. I highly recommend.… More


10 May 2014

5/5

"I WISH I PERMANENTLY LIVED HERE!!!"

There were 4 in our group (family), and we had a lovely time! It was a bit difficult to find, especially for the pizza delivery man...lol Despite Tropical Storm Issac, we had a wonderful time. So r… More

I have to say we're a little confused with this review. Tropical Storm Isaac was 2 years ago, but glad to hear you enjoyed your visit.


17 Apr 2014

5/5

"Finest accommodations in Key West"

I am a seasoned visitor to Key West. Over thirty visits thus far. This was the best way to spend a week on the island. Everything was superb. Nothing was out of place. Spacious and comfortable. … More

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Excellent 5/5 

22 Photos

Florida Keys / Key West

House / 3 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
  • Pets welcome
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quiet lane, amid tropical landscaping, this 3-bedroom 3-bath townhome exudes an ambiance of peace and tranquility. The spacious interior overlooks the 15th and 17th holes on  …see more


12 Mar 2014

5/5

"Can't wait to go back!"

Five of us rented this lovely property on the Key West golf course for the month of February. Lida Engle at @Home in Key was especially responsive to my questions and concerns when making the reservat… More


28 Nov 2012

5/5

"Sunset Lake - at home in paradise!"

My husband and I stayed at Sunset Lake for Thanksgiving and we had a wonderful stay. The property is in Key West Golf Club, affording us all Key West has to offer in a tranquil setting that is just m… More


27 Nov 2011

5/5

"Very relaxing"

We found the property and surroundings even more beautiful and comfortable than we had anticipated. The house is beautifully furnished, and the kitchen is very well equiped. Plenty of towels and kit… More

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22 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
  • Some pets are welcome - please contact the owner
KOKOMO (monthly rental): Everybody knows a little place like Kokomo. Now if you want to go and get away from it all go down to Kokomo. Tropical drinks melting in your hand, we'll be falling in love to the rhythm of a steel drum band down in Kokomo. It's not Bermuda or  …see 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 £426 / night

£2981 - £6786 / 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 DOLPHIN HOUSE: Two houses with the comfort of one. The Dolphin House comprises a main house and a guesthouse with pool and outdoor living space comfortably nestled in between. Enter the main house into the spacious, open and airy great room with vaulted ceilings  …see more


29 Jan 2014

5/5

"Beautiful place! Great location"

The location is perfect for those that want a perfect mix of quiet but close to the action on Duval. The décor was beautiful, pool and outdoors perfect. Great area for grilling. I met the owners and… 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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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 £129 / night

£898 - £1929 / 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 

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 £122 / night

£850 - £1663 / 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 6

Very Good 4/5 

3 Nights min stay

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from £122 / night

£850 - £1663 / 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 

23 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £186 / night

£1302 - £2538 / 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 COURTYARD - 3 bedroom 2 bath townhome has plenty of space, a fabulous location and all the amenities you could wish for. The main living area flows from kitchen to dining area to French doors that open to a balcony where you can sit and people watch. Master bedr  …see more


26 Sep 2011

5/5

"great place to stay"

Clean and quiet, great location. they even had parking and it was in a garage.… More


13 Mar 2011

5/5

"Greaty stay in Key West at Duval Square"

The Duval Courtyard condo was a perfect location for my friends and I to enjoy a 5 day vacation together. It was situated right on Duval street only a few blocks from the Hemingway House Museum, the n… More


9 Apr 2010

5/5

"Pleasurable / Delightful"

Carol Graham the sells representative was fabulous, she assisted me and my family in experiencing enjoying a great vacation. I would use her service and her assist again. Thank very much...… More

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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

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from £174 / night

£1212 - £2566 / 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 

32 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £133 / night

£930 - £1999 / 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 4.5/5 

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 £124 / night

£866 - £1984 / 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 

24 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £110 / night

£770 - £1488 / 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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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 £130 / night

£909 - £1999 / 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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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

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from £127 / night

£886 - £2319 / 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


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


4 Mar 2012

5/5

"Our new favorite!"

We have been traveling to Key West for 12 years and have stayed at different condos in the Truman Annex for the last 6 and A Place in Paradise is our new favorite. The condo has a well equipt kit… 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 £114 / night

£792 - £1813 / 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 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £114 / night

£792 - £1813 / 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 

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 £152 / night

£1058 - £2440 / 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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