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92 Results   |  

Excellent 5/5 

24 Photos

Florida / Florida Keys

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

7 Nights min stay

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from £77 / night

£539 - £894 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
ocean views beaches fishing heated outdoor swimming pool private beach tennis courts large balcony fully equipped apartment and kitchen WiFi secure location undercover car parking space gym boat slip new televisions. lettings of a month (or thereabouts) or more availabl  …see more


5 Jan 2015

5/5

"A Beautiful Place"

This spacious condo is beautifully furnished and equipped. The gated community is very quiet and has a heated salt water pool. There is a nice spot to see the moon and sunrise. The owner of the … More

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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 £208 / night

£1455 / 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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Very Good 4.5/5 

14 Photos

Florida Keys / Key Largo

Condo / 2 Bedrooms / sleeps 7

Very Good 4.5/5 

Min stay varies

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Pricing unknown

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
A view of the pool off your patio and the Florida Bay sunset glows at your front door. Tropical breezes and gardens grace the gated condo community. Only a one hour drive from the airport, you have all the comforts of home with the convenience of Keys activities nearby.  …see more


2 Jun 2015

5/5

"Great place to explore the keys"

My wife and I recently rented from Mr. Stallard. We had a great trip and everything about the condo was perfect. Had a great screened-in porch. The pool area was beautiful. Wi-fi all over the grou… More


10 Aug 2014

5/5

"perfect"

had a great time in key largo, the condo was great, had everything you need as a home from home, good sized rooms ,great working air con, all mod cons you need, very clean, plenty of towels for house … More


15 Apr 2013

5/5

"Just perfect"

We have had a wonderful holiday in Moon Bay. Condo was larger than we were expecting. Both bedrooms large and clean. Lovely patio to sit out on. The complex itself had everythine we could need and… More

So pleased you had a great time have owned apartment (condo)fore 25 years still the Best place to explore the everglades Miami and the Keys all the best Mr A P Stallard

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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 £206 / night

£1442 - £3085 / 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 

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 £127 / night

£883 - £2023 / 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 

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 £116 / night

£808 - £1848 / 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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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 £187 / night

£1308 - £3317 / 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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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 £131 / night

£916 - £1967 / 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 

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 £134 / night

£932 - £2118 / 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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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 £169 / night

£1177 - £2125 / 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 

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 £290 / night

£2027 - £4146 / 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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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 £134 / night

£932 - £2118 / 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 £148 / night

£1030 - £2038 / 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 £171 / night

£1193 - £2043 / 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 4.5/5 

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 £148 / night

£1030 - £2038 / 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 

24 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

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from £74 / night

£514 - £1360 / 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 £115 / night

£801 - £1682 / 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 / 1 Bedroom / sleeps 4

Very Good 4/5 

3 Nights min stay

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from £88 / night

£612 - £1493 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks from Duval Street.Completely renovated, this lovely property offers hardwood floors and cabinets, granite kitchen countertop and beautifully tiled bath.Queen size sleeper  …see more


8 Jul 2015

5/5

"Paradise Place "

We stayed at Paradise Place for 6 days and totally enjoyed it. Very clean and plenty of towels, beach towels an other extras. The spa pool was awesome with beautiful palm trees around pool area. Beau… More


3 Oct 2013

5/5

"Quiet and comfortable"

Having never stayed in Key West before, I was pleasently surprise to have a true home on the island. For those concerned over the distance from the craziness of Duval, don't be. The walk is not bad an… More


11 Jul 2013

5/5

"We couldn't ask for a better place to stay for our honeymoon!"

I was beyond impressed with the services provided by @Home Key West. From the first call, as I was frazzled, due to wedding planning, the staff helped me and aided in telling me about their services a… 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 £178 / night

£1242 - £2465 / 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 £495 / night

£3465 - £7393 / 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 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

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from £145 / night

£1014 - £2142 / 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 £136 / night

£948 - £2090 / 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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8 Photos

Florida Keys / Cudjoe Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This Cudjoe Key home is neat as a pin. Brand new in 2007 with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get togethers. The large comfortable living room has plenty of seating including recliners in the sofa and l  …see more

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Florida Keys / Ramrod Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ready for some fun in the sun? This Ramrod Key vacation home is the perfect spot! This home is located at milemarker 27 in Breezeswpt Beach Estates. Spend some fun time at the Looe Key Reef Resort Tiki bar just a mile away where you can sip on some tropical cocktails an  …see more

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Florida Keys / Ramrod Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Sit back and relax in this delightful home, situated on the open water. The entire rear wall of this home is glass for endless views of the blue-green waters of the Florida Keys. Equipped with all the comforts of home plus a heated pool. The open porch catches the breez  …see more

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Florida Keys / Big Pine Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This home boasts decor by an award winning Key West decorator. Includes fast access Internet for you to surf the internet quickly in addition to a large screen TV. Enjoy a swim in the  …see more

23 Photos

Florida Keys / Big Pine Key

House / 5 Bedrooms / sleeps 10

Min stay varies

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard  …see more

11 Photos

Florida Keys / Lower Keys

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Welcome to Into The Mystic! The ideal location for your visit to the fabulous Florida Keys. This wonderful vacation home is big on style and amenities. The kitchen is large and spacious with top of the line appliances, butcher block island and totally outfitted with eve  …see more

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Florida Keys / Little Torch Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Little Torch Treasure is the special spot in paradise you have been looking for to spend your Florida Keys vacation. This impeccable home has it all!!! Beautifully decorated and complete with everything you would need for your home away from home. The kitchen is complet  …see more

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Florida Keys / Lower Keys

House / 2 Bedrooms / sleeps 4

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Fishing, swimming, boating.... Whatever your pleasure, the protective 75' seawall and clear, clean deepwater boating canal offers excellent choices! Relax and enjoy the Island scenery and balmy breezes from the open sundeck located in the front of the house, or from the  …see more

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

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Florida Keys / Lower Keys

House / 2 Bedrooms / sleeps 4

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Nice and comfortable 2 bedroom, 2 bathroom vacation home on Big Pine Key in the Eden Pines area. This vacation rental is neat and clean with a 40' wood boat dock and fish cleaning area to clean all that great, fresh fish you're gonna catch. Easy ride under some bridges  …see more

7 Photos

Florida Keys / Big Pine Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Everyday is a great day at Atlantis. Beautiful Big Pine home located just minutes to Bogie Channel. This channel affords direct access to the Content Keys on the Gulf, for diving and snorkeling or quick access to the Atlantic for big sport fish. Just a quick motor to Ba  …see more

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Florida Keys / Little Torch Key

House / 4 Bedrooms / sleeps 8

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This Florida Style home was built in 1965 and wonderful surprises await you on the inside. The ground level house is painted in bright tropical colors to give you that that old island feel. This spacious 2,000 square foot house has plenty of room to spread out. On one s  …see more

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Florida Keys / Little Torch Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are sp  …see more

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Florida Keys / Cudjoe Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautiful, vacation home is tropical, bright and confortable. You'll wish it was your own! The kitchen is fully equipped with all the luxuries of home (and more!). The dockside Tiki Hut and hammock overlook a great, deepwater canal perfect for boating and swimming.  …see more

0 Photos

Florida Keys / Cudjoe Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Enjoy the rustle of swaying palms and the balmy tropical breezes from the screened and tiled balcony of this immaculate Island home. Home-away-from-home comforts include central air and a well equipped kitchen. The 30' dockage area provides quick and easy access to the  …see more

9 Photos

Florida Keys / Cudjoe Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Welcome to Egret's Landing! From the private balcony located off the master bedroom living area, to airy and vaulted ceilings, this Cape Cod style home promises all the comforts of home, and so much more! The 40' dock and yard is landscaped with native foliage and offer  …see more

5 Photos

Florida Keys / Cudjoe Key

House / 2 Bedrooms / sleeps 4

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Galleon Bay on Cudjoe Key is the perfect spot to enjoy your Florida Keys vacation. This home is centrally located 23 miles from Key West and 25 Miles to Marathon. There is so much to do and see just a quick trip away. Key West's fine dining and nightlife to interesting  …see more

1 Photos

Florida Keys / Little Torch Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A tropical paradise awaits you at Fifty-Eight Palms. Located on Big Pine in the Port Pine Heights area. This vacation rental home offers 3 spacious, fenced lots for tons of privacy. The large heated pool is just wonderful with plenty of room to play and is just adjacent  …see more

0 Photos

Florida Keys / Little Torch Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Manatee Bay located in the Port Pine Height area is just the right spot to bring your family and friends for an unbelievable Keys vacation. Great Gulf-side boating is at your fingertips and just a short run out to the Atlantic to fish and dive all the great reef spots.  …see more

12 Photos

Florida Keys / Little Torch Key

House / 2 Bedrooms / sleeps 4

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Delightful and comfortable Florida Conch-style Cottage on Little Torch Key. Enjoy the beautiful, open-water views over Pine Channel with incredible sunrises and moon rises. The interior of this home has been beautifully updated with new kitchen, including granite counte  …see more

10 Photos

Florida Keys / Big Pine Key

House / 2 Bedrooms / sleeps 4

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard  …see more

12 Photos

Florida Keys / Big Pine Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard  …see more

19 Photos

Florida Keys / Cudjoe Key

House / 2 Bedrooms / sleeps 4

30 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Lafitte Landing is the perfect destination for your Florida Keys vacation. Very nicely appointed 2 bedroom, 2 bathroom canal front home is very comfortable and spacious. This home offers a living-dining-kitchen great room floor plan with comfortable seating and a flat s  …see more

3 Photos

Florida Keys / Little Torch Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you'll find some of the best deep water boating in the Lower Keys! Just imagine yourself gazing out at these spectacular ocean vistas! The entire water-side of this home is glass. View  …see more

7 Photos

Florida Keys / Ramrod Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This tropical paradise is just waiting for you and your guests. Located near the end of a quiet lane this custom home has it all. Glorious open bay views from the screened porch for hours of quiet time. The interior has been expertly decorated in Caribbean style with lo  …see more

16 Photos

Florida Keys / Big Pine Key

House / 4 Bedrooms / sleeps 8

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy. The second floor has a huge kitch  …see more

10 Photos

Florida Keys / Ramrod Key

House / 3 Bedrooms / sleeps 6

30 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This Ramrod Key rental is a great spot for your next Florida Keys vacation. Comfortable and affordable, with 2 bedrooms downstairs and 1 bedroom upstairs. This home has two bathrooms, ample size kitchen and living areas, and the screened porch overlooks a peaceful canal  …see more

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