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102 Results   |  
16 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

29 Nights min stay

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Pricing unknown

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Key info:

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

Excellent 5/5 

26 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

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


3 Aug 2014

5/5

"Perfect Home for Key West"

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

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Excellent 5/5 

23 Photos

Florida Keys / Islamorada

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Minimum Rental: 1 Month Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florid  …see more


23 Jan 2013

5/5

"My Paradise from architect's perspective"

My wife and I spend a month at My Paradise and, as an architect, there are certain aspects that bear mention. First, if the weather is mild, you can open the wall of folding glass doors and unite the … More

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Featured properties

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

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


21 Aug 2015

5/5

"Little gem is right!"

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

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Very Good 4.5/5 

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 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £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
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 

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 

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 

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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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 

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 £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
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 

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 / 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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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 £124 / night

£867 - £1597 / 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 £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
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 £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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15 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
Kick back and relax in this Island vacation home. Or, enjoy the spacious deck located off the kitchen area, and take in the warm tropical breezes, canal and spectacular sunset skies. Fish from the dock or take advantage of the convenient boating access and cruise out to  …see more

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

0 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
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

16 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
Pack your floral shirts, swimming gear and sandals and come on down to Angelfish Cove. Fun is the order of the day. Enjoy the beautiful crystal clear swimming pool or jump in your boat to go explore some of the best fishing and diving the Florida Keys has to offer. This  …see more

0 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
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

13 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
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

14 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
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

0 Photos

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

0 Photos

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

19 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 home is great for families! It has been recently updated with new tile throughout, new furnishings and bedding, and features 3 bedrooms and 2 bathrooms as well as a roomy loft area. You'll enjoy an open living plan with a nice size full kitchen with plenty of count  …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

0 Photos

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

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
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

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
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

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
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

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
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

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
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

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
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

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

0 Photos

Florida Keys / Cudjoe 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
Escape from all your cares at this wonderful vacation rental on Cudjoe Key. Just the spot to unwind and let your hair down. There are 3 bedrooms and 3 baths plus a recreation room for the kids to get away. Open and airy living and kitchen area for friends to gather. Ful  …see more

12 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
The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer. This home is beautifully decorated in island style wi  …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

0 Photos

Florida Keys / Little Torch 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
Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa. A glassed-in  …see more

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