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Vacation rentals in Florida Keys, FL

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All 1,088 Rentals in Florida Keys
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From
$169
Per Night
1 / 12
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Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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From
$646
Per Night
1 / 24
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Marathon
4 Bedrooms, 5 Bathrooms, Sleeps 10
Booking
Details Reviews (1) Make Enquiry
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$281
Per Night
1 / 4
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Key Largo
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
From
$212
Per Night
1 / 6
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Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Microwave
  • DVD Player
  • Pool
  • Ceiling Fans
  • Refrigerator
  • Canoe
  • Air Conditioning
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Escape to Key Largo's ultimate weekend or vacation getaway ~ the best Inn in the Florida Keys. Located directly on the Atlantic Ocean, in unspoiled Largo Sound. Offering the best access to the finest of Florida Keys charter fishing, Everglades's excursions, Eco-tours, snorkeling and scuba diving.... View all property information
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5 of 5 stars Reviewed 23 July 2014
Our unit was just big enough for the two of us having one bedroom, one bath. Walk out about 15 ft. to the pool and another 20 ft to the water. Beautiful sunsets! Diving nearby...
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$197
Per Night
1 / 9
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Lovely beachfront 2 bedroom, 2 bath condo. Incredible bay views and sunsets from your huge, screen enclosed porch. Walk directly onto a sandy beach from from your porch. This ground floor unit has been newly furnished and decorated in a tropical motif. Comfy, queen sized pillow top bed in master... View all property information
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5 of 5 stars Reviewed 27 July 2014
I was looking to rent a house again to enjoy the keys with the family but at the last minute ended up renting this quite and convenient ground level condo that was more than i...
5 of 5 stars Reviewed 2 June 2014
A beautiful location which is on the ground floor, giving you access straight onto the beach. Plenty of furniture to sit and enjoy the wonderful view and very private. The...
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From
$562
Per Night
1 / 24
Cudjoe Key
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Patio
  • Ceiling Fans
  • Grill
  • Refrigerator
  • DVD Player
  • Hot Tub
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill,... View all property information
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From
$337
Per Night
1 / 35
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Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Refrigerator
  • Ceiling Fans
  • Safe
  • Microwave
  • Hot Tub
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This remodeled 2 bedroom 2 bath condo is directly on the Atlantic Ocean with ground access via a spiral staircase. Stunning views from the Master bedroom and balcony. Wake up to the sunrise and enjoy your leisurely day on the boat, at the nearby sand bar, or lounge in the zero entry pool. There... View all property information
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5 of 5 stars Reviewed 6 January 2012
My husband and I stayed here for almost 2 weeks for our honeymoon/vacation over the Christmas holiday. We were nervous about renting something over the internet that we had never...
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$392
Per Night
1 / 1
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Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Ocean View Cottage Periwinkle 2 bedroom - 2 bath This is an ocean view cottage perched in the air 12 feet on pilings open to fabulous views. With a full gourmet kitchen and (email: hidden)ention to detail, this cottage has a warm feel at home ambiance. Kick back and enjoy the beautiful water... View all property information
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From
$1,055
Per Week
1 / 19
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • Parking
  • Playground
  • TV
  • Washer
  • DVD Player
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Our home is situated in the Kawama Tower at Kawama Yacht Club and is modern, bright & airy, spacious with elegant furnishings. A combination of beautifully maintained gardens, pools and beach facilities ensure a lovely base for a family holiday or a romantic couples break with luxury standards and... View all property information
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From
$393
Per Night
1 / 59
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Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (7) Make Enquiry
Amenities & Details
  • Parking
  • Ceiling Fans
  • DVD Player
  • Garage
  • Washer
  • Refrigerator
  • Dryer
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. Rates quoted are all inclusive, taxes and other fees are calculated and added including Reservation/Security Deposit. We have NO hidden fees. Rates quoted are also reflect standard Cleaning Fee and PDP Fee. There being no... View all property information
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From
$506
Per Night
1 / 9
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Stereo System
  • Dryer
  • Washer
  • VCR
  • Microwave
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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5 of 5 stars Reviewed 16 August 2014
I came down with my family and we loved this place. We had a direct view of the water and it was amazing waking up every morning to see that. Very relaxing. Friendly people...
5 of 5 stars Reviewed 29 May 2014
This was our first trip to Key West and everything was great including the condo. Very nice view, great pool, short walk to very nice beach. What more would you want.
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From
$320
Per Night
1 / 5
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Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Situated on at natural Key's sandy sunning beach a scant few feet from the water's edge looking out to the Atlantic Ocean you'll find three of the most enchanting "honeymoon-type" Cottages in the Florida Keys. Made from Dade County Pine with vaulted beam ceilings these beach bungalows offer... View all property information
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5 of 5 stars Reviewed 17 April 2014
awesome place to stay for lots of relaxation!!! My kids loved it. The place was very clean, nice breakfast. The pool was very clean and warm. the water was perfect.
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From
$197
Per Night
1 / 10
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Hot Tub
  • Microwave
  • Fitness Room
  • Refrigerator
  • Soap/Shampoo...
  • Balcony
  • Air Conditioning
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers... View all property information
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4 of 5 stars Reviewed 9 June 2014
Very good price for a 2 bed 2 bath in Key West! It Was clean and just what we needed! It was also not right in downtown close to everything so we could get away hen we wanted.
4 of 5 stars Reviewed 23 May 2014
Condo was a great location. Near beaches and activities. Great place to relax. Owner was very courtious. Pool was a little small but the facilities were beautiful.
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From
$281
Per Night
1 / 15
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Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Washer
  • Satellite TV
  • Refrigerator
  • Dryer
  • DVD Player
  • VCR
  • Garage
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
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5 of 5 stars Reviewed 31 December 2013
Really enjoyed staying at Shelleys Rooftop. Far enough down Duval St. to be away from the crowds but just a walk away to the crowds and popular bars. Spent Christmas with...
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From
$234
Per Night
1 / 25
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Pool
  • Hot Tub
  • Internet Access
  • Linens Provided
  • Balcony
  • Toaster
  • Dishwasher
  • Fitness Room
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our many... View all property information
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From
$279
Per Night
1 / 29
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Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (8) Make Enquiry
Amenities & Details
  • Satellite TV
  • Refrigerator
  • Deck
  • Air Conditioning
  • Grill
  • Pool
  • Balcony
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location. Enjoy nearby bars,... View all property information
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5 of 5 stars Reviewed 4 July 2009
My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
5 of 5 stars Reviewed 2 July 2009
Great location off the upper section of Duval. Close enough to walk to everything but far enough to be quiet. Perfect size for 2 or 4 people. Clean and comfortable. Would...
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From
$225
Per Night
1 / 12
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Washer
  • Central Heating
  • Air Conditioning
  • Patio
  • Refrigerator
  • Dryer
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 2 bedroom, 2 bathroom Conch House located minutes from Pennekamp State Park. Fully equiped modern kitchen, spacious living area. Two comfortable decks for leisure and entertainment. Hot and cold outdoor shower. Steps away from home owner's park complete with covered picnic area, sandy... View all property information
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5 of 5 stars Reviewed 23 March 2014
Charming bungalow...great outdoor deck and patio... Fully equipped...easy access to shopping restaurants and nightlife...highly recommend
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From
$225
Per Night
1 / 17
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Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Stereo System
  • Satellite TV
  • Washer
  • Refrigerator
  • DVD Player
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1... View all property information
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5 of 5 stars Reviewed 5 June 2014
We had a wonderful time at this Ocean Pointe condo. The facilities are fantastic. The pool is very clean. The condo was like new. The complex is staffed 24/7. We felt very safe...
5 of 5 stars Reviewed 4 June 2014
Our first impression of this place was that it was very, very clean and cared for. Next, the view was wonderful. Third, they had everything we really needed, including cooking...
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From
$562
Per Night
1 / 8
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Islamorada
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Satellite TV
  • Grill
  • Dishwasher
  • Deck
  • Refrigerator
  • Stereo System
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
This large 4 bedroom house sits jst 10 feet from a 116 foot dock. You are right around the corner from 4 bridges in a row where yo can get to the Ocean or Bay within a few minutes. View all property information
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5 of 5 stars Reviewed 26 August 2014
We had a great stay! Ended up renting both houses for a weekend stay. Had 15 people and 4 boats. We had a great weekend, Helen and her son Rob were very accommodating and quickly...
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From
$169
Per Night
1 / 16
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Bluewater is a classic porch-on-porch Key West home with all the amenities to make your vacation ideal. Located in the prestigious Sanctuary of the Key West Golf Club, the house has two bedrooms each with its own private bath. The house sleeps 6 and offers a private patio, a spa pool with jacuzzi... View all property information
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From
$312
Per Night
1 / 13
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Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Microwave
  • Outdoor Dining Area
  • Parking
  • Dishwasher
  • Linens Provided
  • Grill
  • Deck
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Resort style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amidst lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it was renovated by two fabulously funky sisters who share... View all property information
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4 of 5 stars Reviewed 9 July 2014
Nice little cottage with private patio, located adjacent to the pool. Cottage was clean and well maintained, and had a full kitchen with all the amenities. It was walking...
5 of 5 stars Reviewed 22 December 2012
Kevin, Shelby, and all the folks at KW Hideaways, I wanted to take a moment to thank you all for a wonderful experience! You and your team worked hard to ensure everything...
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From
$169
Per Night
1 / 12
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Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (13) Make Enquiry
Amenities & Details
  • Dishwasher
  • Parking
  • Ceiling Fans
  • Pool
  • Dryer
  • Grill
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
2 bedroom 2 bath ocean view condo in Islamorada Florida Keys has 2 sets of sliding glass doors both leading to balconies with ocean view property has everything you need on site or close for the vacation of your dreams pool, jacuzzi, tennis courts, volleyball courts, basketball net, playground,... View all property information
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4 of 5 stars Reviewed 21 August 2014
Last week we stayed in a 2/2 condo (3207) with our daughter and son-in-law. The condo was very clean and conveniently located in Key Largo. I think they are individually owned...
3 of 5 stars Reviewed 17 August 2014
We stayed at Ocean Point Suites in 2013 unit 3409 and it was fabulous. What a great unit, everything worked, bedroom at the rear facing the Ocean what an experience. In April we...
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$197
Per Night
1 / 21
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Key West
1 Bedroom, 4 Bathrooms, Sleeps 2
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Microwave
  • DVD Player
  • Garden
  • Dishwasher
  • Dryer
  • Parking
  • Washer
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with flat screen t.v. and dvr and 2 french doors leading onto private balcony... View all property information
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5 of 5 stars Reviewed 15 November 2014
This house was great!!! Don was not only a gracious host but absolutely funny. House is EXACTLY as pictures online show, but better. The location for us was perfect as it was...
5 of 5 stars Reviewed 2 September 2014
This was such a rare find. We will be back and refer our friends. Loved that we had access to the pool. Absolutely the perfect spot!
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$197
Per Night
1 / 24
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Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Safe
  • Microwave
  • Washer
  • Deck
  • Parking
  • Satellite TV
  • Canoe
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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5 of 5 stars Reviewed 4 March 2014
I grew up sailing, so I knew what to expect for accommodations on the 33 foot Beneteau. It has everything you could possibly need, in a slightly smaller version. One couple...
5 of 5 stars Reviewed 23 February 2014
The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight...
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From
$380
Per Night
1 / 5
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Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Microwave
  • Pool
  • Dishwasher
  • Garden
  • Parking
  • Grill
  • DVD Player
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Located at the end of the marina with breath taking views of sparkling waters and the setting sun, Coquina is a cottage with a lot of history that whispers from the past with old Florida comfort and charm. Spacious, tropical and beautifully decorated, the cottage is made from Dade County Pine with... View all property information
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From
$281
Per Night
1 / 41
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • DVD Player
  • Deck
  • Hot Tub
  • Dryer
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 3 story 3 bedroom 2 baths home. Locate in key largo at MM 101 is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Close to local shopping, fine restaurants or just swimming with the... View all property information
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5 of 5 stars Reviewed 20 August 2014
We enjoy staying at this place. Very big place, very clean. I got my deposit back. I will visit again
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From
$190
Per Night
1 / 28
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (17) Make Enquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • Patio
  • Microwave
  • Washer
  • Parking
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to Tropical Daze Oceanfront Paradise, located in Ocean Pointe, the finest destination property in the Florida Keys. Our condo unit is right on the ocean, offering spectacular views of the purple and aquamarine waters surrounding Tavernier Key. The condo is gorgeous, extremely well... View all property information
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5 of 5 stars Reviewed 20 July 2014
We stayed for a week, family of 4 including two teenagers, and had a great time. The condo is very comfortable with wonderful, quirky decor and is in a great location to explore...
5 of 5 stars Reviewed 15 May 2014
The condo was nicely decorated and immaculate. Also, the view from the balcony was truly beautiful. The kitchen was fully appointed and even had condiments in the cabinets. Keith...
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From
$3,371
Per Month
1 / 15
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Long Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
I’ve owned this house for over 25 years. It’s available for rental throughout the calendar year. I rent the house monthly, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It’s a very tranquil and peaceful neighborhood; everyone... View all property information
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5 of 5 stars Reviewed 4 December 2013
Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
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From
$899
Per Night
1 / 34
Payment Protection
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Dryer
  • DVD Player
  • Grill
  • Microwave
  • Canoe
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to "SANDY BEACH" in Key Largo, Fl. Enjoy amazing sunsets from your own private white sandy beach and swaying palm trees that leads you into the warm ocean blue waters of the Florida Bay. This gated 1 acre 3/3 pool home has been updated and beautifully decorated. It can sleep 8 to 10... View all property information
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5 of 5 stars Reviewed 10 June 2014
This place is truly amazing! The beach is clean and the good sand extends out into the water. The amenities are endless in the house. Kids loved the pool as it gave them a...
5 of 5 stars Reviewed 15 March 2014
My family of 7 including 2 babies just had a wonderful week at Sandy Beach. The house is perfect for a group with large quiet bedrooms. The outdoor kitchen and beautiful private...
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From
$5,169
Per Month
1 / 7
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Satellite TV
  • Telephone
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This gentle Governor's Retreat in the Key West Meadows is an immaculate luxury vacation rental cottage ideal for a quiet couple or single person with discerning taste. The property is the perfect Key West setting for rest, relaxation, and rejuvenation. It is ideal for the person of distinction who... View all property information
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From
$73
Per Night
1 / 23
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Big Pine Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Internet Access
  • Parking
  • Satellite TV
  • DVD Player
  • Microwave
  • Air Conditioning
  • Garden
  • Local Guides/Maps
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Want to visit the Florida Keys without the high price tag of Key West? Here is a great option for you. We have a tropical hidden guest house on our property in Big Pine Key to provide the perfect relaxing vacation that you need. *Please read below the disclaimer to understand you will be living... View all property information
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5 of 5 stars Reviewed 30 July 2014
This little place is in the perfect location for exploring the lower keys. Very close to Bahia Honda park, and only 25 miles from Key West. Lots of Key Deer in the area, they made...
4 of 5 stars Reviewed 27 June 2014
The guest house is a perfect fall out base to explore the keys area. The trailer is spotless and has everything you need, inc internet access! We only briefly met the owners...
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From
$380
Per Night
1 / 28
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Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • Balcony
  • Refrigerator
  • DVD Player
  • Washer
  • Dishwasher
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
.This Exquisitely Furnished Villa With A Breathtaking View of The Gulf of Mexico From the Rooftop Patio is A Dream Vacation Come True! This Beautiful Villa Comes With a Fully Equipped Kitchen. Quality Sheets, Bath Towels, and Bedding. To Get You Started We Include a Sampling of 'Ocean Mist' Bath... View all property information
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5 of 5 stars Reviewed 1 December 2013
Wonderful rooftop deck. Best stocked and equipped kitchen I've seen in a rental. Sherry was extremely helpful and accommodating.
5 of 5 stars Reviewed 21 September 2013
Called Sherry when we were approx. 15 minutes away from the unit and she & J met us at the the city boat launch to put our boat in approx. 2 minutes from the rental. J & I took...
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From
$191
Per Night
1 / 15
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Satellite TV
  • Ceiling Fans
  • DVD Player
  • Porch
  • Garden
  • Canoe
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Key Largo Home with 2 bedrooms large kitchen great for entertaining, access to ratepayers park with boat launch where you can dock your boat for 72hrs at a time. Great sunsets. Home features screened in porch with seating area, barbecue, internet, tv, 2 reclining sofa's, comfy pillowtop mattress's,... View all property information
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4 of 5 stars Reviewed 25 August 2014
This was our first time staying outside of the known major hotel chains or resorts for vacation thoroughly enjoyed this location. The home is adequately furnished and clean. Also...
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From
$112
Per Night
1 / 12
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Grill
  • Dryer
  • DVD Player
  • Parking
  • Deck
  • Refrigerator
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Newly remodeled 1,200 + square footage home in the Bayhaven Community. This house has a master bedroom very tastefully decorated as well as a second bedroom with full/twin bunk bed, and a queen sleeper sofa in the living room. Open layout allows you to cook, eat and relax while spending quality... View all property information
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5 of 5 stars Reviewed 26 February 2014
For our first visit to the Keys, we wanted a centrally located place to stay so we could drive north and south and see as much as possible during the week. This location was...
4 of 5 stars Reviewed 3 February 2014
Ci e' piaciuta molto la modalita' di gestione dei nostri rapporti con la propietaria di casa, che pur non essendo mai presente fisicamente ha saputo organizzare con attenzione...
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From
$225
Per Night
1 / 23
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Satellite TV
  • Ceiling Fans
  • Parking
  • Fireplace
  • Waterfront
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed in the living... View all property information
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From
$200
Per Night
1 / 32
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Pool
  • Hairdryer
  • Safe
  • Alarm Clock
  • TV
  • Stereo System
  • Iron
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork... View all property information
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5 of 5 stars Reviewed 12 February 2014
We stay at the Palm Isle on White Street every year, and love it! It's perfectly close to everything in Old Town Key West, as well as the beaches. You can walk most places, but...
4 of 5 stars Reviewed 2 January 2014
Plenty of space for 2 people. Clean and well maintained. Bed was a little soft for me. It is on White St. and while not a busy street by city standards, it is one of the main...
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From
$224
Per Night
1 / 14
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (12) Make Enquiry
Amenities & Details
  • Internet Access
  • Refrigerator
  • Toaster
  • Towels Provided
  • Washer
  • Satellite TV
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
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5 of 5 stars Reviewed 18 November 2014
We were in key west playing music at a friend's wedding around the corner at old town manor. The Bahama House is perfect! it is close to everything, there's a beautiful pool...
5 of 5 stars Reviewed 21 August 2014
What an amazing location! Just half a block from Faustos market and one block from the Trolley stop. Could not have planned that any better. One of our group members had walking...
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From
$191
Per Night
1 / 45
Payment Protection
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • DVD Player
  • Ceiling Fans
  • Garden
  • Satellite TV
  • Dryer
  • Microwave
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
It truly is One of the Best Private Beaches! Palm Trees, Tropical Plants, Sunshine will surround you in Paradise. Your White Sandy Beach is Private (not open to the public) with Lounge Chairs at the Beach and Pool. The property has a Tiki Hut at the waters edge where you can BBQ (the fish you... View all property information
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5 of 5 stars Reviewed 6 October 2014
Key Colony Beach is a beautiful place to vacation. The condo is recently renovated, large enough for an active family of four, and equipped with everything we needed for a great...
5 of 5 stars Reviewed 25 May 2014
To put it briefly: always again vacations in this condo and booking from this owner of the condo. His service was excellent, he sent 2 weeks before all information via email which...
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From
$101
Per Night
1 / 19
Payment Protection
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Internet Access
  • Ceiling Fans
  • Satellite TV
  • Refrigerator
  • VCR
  • Patio
  • Balcony
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat,... View all property information
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4 of 5 stars Reviewed 9 November 2014
Really liked the location and balcony on the front & back. The TV's were nice. The bed was very comfortable. The kitchen was suitable. It may need new carpeting soon. Over all...
5 of 5 stars Reviewed 28 October 2014
We stayed in this one bedroom unit, in a complex of about 6 buildings, overlooking a canal off the ocean side of marathon key, fl. We used the key west transit bus to travel to...
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From
$197
Per Night
1 / 5
Long Key
1 Bedroom, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Internet Access
  • En Suite Rooms (1)
  • Satellite TV
  • # Of Bathrooms
  • Number Of Bedrooms
  • Toaster
  • Hot Tub
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Enjoy staying in the heart of the Florida Keys at Fiesta Key RV Resort! Discover the lush greenery and tropical feel of our spacious 28 acre resort located on an island all our own. We are surrounded by incredible Gulf of Mexico ocean views, have an onsite marina, and plenty of areas where you can... View all property information
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From
$124
Per Night
1 / 12
Payment Protection
Key Largo
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This newly finished studio with queen bed, reclining sofa,40 inch tv w/comcast cable, wifi, large screened in porch with outdoor kitchen with toaster oven, coffee maker, 2 burner stovetop, barbecue, microwave. view over gardens, access to ratepayers park with boat launch where you can leave your... View all property information
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From
$253
Per Night
1 / 15
Payment Protection
Long Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Refrigerator
  • Deck
  • Washer
  • Satellite TV
  • Patio
  • Grill
  • Dishwasher
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO,... View all property information
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5 of 5 stars Reviewed 14 June 2014
Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of...
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From
$197
Per Night
1 / 23
Payment Protection
Tavernier
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Refrigerator
  • Microwave
  • Ceiling Fans
  • Parking
  • Deck
  • Garden
  • Stereo System
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Find a “Peace of mind” in this beautiful Tropical Paradise. This two bedroom home is conveniently located at Mile Marker 92 in Historical Tavernier, Florida. It is only 69 miles from Miami International Airport, and the residence will truly captivate your mind and help you relax! Want to... View all property information
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5 of 5 stars Reviewed 20 August 2014
10 dagen met veel plezier doorgebracht in de woning Peace in the Keys. Een woning in een grote tuin met mooie palmbomen waar je al snel een "thuisgevoel" krijgt. De woning is...
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From
$163
Per Night
1 / 14
Payment Protection
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Satellite TV
  • Patio
  • Microwave
  • Grill
  • Dishwasher
  • Washer
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Come enjoy all that the Florida Keys has to offer in this 'home away from home'. Great for a quick get-away or Mini-vacation! Located in the prestigious Hammer Point community, this water front home is a treasure! With its crystal clear waters and abundant sea life, your backyard offers nature... View all property information
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5 of 5 stars Reviewed 21 November 2014
Appreciated that the owner was prompt and timely with follow up, and gracious in every communication. The property was very comfortable and well met our needs. My adult daughter...
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From
$482
Per Night
1 / 20
Payment Protection
Tavernier
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Refrigerator
  • Patio
  • Ceiling Fans
  • Dishwasher
  • Deck
  • Dryer
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
ocean front paradise with 95 feet of ocean frontage. Exotic natural serene setting with easy ocean swimming and access. Customer responses equate it with a resort atmosphere and very unique dense fauna sheltering trees, flowers,and visits frequently by humming birds, tree frogs and the like.... View all property information
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From
$157
Per Night
1 / 7
Payment Protection
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Microwave
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Dryer
  • Dishwasher
  • Sauna
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
For rent...Beautiful 2 bedroom waterfront condo (quiet end unit) with unobstructed Bay views in Key Largo, Florida. Boat slip, heated swimming pool, tennis courts and spectacular sunsets included. Weekly/monthly rentals.Minimum rental time - one week. View all property information
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4 of 5 stars Reviewed 22 May 2014
My husband and I booked this condo through TripAdvisor, but we also had personal contact with the owner, Ms. Clarke. She was exceptionally easy to work with and went out of her...
5 of 5 stars Reviewed 10 April 2014
The condo and location were wonderful! The pool was perfect temperature at all times. We felt at home from the moment we entered the door. The view is even better than the...
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From
$140
Per Night
1 / 27
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Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Linens Provided
  • Refrigerator
  • Dryer
  • Parking
  • Internet Access
  • Garden
  • Patio
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds... View all property information
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5 of 5 stars Reviewed 12 June 2014
We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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From
$337
Per Night
1 / 15
Payment Protection
Key Largo
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Ceiling Fans
  • Refrigerator
  • Microwave
  • DVD Player
  • Satellite TV
  • Stereo System
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Relax in this beautiful five bedroom house with all your needs met to enjoy your vacation with the family. This home is a two story with privacy and plenty of room. Only one hour from Miami International Airport. Walking distance from restaurants, fishing charter, gaming, same block as dolphin plus... View all property information
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5 of 5 stars Reviewed 25 August 2014
Superbe maison, très bien équipée et décorée avec goût.Située près d'un joli canal.Nous avons passé un excellent séjour.Les propriétaires sont très chaleureux!A recommander ++++++
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From
$101
Per Night
1 / 22
Payment Protection
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Linens Provided
  • Deck
  • Internet Access
  • Cooker
  • Housekeeping...
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Clean one bedroom and one bathroom cottage. Full size kitchen ,dinning room, sleeping couch on family room. Cable and internet are included., great location walking distance to swim with the dolphins .and 2 mile to the world famous John penny Camp State National Park. close to restaurants and... View all property information
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5 of 5 stars Reviewed 3 August 2014
This is a great little cottage at a very reasonable price. Everything was as described. Just bring your clothes and that's all you need the house is fully stocked with everything...
5 of 5 stars Reviewed 10 May 2014
I wasn't sure what to expect for the price because sometimes pictures are decieving! I was pleasantly surprised. Very homie, clean and close to John PenneKamp park. Not to much...
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From
$1,405
Per Week
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Enquiry
Amenities & Details
  • TV
  • Dishwasher
  • Washer
  • Ceiling Fans
  • DVD Player
  • Hot Tub
  • Sauna
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful home away from home surrounded by the tropical beauty of the Florida Keys. With its exceptional location and gated security, this premium condominium is a haven of paradise. Enjoy this beautifully furnished, third floor, 2... View all property information
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Florida Keys Vacation Rentals

Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

Florida Keys attractions and activities

From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

Live like a local in a Florida Keys rental

A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

Florida Keys vacation rentals for families

From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

Saving money on Florida Keys vacation rentals

Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.