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Condos in Florida Keys, FL

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    1 / 17
    5 of 5 stars (13) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (22) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 22
    4.5 of 5 stars (13) Very good
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 14
    5 of 5 stars (19) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 22 August 2015
    Traveled to Key West with my sister and my Mom to celebrate Moms 85th birthday. The house was so close to everything we wanted to do and see. The grocer nearby was great, the...
    4 of 5 stars Reviewed 2 May 2015
    We stayed for three nights in April. Checked in Saturday, and as we were unloading our car owner came by to say hi and ask if we had any questions. She answered the few...
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    1 / 17
    5 of 5 stars (9) Excellent
    Big Pine Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
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    • x
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    • x
    About this property
    REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed 5 August 2015
    This is a great place to enjoy the lower keys. Extremely clean and well appointed. We stay there as often as we can. I can't wait to go back.
    5 of 5 stars Reviewed 18 February 2015
    The first thing that stood out was how clean this place is. Everything is spotless and well organized. A binder was provided with menus, helpful hints about the community and...
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    1 / 13
    5 of 5 stars (4) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Porch
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Located in the heart of Duval St, this unique property offers a central location to the Key West landmarks and sights. Enjoy all Key West has to offer from a historic building with a private balcony overlooking Duval St. This property features a 1 bedroom with a king size bed, full bath and... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 weeks ago
    Great Location, Great Space, Great amenities, Great balcony, and Great Owner...bed was comfy & bathroom had everything we needed...Thanks again!!
    5 of 5 stars Reviewed 11 July 2016
    Tom from Duval Balcony was wonderful. He communicated with me to confirm my visit and then to make arrangements to meet when it was time to check in. When we arrived he...
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    1 / 19
    Big Pine Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Patio
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    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the heart of the national key deer preserve this bright chalet style home with many windows, with very comfortable memory foam mattresses in all the beds, master room has a queen size bed with a 40' flat screen TV, and the guest room is equipped with a very sturdy wood bunk bed with a... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    1 / 14
    4.5 of 5 stars (26) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Parking
    • Washer
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 4 weeks ago
    Loved the Bahama House Close to Duval Street Clean and beautiful Pool was great Had problem with smoke detector beeping because battery was low Called and it was fixed...
    5 of 5 stars Reviewed 11 July 2016
    This is actually the second time we have stayed at the Bahama house. We stayed in different suites each time but both were clean and well stocked for us. We really enjoyed having...
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    1 / 20
    5 of 5 stars (15) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming and secluded CBS construction seaside cottage with all of the comforts. Two bedrooms each with queen size bed and private bath. Also a third bathroom in the main area for your convenience. Fully equipped kitchen/dining room with a bar cabinet and a washer/dryer closet. For your outdoor... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 6 days ago
    Casa Cay is a stunning bungalow 50 yards from Florida Bay directly next to a small channel leading to the Bay. We had a splendidly lazy week of relaxation following a very busy...
    5 of 5 stars Reviewed 3 weeks ago
    My wife and I stayed at this house during the mini season week. The house is very clean and has everything we needed to live in as a home away from home. We brought our jet skis...
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    1 / 13
    5 of 5 stars (9) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed 20 December 2015
    My wife and I were looking for a place on the water that was quiet, comfortable and inexpensive. Captain Ron provided all of that and more. The house is the perfect getaway and...
    5 of 5 stars Reviewed 10 February 2014
    Booked this house for a week in early December of 2013. Captain Ron met us for checkin and went over the property with us. Everything was in great condition; very clean, and in...
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful / tropical decorated one bedroom, one bath water front condo in Summer Sea Condominiums located at Mile Marker 88.5 Bayside Islamorada, FL. Bayside means amazing open water views & world famous Florida Keys sunsets from your own private balcony overlooking the Florida Bay. You can also... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 5 May 2016
    This condo was to die for. The decor was fabulous and the location was perfect and close to many restaurants. The sunset from the balcony was breathtaking. The owner was a...
    5 of 5 stars Reviewed 6 April 2016
    Very nice, quiet, low key place to stay. Great location, in walking distance of many restaurants. Would love to stay again in the near future!
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    1 / 22
    4.5 of 5 stars (2) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 5 July 2015
    My Husband, I and my sister spent 6 days in Key West. This was a home like condo to stay in. It had a kitchen,dining room and living room on the main level with a bathroom(all one...
    4 of 5 stars Reviewed 8 April 2014
    Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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    1 / 20
    5 of 5 stars (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Patio
    • Washer
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Amazing canal front 3 bed 2 bath open concept house located in prestigious community of Summerland Key Cove. It is the first canal from open water and one of just a few flow-through canals providing excellent water quality. The canal is deep and wide. Expect to see lobsters, crabs and other sea... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed 26 March 2016
    Whatever I'd hoped for, this vacation home has without question, surpassed any and all expectations! Excellent location; in a quiet and beautiful strip. Loved relaxing on the...
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    1 / 26
    5 of 5 stars (37) Excellent
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Oceanfront Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One... View all property information
    Location Information
    Marathon, Florida Keys 33050
    4 of 5 stars Reviewed 19 June 2016
    Bill the owner of the Property was excellent to deal with and answered all questions promptly regarding the property and surrounding areas . The Property was exactly as as...
    5 of 5 stars Reviewed 22 October 2015
    Ok this is a small trailer, in a trailer park but don't let that put you off. The trailer is remodeled and is just like the pictures. It's very clean and cozy. The neighborhood is...
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    1 / 21
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Sauna
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. For a couple with 2 kids or two couples. The two new extra long twin beds in 2nd bedroom convert to a comfy King Bed! This direct oceanfront, well-cared for 5th floor corner unit is right on the ocean in Islamorada at... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 10 July 2016
    Beautiful ocean views! Nicely decorated and well-cared for condo. We hope to return next year. We had everything we needed and felt like we were at home, a lovely relaxing home.
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    1 / 10
    5 of 5 stars (8) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Waterfront
    • Internet Access
    • Grill
    • Satellite TV
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed 11 July 2016
    We rented this house from Captain Ron and had a great time. We brought a boat and were able to dock it in the canal with no problems. The house was outfitted with everything we...
    5 of 5 stars Reviewed 31 May 2015
    My husband and I came to Big Pine Key for a second honeymoon. We immediately fell in love with the house and the atmosphere. Very clean and cozy! We had a fantastic time and...
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    1 / 55
    5 of 5 stars (5) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Waterfront
    • Satellite TV
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    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Its all about being newly renovated, on the top floor of the best building with the largest end unit with the most windows - twelve. You will have the most magnificent unobstructed ocean views from the living room, kitchen, master & guest bedrooms and balcony. This unit sleeps four adults, (the... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed yesterday
    Beautiful property, very clean, and has a gorgeous view of the ocean.....from ALL ROOMS!!! Our stay was for a little over a week. The unit was ready to go with everything we...
    5 of 5 stars Reviewed yesterday
    Just returned from a week in Key Largo and this rental condo was a perfect home base. Clean, comfortable and well appointed, this 2 bedroom/2 bath unit gave us all the space we...
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    1 / 24
    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
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    • Waterfront
    • Shared Outdoor Pool...
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    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Our home is third from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 41
    5 of 5 stars (2) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Ocean Views
    • Sauna
    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional location and gated security, this premium... View all property information
    Location Information
    Islamorada, Florida Keys FL 33036
    5 of 5 stars Reviewed 2 February 2016
    We loved our stay at Ocean Harbour Apartments. After viewing photos on your website, we chose this based on the beautiful grounds and lovely accomodations. We could not have...
    5 of 5 stars Reviewed 5 January 2015
    This spacious condo is beautifully furnished and equipped. The gated community is very quiet and has a heated salt water pool. There is a nice spot to see the moon and sunrise...
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    1 / 22
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. Very Clean 2 bedrooms, 2 bath home with over sized master bdrm & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa. Home is bright & airy. Wide, open covered deck with wrap around walkway.... View all property information
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    Big Pine Key, Florida Keys 33043
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    1 / 30
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    You are downtown with a pool at Flip Flop Retreat- just 2 blocks from Duval Street in a quiet poolside condo in Truman Annex. We have 33 all 5 Star Reviews on a competing website- our guests are very pleased with their vacations. You are in Old Town for convenient entertainment, shopping,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 4 January 2016
    My wife and I along with our son and daughter have been travelling to Key West for several years now and the past few we have stayed at the Flip Flop. As of now I can not think...
    5 of 5 stars Reviewed 15 December 2015
    My husband and I stayed here from 12/5-12/2015. Flip Flop was immaculate, perfectly located in Old Town Key West and well furnished. The owner took all of the steps to make...
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    1 / 17
    4 of 5 stars (7) Very good
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Top floor suite! Beautifully furnished condo overlooking the aqua-blue waters of the Gulf of Mexico! This 1,700 sq. ft. , custom decorated condominium offers a unique water vista from the living areas. The split floor plan provides privacy as the bedrooms are on each side of the living/dining area.... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 26 October 2014
    Lovely, clean and well furnished condo with great view onto the Gulf. Condo was large with ample room for all six of us with screened verandah ideal for relaxing and watching...
    5 of 5 stars Reviewed 18 July 2014
    Really enjoyed our stay. Two adults and four teenagers. We had more than enough space. Also grocery stores close by and only an hour drive from the keys. Also a great snorkel...
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    1 / 6
    Marathon Shores
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    The vacation villas at this bayside resort are perfectly situated to give you views of nature and wildlife you might never have seen before. Survey the lagoon to find parrotfish, tarpon and lobster. Admire the beauty of egrets, herons and pelicans among the mangroves. You might even see an... View all property information
    Location Information
    Marathon Shores, Marathon 33050
    1 / 9
    5 of 5 stars (3) Excellent
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 26 May 2016
    I recommend this B&B to anyone who just wants a beautiful property to relax and enjoy the company of your significant other. The staff is very attentive and accommodating and the...
    5 of 5 stars Reviewed 9 September 2015
    Enjoyed my 2 night stay. Bombay room was quiet, uniquely furnished, clean, and well-air conditioned. Refreshing pool and nice seating areas with plantings, water features, and...
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    1 / 9
    5 of 5 stars (1) Excellent
    Marathon
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Comfortable studio condo with full kitchen and a full size pull-out couch for extra guests. This condo has full resort amenities from a marina with boat dockage, heated pool, tennis & basketball courts, bicycles, canoes, kayaks, paddle boats, tiki huts with picnic tables and charcoal grill, along... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 3 weeks ago
    We loved it here. Perfect accommodations for three and in the heart of Marathon. Has everything u need to enjoy a wonderful vacation.
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    1 / 15
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. This is one of a kind unit that is the best in the property with ocean and pool view and largest balcony on the third floor. One- king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    4 of 5 stars (10) Very good
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Marathon, Florida Keys 33050
    4 of 5 stars Reviewed 7 October 2015
    My husband and I rented the condo for one week and enjoyed our stay. We'll rent again when in the Keys. PROS: Owner is friendly, responsive, and the rental process was simple...
    3 of 5 stars Reviewed 29 July 2015
    I've been going to Sombrero Resort for many years now and am sad to see what has been happening to it. While at one time it was a resort, it has now become resort/condo. Many...
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    1 / 20
    5 of 5 stars (6) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Stay at our Marathon Key Vacation Rental House in the heart of the Florida Keys. Vacationers find great tarpon, dolphin, sailfish, and snapper fishing, coral reefs and wrecks for scuba diving. Marathon is situated at the mid-point of the Florida Keys island chain, which is why locals have declared... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 2 weeks ago
    The house was spacious and comfortable. Beaches, restaurants, grocery stores, etc. were all a short drive from the house and easy to get to. The rental is a good value for the...
    5 of 5 stars Reviewed 15 July 2016
    We mostly fished. This house had an amazing ocean access. Quiet area. Tarpon rolling in canal. Bait just outside canal. Close to anything in town you need. Will be staying here...
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    1 / 18
    Big Pine Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Enjoy this tranquil waterfront house located on a canal in Big Pine Key with easy access to the Flats, Gulf side, Ocean side or an easy boat ride to popular Picnic Island for Sunday Fundays. Launch the Kayaks from the easy step down dock and explore the many canals while fishing or taking in the... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 27
    Key Largo
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    5BR ONLY IN 2017 - $699/night w/ 4 night min - $4,250/week (2017 Non-Holiday Prices) - Request Holiday Pricing for 2017 ** Please note that the advertised nightly rate is for the 3BR upper unit of the home that can accommodate 7 guests at maximum. Guests have the exclusive option to add the 2BR... View all property information
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    Key Largo, Florida Keys 33037
    1 / 16
    4 of 5 stars (1) Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    Ocean Pointe Suite is located directly on the Atlantic Ocean. This unit is renovated and is located in building 1. Featuring beautiful views from the living room, kitchen and porch. This unit offers 1 King bed in master bedroom, 1 Queen bed in guest bedroom, a pull out queen sofa, 400 thread count... View all property information
    Location Information
    Tavernier, Key Largo 33070
    4 of 5 stars Reviewed 3 July 2016
    Ocean Pointe was exactly what we needed for our 5 day getaway with friends. The staff was very friendly and the condo was clean and has a kitchen equipped for cooking. The beds...
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    1 / 69
    4.5 of 5 stars (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • 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
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 30 December 2015
    I would recommend this bungalo to anyone. We just loved it here. It was worth coming down here for this place!
    5 of 5 stars Reviewed 27 April 2015
    This cottage house is excellent and Maria is outstanding! Loved staying here. Very reasonably priced! I was lucky to find this gem on a last minute whim to go to the Keys for a...
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    1 / 18
    4.5 of 5 stars (14) Very good
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen... View all property information
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    Marathon, Florida Keys 33050
    4 of 5 stars Reviewed 4 weeks ago
    Convenient location, could sit on patio looking at the water for hours so pretty there. Resort people all so nice, neighbors in similar condos very nice to (some live there, some...
    4 of 5 stars Reviewed 13 April 2015
    This place is great. It's located in Marathon area of the keys and is a short drive to about anything you need. There are a couple of beaches nearby that are great to spend the...
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    1 / 18
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps from the white sandy beach. Make sure you head out to the pier each evening at sunset to see picture postcard views. <BR><BR>This condo is fully equipped with two large bedrooms... View all property information
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    Key Colony Beach, Florida Keys 33051
    1 / 32
    5 of 5 stars (3) Excellent
    Key Largo
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Very spacious Houseboat. One bedroom with queen size bed. Very comfortable queen size pull out sleeper sofa, and extendable single sleeper Large closet and lots of storage space. Full bathroom, shower and bath towels, hand towels and washcloths. A fully equipped galley with all the comforts of... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 3 weeks ago
    This is a great little houseboat, clean and comfortable. The owner is kind and responsive. I would highly recommend. There is a little bar and grill at the marina, it closes at 11...
    5 of 5 stars Reviewed 9 May 2016
    We couldn't stay longer but we wanted to. As you step inside you say to yourself, "Yes! This is do-able! I wanna LIVE here!" The boat is much roomier than you would imagine...
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    1 / 23
    4.5 of 5 stars (2) Very good
    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Our charming efficiencies are located 50 yards from the Atlantic Ocean. All units are fully furnished with well-equipped kitchens, linens, and baths. Each efficiency has a small outdoor space sharing a front yard with tropical foliage, individual gas-BBQ grills, picnic tables, and umbrella's for... View all property information
    Location Information
    Grassy Key, Marathon 33050
    5 of 5 stars Reviewed 14 April 2016
    We really enjoyed staying in this cozy apartment.The kitchen had everything we needed for cooking, the bed was comfortable, and the outside area was lovely. Hans responded...
    4 of 5 stars Reviewed 30 April 2014
    Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.
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    1 / 27
    5 of 5 stars (1) Excellent
    Marathon Shores
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This sweet manufactured home is located in a small, very quiet mobile home community in the heart of the Florida Keys~ Marathon. One bedroom with brand new Queen bed, armoire, and dresser with 40" flat screen t.v. mounted on the wall.....bath with tub/shower combination. Fully equipped... View all property information
    Location Information
    Marathon Shores, Marathon 33050
    5 of 5 stars Reviewed 23 May 2016
    We were very excited to open the door to our rental and find a great place to stay. The area is beautiful. We did not want for anything. The special touches were appreciated...
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    1 / 22
    5 of 5 stars (1) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This house has everything! You can rent 1/2 or the whole house. The top unit has 2bd/ 2bths. Lower spacious unit has 1bd/1bth. Enjoy dinner on breezy upper or lower outdoor patios. This house is more convenient and offers much more than your ordinary 3/3. Each unit is very spacious, sleeps up to... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 28 January 2016
    We had a great time at Paradise In Marathon. First, the place was extremely easy to book compared to every other property we checked in the area (and we checked a lot), and the...
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    1 / 20
    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious 2 bedroom, 2 1/2 bath, 1400 square foot condo located on the Vaca Cut Beautiful open quiet waterfront location directly on the Gulf of Mexico at MM 53. This spacious 1400 sq. ft. unit includes 2 Bedrooms, 2 Full Baths, 1 Half Bath. New 42" flat screen T.V. in living room. King size bed in... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 3 days ago
    Best the Florida Keys has to offer. Wonderful and spacious 2 bedroom condo with plenty of room for 6. TV each bedroom and WIFI. 2 1/2 Bath made easier for everyone to get ready...
    5 of 5 stars Reviewed 2 weeks ago
    The condo was fantastic, very clean and with all the amenities you needed, it felt really spacious and had a good layout. The wifi worked perfectly, which was important for our...
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    1 / 6
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Our 'House Boats' are a boat lovers dream with all the comforts of home, including full bathroom (head) with stand up full size shower, full kitchen (galley) with all amenities, living area with sofa, dining table and TV. It has a generous outdoor patio with seating for two along with a complete... View all property information
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    Tavernier, Key Largo 33070
    1 / 23
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Balcony
    • Satellite TV
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    • Terrace
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Huge screened in terrace. Spacious and extremely clean.. Peaceful and away from the highway. Sleeps 4-6 people. Enjoy the tennis courts, large pool on the ocean, beach-side BBQ grills. Relax, dine and drink under one of the tiki huts or visit one of the many water-front restaurants and bars nearby.... View all property information
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    Islamorada, Florida Keys 33070
    1 / 18
    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy your getaway in Casa Solis, on the docks awaiting a gorgeous sunrise or a cool breeze at sunset on the deck. This brand new home provides the views and relaxing setting you are looking for! The two bedrooms and en-suite bathrooms are designed to perfection. Each room comes with its own LED... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 5 December 2015
    This rental was excellent. It appeared to be brand new. Everythig was very clean and well appointed. This Is actually part of a duplex but we were fortunate to have great...
    5 of 5 stars Reviewed 6 April 2015
    Just stay there. It's one of the nicest condos available to rent! The place looks like it is brand new. It has a large double car carport under the raised condo to keep cars...
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    1 / 7
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Outdoor Dining Area
    • Air Conditioning
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    • Secure Parking
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A small stand alone room in the corner of the garden. Features a/c, coffee maker, free WiFi, grill on premises, heat, microwave, refrigerator, shared bathroom with one other couple, TV and includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO FISHING, DIVING,... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 16
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This house is in a very quiet section of a quiet island . It is surrounded by palm trees. There is a large screened deck which catches the breeze. At the end of the canal (approximately a block ) you will be in a large open area between Big Pine and Little Torch ; from there you can easily travel... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 25
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Venture Out Unit 411 is a waterfront unit with 35' of dock space and Wi-Fi internet access that will provide you with all of the comforts of home. Rather than be cramped into a simplistic motel room, you'll have all of the benefits of having a kitchen, dining room, living room, two bedrooms, two... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 13
    Marathon
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo has full resort amenities: Marina with boat dockage, heated pool, tennis & basketball courts, bicycles, canoes, kayaks, paddle boats, tiki huts with picnic tables & charcoal grills, security and wifi. Waterfront to the beautiful Gulf of Mexico, parking for boat trailers, with plenty of... View all property information
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    Marathon, Florida Keys 33050
    1 / 15
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 March 2016
    First time renting from Trip Advisor. The entire process went very smooth & would definitely recommend it. Stayed at this location for a week with spouse and another couple...
    5 of 5 stars Reviewed 18 March 2015
    Wonderful location. Delightful owners. Relaxed and comfortable. Pool area great...sun if you want it and shade if you need it. Would definitely recommend to friends and will stay...
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    1 / 6
    3 of 5 stars (1) Average
    Big Pine Key
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cabana in beautiful Sunshine Key Resort, Golf Cart,great fishing, breezes, and relaxation. 1 bedrooms, 1 bath, kitchen and living room. Outdoor tiki. enjoy the island living of the Florida Keys. Great resort amenities.Marina available in resort, park your boat, jet sky, and enjoy your vacation... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    3 of 5 stars Reviewed 1 week ago
    Good RV park with marina. No live bait @ bait shop in marina but had ice, chum and gas. Cabana was clean with fresh sheets and towels. Shower faucet very difficult to work...
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    1 / 11
    5 of 5 stars (4) Excellent
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    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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    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 4 weeks ago
    The Florida Keys is a big place, with literally thousands of places to stay between Key Largo and Key West. Nestled almost exactly in the middle, on a quaint little key called...
    5 of 5 stars Reviewed 31 December 2015
    A somewhat eclectic cottage flair with a nice solid sandy beach right outside the door. This place is a lovely place to lay out on the beach or find solace on the cottage front...
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4/3 villa in Marathon, FL that has what you are looking for. It's a Brand New unit that has was professionally decorated.The spacious layout is more than 1,700 square feet and can house a large family. It has a fully equipped luxury kitchen with stainless steel appliances, granite in the kitchen... View all property information
    Location Information
    Marathon Shores, Marathon 33050
    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.