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Pet Friendly Vacation Rentals in Florida Keys, FL

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    1 / 22
    5 of 5 bubbles (5) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    4 of 5 bubbles (8) Very good
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 32
    5 of 5 bubbles (4) Excellent
    Tavernier
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 20
    5 of 5 bubbles (8) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    If Comfort, Fun, Fishing and Views Are on Your List, Stay Here! We have ground level or second floor units. We provide outside table and chairs, and just around the corner the barbecue grill is located to grill up those freshly caught Florida Keys' lobster or our wonderful assortment of Keys'... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 bubbles Reviewed 1 week ago
    This vacation place is the perfect get away for someone going to the Keys for the first time or 50th. Location is great! Just a short drive and you're in Key Largo or Key West...
    5 of 5 bubbles Reviewed 2 weeks ago
    We stayed for a week and were not disappointed! Our room was #4 on the second floor with a private balcony. Amazing sunsets every night. The room was clean and made us feel...
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    1 / 32
    4.5 of 5 bubbles (3) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Coral Hammock was built in 2004. Casa Paradiso is a spacious 3 bedroom, 3 bath home in a beautifully landscaped gated community. It features 2 king size beds and one queen.The kitchen is fully equipped with modern appliances, dishes and cooking utensils.There is an outdoor grill. There is a brand... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 7 March 2017
    The townhouse on Stock Island (Key West) met all of our needs. It was clean, roomy and convenient. Having 3 full baths was a real plus for 6 women. The pool was delightful...
    5 of 5 bubbles Reviewed 12 November 2016
    House was very clean and the owner was very helpful and responsive. I would definitely stay again and would highly recommend it to anyone going to key West !
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    1 / 21
    5 of 5 bubbles (1) Excellent
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to your dream vacation in a gorgeous 3 bedroom, 2 bathroom house, with bay views on one side and a canal view on the other (sleeps up to 6). Private dock and 200 yards to the Bay and another 100 yards to the Marvin D. Adams Waterway for ocean access. For the fishermen, there is a fish prep... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 2 weeks ago
    This beautiful house is really unique and made for a very enjoyable stay. The oversized balcony adjoining the huge Master Bedroom provides a gorgeous view of the Gulf of Mexico...
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    1 / 7
    5 of 5 bubbles (3) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Minimum rental is 30 days. Our 2/2 modern comfortable house has plenty of dock space (over 100 ft.) and is very close to our community boat ramp. Do you like back-country (shallow water and remote) or deep sea fishing, scuba diving or snorkeling, sailing, nature-watching, canoeing or just... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 26 August 2016
    My family and I stayed for a month. We had a great time would definitely rent again. Owner was very accommadting. The neighborhood was quiet and neighbors were very friendly.
    5 of 5 bubbles Reviewed 9 April 2014
    I rent a house in Key Largo every year, and this canal side paradise is the best I've ever had. The house is spacious, comfortable and clean. The location is convenient to the...
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    1 / 35
    5 of 5 bubbles (3) Excellent
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles 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 bubbles 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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    1 / 41
    5 of 5 bubbles (2) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 bubbles 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 bubbles 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 / 6
    4.5 of 5 bubbles (6) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • 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
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 10 February 2017
    My husband and I reserved a suite on the ground floor which was both convenient and lovely. The Inn was a quiet oasis minutes from Pennekamp state park and was just what we were...
    5 of 5 bubbles Reviewed 5 June 2015
    one of the nicest place&staff i have ever rented hope to go back soon and visit gilda & crew DANNY&SHIRLEY TRY IT YOU WILL LIKE IT DANNY
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    1 / 8
    5 of 5 bubbles (1) Excellent
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Tiki Beach is a 3 bedroom, 2 bath bungalow located on the Gulf side of the island of Big Pine Key. Over an acre and a half with 150 ft of open water frontage and a private pool, hot tub and lighted dock that allows for a boat with up to a 3 foot draft at average tide levels. Water supply on dock... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 20 January 2017
    This place was perfect for our family! Location and amenities were incredible, we will be back!!!!!!
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    1 / 10
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a two-story typical keys-style home, w/ two bedrooms & two baths. One bathroom is on the ground floor, serving the two bedrooms, & the other is near the living/dining area upstairs. A large sun deck located in front overlooks the marina across the street, & a short walk down the block is... View all property information
    Location Information
    Tavernier, Key Largo 33037
    1 / 20
    5 of 5 bubbles (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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 bubbles 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 / 27
    Long Key
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Enjoy a getaway in one of Islamorada's most prestigious neighborhoods when you rent this three-bedroom, three-bathroom home. Located at the end of a cul-de-sac within the Port Antigua neighborhood on Lower Matecumbe Key, the home quickly enchants arriving guests with its peach-colored exterior set... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 40
    4.5 of 5 bubbles (24) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Quaint cottage located on mile marker 100. Key Largo is known as the 'Dive Capital of the World.' John Pennekamp Coral Reef State Park has two beaches, and a replica of a shipwreck in the water which is great for snorkeling. We are located only a few blocks from the Marina where you can go fishing,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 11 December 2016
    We stayed 5 days/4 nights in early December. Two adults and a 40lb dog, plenty of room and the place had everything we could possibly need: tidy bathroom with full-size...
    3 of 5 bubbles Reviewed 9 November 2016
    Arrived to find doors locked and manager some 100 miles away. When talking to her she said that owner was out of the country and she didn't know I was arriving that day...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    OPEN WATER PRIVATE ESTATE 3 Bedroom 2 Bath, with a large Pool. Sleeps 4 to 6 $250 - $268 Per Night Minimum Stay 1 Nights Enjoy your piece of paradise and the warm tropical air of the Florida Keys in your own 2600 square foot, private open water estate in a quiet relaxing neighborhood.... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 20 November 2016
    We just returned from a fabulous vacation at this house. It was so relaxing, the views were awesome. We saw so many kinds of birds. It is absolutely a perfect place to enjoy...
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    1 / 26
    4.5 of 5 bubbles (42) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer. Located on the second floor of a lovely Victorian-styled complex, this 1 bedroom/1 bathroom condominium features a full kitchen, high ceilings and a... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 17 November 2016
    Not even a block off Duval near the Southernmost end of the island (i.e., the quiet end of Duval), this efficiency was a great find. Located in a renovated old house with...
    3 of 5 bubbles Reviewed 10 November 2016
    The location is great. Right next to duval street. But it's definitely too small even for 4 persons.... we were walking in each other. One fan wasn't working and in the kitchen...
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    1 / 10
    5 of 5 bubbles (1) Excellent
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Trailer 1 Bedrooms, 1 Baths, Sleeps 3 possibly 4 if small children. Newly renovated property. 33 foot RV with attached 30 foot A/C enclosure and Tikki. Only Full month rentals between Jan 1 to March 31. New Kitchen with Stainless steel appliances, 3 burner BBQ, 3 TV, free cable, WIFI available... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 bubbles Reviewed 9 November 2016
    My husband and I had a wonderful time. The rental was beautiful. A lot more room than I expected for the money. I would rent again!
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    1 / 21
    5 of 5 bubbles (25) Excellent
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! The bedroom is decorated in rich tropical colors. A writing desk and chair completes the bedroom. The upstairs bath features an iridescent... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 8 October 2014
    Pictures are awesome and still don't do this unit justice. It is fabulous. Located midway between Southernmost point and Mallory Square, half block off Duval. You can get...
    5 of 5 bubbles Reviewed 19 August 2014
    My husband and I had an awesome time in this villa. It's the perfect location, so close to all the hot spots. The Caribbean Suite was very cute and clean. The decor was fun and...
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    1 / 7
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    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
    5 of 5 bubbles Reviewed 2 weeks ago
    A beautiful place in a quiet neighborhood. Thorn is a wonderful host and the breakfast was delicious!
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    1 / 30
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This gorgeous two bedroom, one bathroom property is located in one of the most desirable areas of downtown Key West. With it's lavish walkways, on-site pool and private parking, you will be able to relax and enjoy being in the heart of it all. Take a stroll to Duval Street or to the beach; both... View all property information
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    Key West, Florida Keys 33040
    1 / 22
    4.5 of 5 bubbles (3) Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Relaxing Home in the Florida Keys. Come enjoy a view from all but 1 room in this 2 Bedroom 2 Bath home. New 12,000lb boat lift to keep your boat on up and out of the water. 2 Balconys to relax and enjoy the views. Plentiful parking for car, truck, Motorhome, boat trailer. This home is 2nd key in... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 17
    4 of 5 bubbles (1) Very good
    Key West
    2 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 29 January 2016
    I own at this hyatt timeshare. The units are spacious. Very clean and nice grounds. Only problem is away from downtown and car is needed. Hyatt working on new shuuttle service to...
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    1 / 15
    4.5 of 5 bubbles (80) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    This luxurious condo/hotel features a wonderful tropical interior design. It has 2 spacious bedrooms (one room with a king-size bed and a full bath and one queen-size bed with a full bath. The unit has a fully equipped kitchen that looks onto the living room with a queen-size sofa sleeper. The... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 2 weeks ago
    Thanks Steve & Sue for allowing us to stay at your place. It accommodated us very well. I especially appreciated the two very nice sleeping areas and the kitchen. Its always...
    5 of 5 bubbles Reviewed 16 March 2017
    Thanks Steve and Sue. You made our stay in the Keys so memorable. Your condo was so well stocked and wonderful. We came with 2 children under 3 and they had a blast in the pool...
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    1 / 24
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This adorable, well-lit 3 bedroom, 2 bath duplex is on a wide canal and features a balcony with a view, fishing table in a wonderful neighborhood suitable for walking and bike-riding. It is perfect for family reunions, weddings or vacation rentals of any kind. There is a nearby public beach,... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 23
    5 of 5 bubbles (1) Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Canal-front house, quiet and in the nicest of neighborhoods (Plantation Key Colony). Situated on the bayside on Mile Marker 90. All remodeled,white tiled floor, furnished in wicker/rattan and decorated with the ocean & beach ambiance in mind. Boat dockage in the back and easy access to few boat... View all property information
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    Islamorada, Florida Keys 33070
    1 / 17
    5 of 5 bubbles (2) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This delightful sunny, quiet apartment is located across the street from Smathers beach and just a ten minute drive to Old Town. The apartment is set in a large lush tropical garden with two Olympic size swimming tools, tennis court, shuffle board court and outdoor lounging and dining areas, It is... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 15 March 2016
    This apartment was the perfect place to experience Key West, it was sunny and quiet, right across the street from the beach and just minutes away to Old Town with it's great...
    5 of 5 bubbles Reviewed 11 March 2016
    This Key West getaway condo is a wonderful escape from the freezing temperatures of the northeast. I was here other years and noticed this time that there is a beautiful new...
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    1 / 21
    Tavernier
    1 Bedroom, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In the heart of it all, Plantation Key is the most convenient of all the Keys. We are near a supermarkets, a pharmacy, and a hospital. There are also plenty of restaurants and a movie theater. The neighborhood offers a boat ramp directly on the bay. Ocean access is a short ride through Snake or... View all property information
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    Tavernier, Key Largo 33070
    1 / 35
    Islamorada
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This is a very spacious and very well-maintained 4 bedroom, 3 bathroom home toward the mouth of the canal on a quiet street in Plantation Key (Tavernier). You and your group will enjoy stunning views from the main level, master suite, & rooftop sundeck. There is approximately 20ft concrete dockage.... View all property information
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    Islamorada, Florida Keys 33036
    1 / 27
    4.5 of 5 bubbles (32) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with Caribbean colors and wood floors. Key West Vacation Rentals... View all property information
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    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 19 May 2016
    We loved our stay at the Andros Suite. The unit was very comfortable. They even had daily service who came in and cleaned and provided fresh towels (which was unexpected). The...
    4 of 5 bubbles Reviewed 1 February 2016
    This is the second time my husband and I have stayed at one if the units in the Villas. The location is fantastic - walk to the action on Duval or the beach. And the property...
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    1 / 24
    4 of 5 bubbles (1) Very good
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Private, immaculately maintained 3 Bedroom 2 bath Waterfront Home. Enjoy the 14' x 20' Tiki Hut overlooking 2 canals, mature tropical landscaping, and nature. Enjoy a 42'' Flat Screen TV, Cable, DVD, Stereo/CD player, IPOD Docking, WIFI, and 2 ceiling fans. The ultimate family and couples vacation... View all property information
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    Key Largo, Florida Keys 33037
    4 of 5 bubbles Reviewed 2 October 2015
    This is a very comfortable home, especially for two couples. Small children could fit in the third bedroom but it's not comfortable for adults. The home has a large...
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    1 / 25
    4.5 of 5 bubbles (3) Very good
    Tavernier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    *** Owner is highly motivated to rent! Contact us for discounts *** Come and relax at our beautiful 3-bedroom home on mile marker 90 in the Florida Keys. Our home is located in Tavernier, the Sport Fishing Capital of the World. It is a private, gated home directly on the water with a small pier and... View all property information
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    Tavernier, Key Largo 33070
    5 of 5 bubbles Reviewed 10 May 2016
    Here is the bottom line..after about a week of our two month rental we had already rented this home for next year. The location is awesome and fishing off the dock was excellent...
    5 of 5 bubbles Reviewed 25 March 2015
    Great House! Big enough for extended family. I really enjoyed the dock and the view of the water. Clean and neat.
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    1 / 11
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful Ocean view, on a canal, three lots from open water in Venture Out Resort; a safe, gated community. Park your boat or kayak right outside your front door on the canal, or just relax and enjoy your mosaic picnic table and 4 patio chairs, and Weber charcoal BBQ. Only 7 steps up or down to... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 9
    4.5 of 5 bubbles (4) Very good
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    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
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    Islamorada, Florida Keys 33036
    3 of 5 bubbles Reviewed 18 December 2016
    Appealing features: Convenient location. The grounds were beautiful, with a little waterfall, trees, plants and interesting art around little sitting areas in the courtyard...
    5 of 5 bubbles 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...
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    1 / 32
    4.5 of 5 bubbles (39) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Downstairs is a... View all property information
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    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 4 March 2015
    I cannot say enough great things about this place. There are 6 duplexes totaling 12 2 story cottages. In the center of all the cottages is a communal area considering of a...
    3 of 5 bubbles Reviewed 28 February 2015
    The pictures of the Bermuda Suite are better than the reality, but it is not bad. It is in a gated courtyard complex and the location is ideal. We were able to walk everywhere...
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    1 / 36
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Located in Key Largo at mile marker 95, oceanside, this pool home will really seal the deal. This home has been remodeled, and offering stunning Atlantic views, the home is ideal for a family seeking a combination of camaraderie and privacy. Divided into separate units on its two floors, each with... View all property information
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    Key Largo, Florida Keys 33036
    1 / 10
    3.5 of 5 bubbles (2) Average
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Keysey home with direct access to the bay or ocean from the dock. Centrally located to stores, restaurants and all that Key Largo has to offer. We are located 2 miles from Pennekamp Park and 4 miles from the Jacobs Aquatic Center. Enjoy the Manatees swimming at the dock or fish and snorkel at the... View all property information
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    Key Largo, Florida Keys 33037
    4 of 5 bubbles Reviewed 3 January 2015
    Wonderful location for paddle boarding. Saw manatees every day. Not to far from shopping, restaurants and local businesses for boat rentals or snorkeling. The house has clean and...
    3 of 5 bubbles Reviewed 30 December 2014
    We rented this property for a family Christmas vacation. We had a great time. Pros: Lots of screened in outdoor space including a dining set. Plenty of parking Dock and...
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    1 / 54
    Cudjoe Key
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Waterfront 120' Dock - Extensive Tropical Gardens Abound - Privacy - New Stainless Steel Appliances - 3 Bedrooms - Home Newly Remodeled and Redecorated - 300 sq' Elevated Deck - Pets Welcome w/ Fenced Backyard - New Bathroom Featuring Large 3 Head Shower - New King Size Sleep Number Bed - Fully... View all property information
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    Cudjoe Key, Florida Keys 33042
    1 / 30
    5 of 5 bubbles (7) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
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    Marathon, Florida Keys 33050
    5 of 5 bubbles Reviewed 27 July 2016
    I stayed in this condo for a week with my 3 children (ages 12, 19, and 20) and a friend and her child (age 20). The condo was located near all that we wanted to explore in...
    5 of 5 bubbles Reviewed 23 November 2014
    Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
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    1 / 16
    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This is a three story beautiful private beachfront home located in the heart of Keylargo. Near the best restaurants and fisheries where the food and entertainment is exceptional. This home has a private beach where you have full access to the Atlantic Ocean and a crystal clear private beach... View all property information
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    Key Largo, Florida Keys 33037
    1 / 28
    4.5 of 5 bubbles (23) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit with Mexican Tile downstairs... View all property information
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    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 7 April 2015
    Very well decorated an equipped with everything needed. Nice open area, the pictures do not do it justice. Larger living area and dining than the photos show. Two nice balconies...
    5 of 5 bubbles Reviewed 6 August 2014
    Excellently furnished, Immaculately clean. Completely up to date appliances and amenities. (Washer & dryer just off the kitchen!) Tip-Bring your own laundry detergent Traveled...
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    1 / 25
    4.5 of 5 bubbles (29) Very good
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The Truman Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
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    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 14 May 2016
    Beautiful room, stocked kitchen, comfortable bed, private front porch. Loved everything about it! We only stayed one night but we could have stayed a month!
    5 of 5 bubbles Reviewed 13 July 2015
    Can't say enough about this place. Will never stay at another location in Key West. Staff was kind and helpful. Felt like this place was my own home, very cozy. Highly recommend.
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    1 / 24
    4.5 of 5 bubbles (16) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St. The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features a King pillow top bed upstairs, another... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 28 June 2016
    This house had a wonderful location. It was very easy to walk to Duval Street and the Southernmost Point. The beds were comfortable, but the house inside and out needs updating...
    5 of 5 bubbles Reviewed 1 July 2014
    Our first visit to the Keys celebrating our 28th anniversary with our adult children, (3 couples) this historic cottage slept all 6 of us very comfortably; in fact, the most...
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    1 / 25
    4.5 of 5 bubbles (21) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Short walk to Fort Zachary State Park and South Beach! This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private,... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 29 October 2015
    The location is perfect, almost in the middle of it all. Downstairs are nice restaurants. If you don’t want to cook, go to NY Pasta Garden down stairs. They serve a fantastic...
    5 of 5 bubbles Reviewed 13 September 2015
    The check in process for KWVR was fast and easy. The office staff is very friendly and helpful. We found Casa Bonita spacious for the four of us and our dog. The kitchen is well...
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    1 / 15
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Rosie is at anchor in harbor just off the bustling downtown life of Key West. She has a very comfortable queen size V berth bed, a cozy saloon (living room) great for curling up, amazing sunset views, and in a very friendly neighborhood of boats! Rosie is a 33ft Pearson Sloop anchored only a... View all property information
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    Key West, Florida Keys 33040
    1 / 25
    4.5 of 5 bubbles (14) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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 sandwiches and homemade ice-cream at the... View all property information
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    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 4 May 2016
    This quaint villa was perfect for our party of 2 (might be a bit crowded for 4 adults, but for 2 kids it should be just fine!) The 1/1 was well appointed with everything we needed...
    5 of 5 bubbles Reviewed 21 September 2015
    We loved our stay here. It was decorated nicely, clean, and quiet. Housekeeping came in daily and did a good job. I liked the setup of the condo a lot; a nice, spacious...
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    1 / 26
    4 of 5 bubbles (25) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 9 September 2015
    I just returned from a long weekend in beautiful Key West and the Verde Suite was a perfect choice. It was clean, comfortable and just far enough away from the hustle of the town...
    4 of 5 bubbles Reviewed 30 June 2015
    We really enjoyed our few days here and thank goodness for the refreshing pool because it was HOT HOT HOT! We enjoyed meeting a couple of other folks in the quaint cluster of...
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    1 / 33
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2017 Historic Preservation Award Winner! This licensed vacation home was recently featured on Key West's historic home tour and is available to rent monthly. We recently completed a massive 6-month remodel, making this one of the more spectacular vacation homes you'll find for rent in Old Town. In... View all property information
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    Key West, Florida Keys 33040
    1 / 30
    4 of 5 bubbles (1) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with waterfall feature(shared... View all property information
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    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 7 March 2017
    Clean, quaint, and comfortable. The office help was great, and cleaning service was good. This is close to all of the action while maintaining a peaceful night's sleep.
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    4.5 of 5 bubbles (22) Very good
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a living... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 4 February 2017
    We stayed at this cottage for a couple nights. It was cozy and well kept. The kitchen had everything you'd need to cook an average meal. The cottage definitely could have used a...
    5 of 5 bubbles Reviewed 8 December 2014
    The home was clean, centrally located. Also, safe. will be coming back and using you guys again on our next trip to key west!
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