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Pet Friendly Holiday Rentals in Florida Keys, FL

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    1 / 22
    4.5 of 5 stars (25) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    4 of 5 stars (1) Very good
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 7
    4 of 5 stars (1) Very good
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    About this property
    ower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - rent one or all... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 23
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
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    • x
    About this property
    LOW FALL RATES $1350.00 PER WEEK including taxes and cleaning. $75 pet fee per pet. Our HIGH SEASON starts 12/1/2015 and runs through Labor Day. The High Season rate is $1900.00/ week. A FULLY REFUNDABLE $500.00 security deposit is required to confirm a reservation. It is a well kept secret... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    4 of 5 stars Reviewed 29 March 2014
    What a wonderful house to enjoy a restful vacation in paradise. We had a great stay in Conch Key. I loved the multiple patios so that you could always be in the sun or shade. Well...
    5 of 5 stars Reviewed 17 March 2014
    We loved our stay in this house. It was perfectly clean and well equipped, including a blender, beach towels, all the cooking Equipment we needed and a dishwasher. We did not...
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    1 / 26
    4.5 of 5 stars (8) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 31 December 2013
    What could be better in Key West than your own pool, adorable kitchen and updated baths, and a great location, a few blocks from Duval. Kw Vacation Rentals couldn't have been...
    5 of 5 stars Reviewed 23 December 2013
    The house is my perfect idea of what a Key West Conce Cottage should be. With Dade County pine walls, heated pool, all modern conveniences and perfect location for quite and easy...
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    1 / 9
    1 of 5 stars (1) Terrible
    Long Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Sauna
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    • x
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    About this property
    All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably outfitted with bed... View all property information
    Location Information
    Long Key, Florida Keys 33001
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    House has access to all water recreational activities , and yet secluded enough to feel you are all alone in Paradise , you can have your boat dockside (50'dock) gas and full service marinas less than 3 minutes away by water, dockside gas service available. The Florida Keys can be considered the... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    1 / 27
    Islamorada
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 28
    4.5 of 5 stars (48) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    About this property
    One block from Center St, Hemingway's View is a 3 bedroom, 2 bath charming turn-of-the-century Conch cottage. Each of the 3 bedrooms are air-conditioned. Both bathrooms have marble floors, large closets, hairdryers, and tubs with showers. The rear bath has a marble topped vanity with double sinks... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 1 week ago
    My 8 friends and I stayed here this last week and had a great time. It's directly off duval and has three king beds with a pullout couch. The beds were very comfortable while the...
    3 of 5 stars Reviewed 2 December 2015
    Right in the heart of Duval and nicely tucked away from the street. Rental was very clean and orderly however it did have a strong musty smell so we purchased multiple air...
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    1 / 30
    4.5 of 5 stars (4) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Parking
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    • ?
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    • x
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors,... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 10 April 2014
    Location of Tobago house is excellent if you like to be close to restaurants, beach, and all that key west has to offer. Leave your car at home as parking is difficult. The house...
    4 of 5 stars Reviewed 12 March 2014
    We were at Tobago House for the month of February 2014. It is absolutely wonderful !! I will say that I would have preferred if everything had been tested out before we got...
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    1 / 26
    4.5 of 5 stars (23) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
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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
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 8 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 stars Reviewed 7 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
    1 of 5 stars (1) Terrible
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    • ?
    About this property
    MONTHLY RENTALS ONLY!!! Spacious and lovely canal home w/ above ground pool and dockage for your boat. 3/2 upstairs and spacious addorable 1/1 bath bottom floor. Completely and tastefully funrished and large screened in terrace overlooking water. Perfectly located ..quiet yet walk to swimming... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 29
    4 of 5 stars (9) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
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    • Shared Outdoor Pool...
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    • x
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    About this property
    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location. Enjoy nearby... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 16 May 2015
    I stayed here with four of my friends and the location was wonderful close to restaurants close to clubs and only a half a block off of Duval. this is a wonderful place and I...
    5 of 5 stars Reviewed 4 July 2009
    My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
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    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Beach Boys on one of their many trips to Key West (they are Mojito buds with Jimmy Buffett) stayed at our vacation rental called Havana Hideaway, where they wrote the song Kokomo - according to a very reliable source at the Pink Cab Company. This vacation rental is a modern two-story, built in... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool...
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 38
    5 of 5 stars (26) Excellent
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Grill
    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Private heated pool vacation home located on deep canal with immediate access to ocean and bay. Mile Marker 86 in prestigious Venetian Shores. Pet friendly Vacation Rental License. No VR-001 106 San Remo Drive, Islamorada, Florida, 33036 Please email VenetianTropics@aol.com for the application.... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 4 weeks ago
    Traveled with a family of 6 Christmas Week 2015. The unit is larger and nicer then it appears in the pictures. The Great room that encompasses the Kitchen, dining, and living...
    5 of 5 stars Reviewed 20 September 2015
    We stayed at this property in September 2015 and were absolutely delighted with the property. Everything is clean and tidy and in full working order - there is every appliance...
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    1 / 28
    4 of 5 stars (25) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    • x
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    About this property
    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 stars Reviewed 10 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 stars Reviewed 1 July 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 / 20
    5 of 5 stars (25) Excellent
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
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    • ?
    • ?
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    • x
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    About this property
    Located inside the Villas known as Old Town Garden Villas 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 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 stars 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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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 99
    5 of 5 stars (75) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Hot Tub
    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
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    • x
    • ?
    About this property
    Welcome to 'KEYS OCEAN DRIVE', the BEST rental LOCATION in KCB, 1038 W. Ocean Drive, FL Keys 33051! BEAUTIFUL RARE FRONT WATER VIEWS toward the Atlantic Ocean & REAR WATER VIEWS down the entire length of boating canal toward Marathon! (see pics, just walk across the street to access ocean!)... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 3 weeks ago
    What we like best about the area is that everyone is so friendly, and every property is so pristine. I see why people flock to KCB. It is not only location, location...
    5 of 5 stars Reviewed 17 May 2015
    The condo unit is clean, comfortable, and well situated. What else could you ask for? The numerous photos are accurate, and the owner is very responsive. There was a bottle of...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 29
    4.5 of 5 stars (50) Very good
    Key West
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    • ?
    • ?
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    • x
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    About this property
    Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from Tropical Retreat to enjoy the exciting... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 17 December 2014
    The rental is great and in an excellent location. We had a group of 6 and had no issues. Note: unlike some rentals there is nothing in the house if you plan to cook. You will...
    5 of 5 stars Reviewed 25 July 2014
    Everything was easy and perfect check in wise. Rooms were clean. Will stay here again. Walked to all bars and loved the tall ceilings.
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    1 / 21
    5 of 5 stars (7) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • DVD Player
    • Internet Access
    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Welcome to Royal Palm House. Home is located at Mile Marker 54.5 in Coco Plum Beach Subdivision in the heart of the Florida Keys. This custom built contemporary home features 1,515 square foot of central air condition and heated living space. Massive Great Room has vaulted ceilings, clay tile... View all property information
    Location Information
    Marathon, Florida Keys FL
    5 of 5 stars Reviewed 4 weeks ago
    The house was perfect and very clean. We felt right at home for our month stay. Brian and Janice were very accommodating. Not only will we rent again but our friends are also...
    5 of 5 stars Reviewed 4 August 2014
    My husband and I have traveled to the Florida Keys several times. This was by far our best trip. The house was everything the pictures and description made it out to be. The...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool...
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    This cute and colorful studio is perfect for anyone who is excited to explore Key West. You are just around the corner from all Duval Street has to offer. Restaurants, bars, shops, live music.. it's all just steps away. Be sure to catch the sunset at Mallory Square and a bite to eat on the harbor.... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 21
    5 of 5 stars (3) Excellent
    Islamorada
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
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    About this property
    WWW.SCHOONERHAMMOCK.COM This unique property offers : -master suite -apartment -cottage -3 full kitchens On Atlantic Ocean. Simple, sweet, and serene sanctuary. Please contact Andy Cancela 828 808 1693 We love The Lord and look forward to sharing our home with you. View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 13 January 2015
    Growing up in South Florida and the Keys but now moved farm away, I wanted to show my husband and young children the Florida I remembered as a child. This my friends was more than...
    5 of 5 stars Reviewed 24 October 2014
    My family/extended family stayed here in June 2012 for two weeks and it was beyond wonderful. The owner ALWAYS was quick to respond to emails even if it was to say "you're...
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    1 / 32
    4.5 of 5 stars (34) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One and Origami Sushi Bar), Casa Caribe is a second story paradise just steps from the sights, sounds and excitement of world-famous Duval Street. Lush and tropical gardens surround this beautiful... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 20 January 2015
    We've been to Key West a number of times, but never in January. We're not party animals or lovers of noise, so I knew to avoid the Mallory Square end of things. This condo was...
    4 of 5 stars Reviewed 12 November 2014
    Casa Caribe was a wonderful place for us to stay while in KW. It's on the quiet end of Duval so don't be deterred by the address, only a few blocks from the Southernmost point...
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    1 / 32
    3 of 5 stars (2) Average
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Part of TROPICAL VILLAGE Southern Cross: Lounging next to the gorgeous shared pool or sitting in the shade of your own Royal Poinciana tree, Southern Cross is the perfect place to relax in paradise. This one and a half story vacation cottage is surrounded by exotic gardens, and situated in the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 8 October 2014
    The property was clean, the kitchen was equipped with all the necessities, great private porch and shared pool. Location is great - just a couple blocks from Duval and a 15 minute...
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    Tavernier
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    28 NIGHT MINIMUM RENTAL - NO EXCEPTIONS. (No response for inquires of less than 28 nights.) A beautiful, relaxing 5 bedroom home at Harry Harris Beach (mile marker 92.5). Enjoy the heated in-ground pool and attached spa in the enclosed back yard. Entertain from the poolside bar and grill... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 17
    5 of 5 stars (1) Excellent
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    KEY COLONY BEACH IS in the heart of the Florida Keys The city, called the 'Gem of the Florida Keys,' is a on an island just south of the Overseas Highway connected via a causeway with a very small bridge. Par 3 golf course, restaurants, boating, biking, fishing, etc. This beautiful 3... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33040
    5 of 5 stars Reviewed 6 January 2015
    Kathi was super helpful and the house was wonderful. Great location, central to lots of fun activities. Cabana club was a fun bonus. Fished right off the dock and caught nice...
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    1 / 20
    4.5 of 5 stars (2) Very good
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    3 BEDROOM 2.5 BATH FLORIDA BAY VIEW WITH COMPLIMENTARY BOAT SLIP JUST STEPS FROM YOUR VILLA AT INDIGO REEF RESORT Enjoy Spectacular Sunset Views from this two-story Florida waterview villa featuring a casual, open floor plan and charming seaside cottage interior. Indulge in your ideal Florida... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 21 February 2012
    Beautiful development. Townhouses are great, pool and grounds are very nice. Convenient to diving, fishing, and many Keys attractions. I would highly recommend Indigo Reef.
    4 of 5 stars Reviewed 13 April 2011
    Labeled as a "resort" is over-reaching alittle. These clean condos are priavately owned as vacation rentals or full-time homes. You'll need to stock your own supplies, including...
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    1 / 17
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling,... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Part of Banana's Foster Guest House This one bedroom apartment is on the 2nd floor of this historic property and accessed through the shared gated courtyard, right beside the shared off street parking on Simonton. Once through the gates, walk around the shared plunge pool and BBQ grill, going... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 38
    4.5 of 5 stars (4) Very good
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    About this property
    Mile Marker 106 Please check calendar before you send you request:) Time for a getaway? Book today!! Need a family getaway, a group retreat, a quick escape just an hour from Miami International airport? Look no further! Wedding party need a place to stay??? Mini Lobster season, Memorial Day,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 18 June 2015
    It is close to everything we wanted to do and we have family in the area and so was close to them. The deck with the water view was beautiful and I spent most of my time there...
    4 of 5 stars Reviewed 31 August 2014
    Nice and clean. House had plenty of room for our boat and was a short distance from the ocean. Very friendly owner. Close to the grocery store. Quite neighborhood. Close to...
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    1 / 22
    4 of 5 stars (38) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Overlooking the gardens and lily pond, the entrance to this spacious unit is through a totally enclosed private decked courtyard with a 4-person spa, table and chairs. Inside this spacious unit you will find a living room with cathedral ceilings, 56” TV, A/C, stereo, queen sleeper sofa and fabulous... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 27 January 2015
    Wonderful property, great location for walking around Key West. Rooftop deck for morning coffee and enclosed patio. Parking is at a premium, especially around the property, so...
    5 of 5 stars Reviewed 5 November 2014
    My wife and I stayed at the Sunset Suite - Nightly which is managed by Key West Vacation Rentals. This was our first trip to Key West as we went for the Meeting of the Minds. We...
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    Key West
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    About this property
    Southernmost Sanctuary Suites are comprised of the following homes Egret Suite, Heron Suite, Ibis Suite, Osprey Suite, Pelican Suite, Seagull Suite which can all be booked individually. Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An... View all property information
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    Key West, Florida Keys 33040
    1 / 12
    4 of 5 stars (1) Very good
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This nice stilt half-duplex offers a wooden step down dock with water, a fish cleaning table and a total of 37' of dock space. There is a porch with a table and chairs overlooking the back yard. Just a short walk to the Cabana Club to enjoy the pool and beach! The master bedroom has a king bed. The... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    4 of 5 stars Reviewed 23 August 2014
    Very nice Location on Key Coloney Beach, short walk to the Cabana Club which was included. Short drive to the fabolous Bahia Honda Beach. Only thing that wasn´t nice was the...
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    1 / 30
    4 of 5 stars (39) Very good
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
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    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 November 2013
    We had seven guys from four states converge here for my bachelor party, and I cannot say enough about this place. I didn't experience any of the symptoms of what the bad reviews...
    5 of 5 stars Reviewed 3 September 2013
    We were not vacationing; we were working and the accommodations were very good for us. We wish we had more time to enjoy it. Thanks for being so accommodating and helpful! Tammy...
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    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
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    • Pet-friendly
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    About this property
    Great 2/1 house. Completely renovated. Full kitchen with new stainless steel appliances: Microwave, Range/Oven, Dishwasher, Refrigerator. Central A/C & Heat. Master bedroom has queen size bed and a 32' flat screen tv. Second bedroom has a full size bed and a twin size trundle (full sleeps 2 and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
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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-style 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
    1 / 13
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    5 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the... View all property information
    Location Information
    Key West, Florida Keys
    1 / 20
    5 of 5 stars (8) Excellent
    Cudjoe Key
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks.... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 12 September 2015
    This property really is wonderful. We had a fantastic 10 days here an would come back in a heart beat! The house has breath taking ocean views especially from the master bed and...
    4 of 5 stars Reviewed 17 April 2015
    Great location. As described. A multimillion dollar view from back porch. Well maintained grounds and a private master suite upstairs. There are dogs next door that might be an...
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    1 / 8
    4.5 of 5 stars (2) Very good
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 stars Reviewed 9 June 2015
    Island Living is quite comfortable for us. Plenty of room for friends. Quiet, safe neighborhood. Easy ride to shopping and Key West. The pool is very nice. Boating access is...
    4 of 5 stars Reviewed 2 April 2012
    The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase...
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    1 / 13
    4 of 5 stars (1) Very good
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
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    About this property
    lovely Key Largo retreat is located on the Bay side. our home sleeps 9 comfortably with 2 master bedrooms and 1 Double bunk room and 3 spacious bathrooms. A very large Comfortable kitchen makes it twice as nice to prepare your meals. Our Beautiful direct open bay view is very much... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 8 August 2015
    Had a wonderful time at this home. Beautiful view of the sunset every night!! Our friends and I had no idea what to expect and we were beyond pleased --we felt right at home...
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    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Get your friends and family together and retreat to the beautiful island community of Marathon, Florida! What better way to discover the Florida Keys than a stay at this inviting Marathon vacation rental home, ideally situated in a quiet neighborhood along the waterfront. With 3 bedrooms, 2... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 27
    3 of 5 stars (1) Average
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 23 November 2014
    When we arrived they did not have our reservation in their system eve though I had prepaid. I booked through a third party. I showed them my receipts and they put us in a room...
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    1 / 22
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
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    About this property
    MINIMUM RENTAL 1 MONTH: Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity to share... View all property information
    Location Information
    Islamorada, Florida Keys 33036