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Pet Friendly Holiday Rentals in Florida Keys, FL

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    1 / 9
    5 of 5 stars (2) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 6
    4.5 of 5 stars (3) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 25
    5 of 5 stars (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    About this property
    This property is located on a very unique spot. Very private. Too perfect to describe. .During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 3 July 2013
    Stayed here to celebrate my 63rd birthday by doing some fishing and diving in the keys. Mr. and Mrs. Gomez are so nice and they really care. Mrs. Gomez made me the most...
    5 of 5 stars Reviewed 13 May 2013
    We stayed at this perfectly unique location for one delighfully lazy week in May. We were looking for a spot that would be quiet, offer views and water access, allow our dog space...
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    1 / 23
    5 of 5 stars (1) Excellent
    Little Torch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
    Location Information
    Little Torch Key, Florida Keys 33043
    5 of 5 stars Reviewed 8 August 2014
    This home is clean, very comfortable and well equipped. It has a charming island decor that really lends to the atmosphere and everything is well planned. You can enjoy a drink...
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    1 / 24
    4 of 5 stars (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
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars 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 / 41
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
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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
    Florida Keys, Florida FL 33036
    5 of 5 stars Reviewed 1 week ago
    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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    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Elegant home with many unique, architectural features, located on a family-owned waterfront piece of property, with 3 other rental cottages, sandy beach, and small marina. This lovely house, 'Tropicasa', has everything needed for a large group - full kitchen with granite countertops, stainless... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Ocean Views
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    • Patio
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
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    • x
    About this property
    2 Bdrm, 1 Bath, Washer/dryer, Dishwasher, Great Porch View Of Southard St, Pool Multiple week and military discounts available. Great Fall rates! Queen bed in Master Bedroom, two single beds in second bedroom, fold out queen bed in couch, gated back patio with gas grill, lounge chairs, table and... View all property information
    Location Information
    Key West, Florida Keys 33040
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Satellite TV
    • Internet Access
    • Ocean Views
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    WIFI -3 LED 42' TV -DOC SPACE ROOM FOR TRALER PARKING All New Fans & new Lighting New Appliancess, Pets Allowed Enjoy Ocean Views and Tranquil Breezes from this fully equipped tropical 2/2 Vacation Home with Private Deep Water Dock Direct To The Ocean. This 1200 Sf Private Two Story Home Comes... View all property information
    Location Information
    Marathon, Florida Keys 33050
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    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
    • Private Garden
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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
    1 / 31
    5 of 5 stars (5) Excellent
    Marathon
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Hot Tub
    • Ocean Views
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
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    About this property
    This 4 bedroom 3 1/2 Bath House has ample sleeping options for every type of family/friend gathering and provides parking for several vehicles. The newly installed heated pool with hot tub measures 40'x 16'. There is a Tiki hut right at pool side for visiting, Canal Side Beach for the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 6 days ago
    We came to this house with our young daughter and a few friends. The house is not only stunning but also very comfortable. There are lots of room and plenty of outside space. We...
    5 of 5 stars Reviewed 1 week ago
    Between the pool, hot tub, beach, kayaks, tiki hut, outdoor fireplace and absolutely amazing house there is no need to venture away from this amazing vacation rental. We spent a...
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    1 / 16
    1 of 5 stars (2) Terrible
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Internet Access
    • Patio
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    • Ocean Views
    • Washer
    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
    About this property
    Live on the water have full access to the marina and a short walk to some of the dive boats in the keys!!!!!!!! This vintage trawler boasts a lot of space for a boat its size. Only 36 feet it's a splash of luxury that is fully furnished. Adorned with original teak trim, restored wood and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 24
    5 of 5 stars (1) Excellent
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Washer
    • Grill
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    • Wi-Fi
    • Waterfront
    • DVD Player
    • Sauna
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    • x
    About this property
    2 bedroom, 1 1/2 bath condominium in wonderful, private Buttonwood Bay Condominium Association, Bayside, Key Largo FL. Extended porches, paved rear deck complete with rocking chairs to enjoy the sunset. Peaceful spot, end unit with private side yard. House tiled throughout. 15 steps to the water.... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 14 September 2015
    We are a family with three young children. A hotel room is not for us. Hotels are expensive and require eating out all the time. Not to mention everyone needs to go to sleep at...
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    Cudjoe Key
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
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    About this property
    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
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 30
    5 of 5 stars (4) Excellent
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
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    • x
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    About this property
    Beautiful 2 story 3 bedroom 2 baths home. Located in Key Largo at MM 103 on the bayside and close to John Pennekamp Park, local shopping, fine restaurants, diving, charter fishing or just swimming with the dolphins! This home has an open water view overlooking the beautiful Florida Keys bay, Relax... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 24 November 2015
    We came to the Keys on our motorcycles. We had 3 couples. Two of the couples went to the race on Sunday, so the location was very close for short travel time to the track. It was...
    5 of 5 stars Reviewed 22 July 2014
    Gorgeous views, easy boat and water access, clean house with fun beach decor, all for a great price. Thank you, we will be coming back!
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    1 / 22
    4.5 of 5 stars (22) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
    • Grill
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    • DVD Player
    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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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 4 September 2013
    We have been renting a condo at this property for many years under different mangement companies and the folks managing it now are top notch the are doing a great job
    4 of 5 stars Reviewed 31 July 2013
    The location was perfect for us since we had a boat and the rental came with a boat slip. Our balcony even looked down on our boat. Room space was very adequate for the eight of...
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    1 / 22
    4 of 5 stars (25) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Shared Outdoor Pool...
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    • Balcony
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    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    4 of 5 stars Reviewed 9 March 2014
    Traveled with wife and brother and his wife. Very clean, nice size 1200 sf, convenient layout, Pool was nicely heated, adequate parking. about 3/4 of a mile from Malory Square...
    5 of 5 stars Reviewed 12 August 2013
    We have stayed here several times before but in another unit and the Dominica Retreat is much nicer. However we did kill 3 small roaches while we were there. We are planning on...
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    1 / 7
    5 of 5 stars (1) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
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    • x
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    • Elder access
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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 stars 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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    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    • x
    About this property
    Beautifully renovated duplex in Old Town. 2 bed/1.5 bath. Sleeps 4-6. There is a private stairway to apartment/loft upstairs. Upstairs unit is a massive 1100 sq ft with cathedral ceilings and loft (2nd bdrm). There is a king bed in the master, full bed in the loft and a pull-out sofa. Fully... View all property information
    Location Information
    Key West, Florida Keys 33040
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    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
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    • Hot Tub
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    • Children's Pool
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    • Pet-friendly
    • Wheelchair access
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    • x
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    • x
    About this property
    Tropical, Affordable Rental in Gated Community, Wi-Fi & Gas Grill Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR,two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Cozy Studio In Great Location Additional amenities include: kitchenette, sundeck, close to art galleries, large wrap around deck, daily housekeeping, nightly rental, near southernmost point, close to downtown bars. View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 11
    5 of 5 stars (9) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lush Tropical Lagoon Home with view of th e Gulf of Mexico and incredible sunsets. Recently revnovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the ammenities you'd expect. Brick pavers surround lush landscaping and palm trees... View all property information
    Location Information
    Marathon, Florida Keys 33050
    4 of 5 stars Reviewed 15 February 2015
    We enjoyed our stay. Nice location and view. The place was clean and as the pictures showed. Plenty of amenities in the kitchen for what we needed. The 2nd bathroom and bedroom...
    5 of 5 stars Reviewed 21 July 2014
    We enjoyed our stay so much that next time we are in the Keys I would love to stay in this house again. The views from the house are excellent. My kids had a great time on the...
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    1 / 22
    5 of 5 stars (2) Excellent
    Cudjoe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • ?
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    About this property
    Beautiful four thousand plus square foot home located on Cudjoe Key. Private beach and 30 foot swimming pool with 10 foot waterfall hot tub. Huge master suite overlooking the ocean. The house comes with BBQ grill and single and double kayaks. Spectacular views can be enjoyed from the screened... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 1 week ago
    We had a great time, the house has everything, it is very relaxing. We had no problem with the WIfi and we had multiple devices. The large master bedroom upstairs is awesome...
    5 of 5 stars Reviewed 5 January 2014
    We are 3 families, 5 adults and 3 teenagers. The 4 bedrooms are each very private and quiet. There are 2 master bedrooms each with ensuite bathrooms; 1 upstairs and 1 downstairs...
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    1 / 35
    5 of 5 stars (4) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Central Heating
    • Outdoor Dining Area
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    • Waterfront
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    .This Exquisitely Furnished Villa With A Breathtaking View of The Gulf of Mexico From the Rooftop Patio is A Dream Vacation Come True! This Beautiful Villa Comes With a Fully Equipped Kitchen. Quality Sheets, Bath Towels, and Bedding. To Get You Started We Include a Sampling of 'Ocean Mist' Bath... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 2 weeks ago
    The house is well positioned close to (though not on) the waterfront with good views of the ocean. Very well furnished, immaculately clean and with every piece of equipment you...
    4 of 5 stars Reviewed 28 December 2015
    This condo is fully equipped - from the well-appointed kitchen to the beautiful stack of towels. Very comfortable and quiet. We enjoy cooking so this unit suited us nicely. There...
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    1 / 21
    5 of 5 stars (1) Excellent
    Marathon
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Lush Tropical Waterfront Homes with Incredible View, Pool, Tiki Hut and 100' of Deep Water Dockage - Full Duplex (two homes, one property, one price). Spectacular view of the Gulf of Mexico and incredible sunsets. With this full duplex home you get two large side-by-side 2 bedroom, 2 bath homes.... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 9 January 2015
    Great place for two families to relax together and have private space. Beautiful setting, beautiful home interior, large kitchens, comfortable beds, and very clean. The owner had...
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    1 / 33
    5 of 5 stars (18) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 5 December 2015
    We decided to do something different for Thanksgiving this year and rented this property for the week. The five of us drove down from the Atlanta area (about 12 hours). The...
    5 of 5 stars Reviewed 16 September 2014
    We really enjoyed our stay. The house is very clean and organized. It had everything we needed and it was nice to have the tandem kayak to use on the canal. We had a manatee visit...
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    Marathon
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The shore home of this rental is a 4 bedroom, 2 bath home with 9x19 foot splash pool and 100 foot dock on the gulf. This rental includes the private island called Quiet Cove Key about 5 minutes way in the Gulf. The island has a houseboat to supply water and power. Kayaks are included at both the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 18
    5 of 5 stars (1) Excellent
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This is a beautiful new 4 bedroom, 3 bath home in fablulous Key Colony Beach. The sleeping arrangements are 3 King bedrooms,1 bedroom with twins and a sleeper sofa in the living room. Sleeps 8-10. All bedrooms and screened porch have wall mounted flat screened TVs. The home has a private pool, boat... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 27 September 2014
    Arrived September 15th to this amazing villa, everything we could want for our family, 3 couples & 3 young adults (late teens) beautiful clean & spacious, kitchen had everything...
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    1 / 27
    4.5 of 5 stars (6) Very good
    Marathon
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 4 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Three of the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 21 December 2015
    If you like vacationing in a home away from home, Rent My Island is a great choice! We have stayed with them for the past four years and each year has been great. The private...
    5 of 5 stars Reviewed 17 April 2014
    Very clean and nicely equipped with everything needed for a relaxing and comfortable at home feel vacation. Lots of room for family reunions. Centrally located in the Keys so day...
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    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Watch the sunrise from the spacious balcony overlooking the Atlantic Ocean. This brand new three bedroom, two and-a-half bath condominium sleeps eight people. Master bedroom has a king bed with access to the balcony. Second bedroom has a queen bed and third one has two twin beds. TVs in every... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beautiful Furnished, 2 bedroom 1 bath Mobile home with wrap-around gorgeous bar and covered patio, in the center of Key Largo; MM 102 Bayside Across Tradewinds Shopping Center, close to all amenities and attractions, practically across from John Penne Kamp Gated community, new beautiful pool,... View all property information
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    Key Largo, Florida Keys 33037
    1 / 11
    4.5 of 5 stars (4) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The resort all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom condos located just minutes from Smathers Beach and 2 miles from Key West Airport. This location is also two miles from popular Higgs Beach and between 4 miles from the Key West Lighthouse... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 14 October 2015
    Location, while good very close to Airport which was noisy at times. Bedrooms good size. However, plastic mattress protectors were uncomfortably hot, unnecessary and had to be...
    5 of 5 stars Reviewed 26 June 2015
    Very lovely condo!!! Close to everything you need! It was our first time to key west and when we return we will definitely try to stay here again!!!! We really enjoyed our time.
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    1 / 12
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    About this property
    Our lovely home is rented for a 28 day minimum.Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, 3 blocks to the biggest pool on the Island, you will not find a better or quieter location to enjoy all that Key... View all property information
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    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 February 2015
    Absolutely loved our stay. Owners were great to work with. Furnishings were warm and inviting. Would definitely stay again!
    5 of 5 stars Reviewed 31 October 2014
    First of all, this hotel is awesome! We went as a group of 8 women and I was thrilled that we only needed two rooms and they were side by side! Had a balcony, and plenty of room...
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    Little Torch Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This historic cottage has been lovingly restored to be a fabulous vacation rental. Vaulted master bedroom ceiling, high end beds, retro appliances, heated pool, hot tub, ocean view, screened in porch, amazing sunsets, great location, tropical landscape and attention to detail make this vacation... View all property information
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    Little Torch Key, Florida Keys 33042
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 11
    4.5 of 5 stars (21) Very good
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    About this property
    Key largo getaway on the atlantic ocean!!! Well lit community, perfect for evening walks to soak in the ocean breeze. Property is on the water with a 45 foot dock for your boat, only 150 yards form open ocean, for the avid fisherman. Located in the John Pennencamp state park waters, great snorkling... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 14 September 2015
    The whole process for renting this property was pleasant thanks to Carlos, the owner. He was incredibly accommodating, very communicative, and a very genuine and trustworthy...
    4 of 5 stars Reviewed 30 August 2015
    This house is really clean and quite comfortable. The only issue we had is that the hand rails on the front steps was really loose. My husband is handicapped and leans heavily...
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    1 / 11
    4.5 of 5 stars (7) Very good
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    newly renovated 1000 square ft half duplex on canal -two bed two bath- ground level with 32 ft dock space for your boat walking distance to 4 restaurants. Also walking distance to Cabana Club which has a beach and a large pool. Great keys fishing -easy access to atlantic or gulf. -Master bedroom... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 27 October 2015
    This is a great little duplex. Nicely equipped kitchen, spacious bedrooms, fabulous patio on the canal, Wi-Fi so I could get my homework turned in, washer and dryer. The area is...
    3 of 5 stars Reviewed 13 July 2015
    Since I waited so long to book this was about all that was available at short notice that accepted pets. PROS: The place was clean and had all the basics; dishware, pots, pans...
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    1 / 14
    5 of 5 stars (58) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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 stars Reviewed 4 weeks ago
    Very clean unit, everything up-to-date. Affordable rental. Located on North East side of the Island, away from heavy traffic but close to the bike path that circles the island...
    5 of 5 stars Reviewed 3 January 2016
    Stayed for 3 days and had an excellent stay. Great place if you are travelling with kids. The swimming pool is right next to the condo so kids could get their water fun as the...
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    1 / 16
    4 of 5 stars (1) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Welcome to 'Largo Lookout'! This fabulous 2nd floor, waterfront apartment is ideal for singles, couples, or a small family. Largo Lookout is a pet friendly vacation rental that offers guests the opportunity to travel with their well-behaved pets. We require a reasonable, non-refundable pet fee... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 12 April 2015
    Everything we needed to live and enjoy a month's stay in the keys. Val and Renee are very nice people and great landlords. It was wonderful to be able to purchase fresh fish or...
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    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    2 bedrooms, 1 Bath, 1 Outdoor Shower and Pavillion, Tropical Garden (sleeps 4-6). Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entirely renovated. In addition to the updated kitchen and bath, there's a screen porch, a covered... View all property information
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    Key West, Florida Keys 33040
    1 / 26
    5 of 5 stars (1) Excellent
    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 27 October 2015
    We always go down to the Keys as a family in the summers and spend about a month there. In all my years of spending my summers down in the Keys, I do not think I have ever stayed...
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    1 / 27
    4.5 of 5 stars (3) Very good
    Tavernier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our slice of paradise! Come and relax at our beautiful 3-bedroom home 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 & fishing/boat dock. Our two-story home has master... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 26 October 2015
    I've been retired for quite sometime now and me my wife and a couple of friends decided to stay at a place where we can all go out on the boat and fish. This place was perfect for...
    5 of 5 stars 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 / 40
    4.5 of 5 stars (22) 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 stars Reviewed 3 January 2016
    We stayed here over Xmas and had a great time. It was a great alternative to a soulless condo and very well situated for local amenities. The cottage was very well equipped. We...
    5 of 5 stars Reviewed 31 October 2015
    My husband and I wanted to visit Key West and the Everglades while on vacation so we decided to stay in Key Largo. We reserved the cottage through flipkey and it was easy. The...
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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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    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 2 weeks ago
    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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    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    The Moroccan room is a fabulous honeymoon destination with king size canopy bed. Room features a/c, coffee maker, heat, microwave, refrigerator, TV, WiFi. Enormous bathroom with sunken tub and terrycloth robes to lounge in includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
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    Islamorada, Florida Keys 33036
    1 / 31
    4.5 of 5 stars (12) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of 'members only' amenities including a swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant, free parking and... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 15 August 2014
    We just spent 2 days in the Libra in Key West and what a fantastic stay. Ray is awesome, very helpful and allways available, he cooks also in the New York Pasta Garden and it will...
    3 of 5 stars Reviewed 24 April 2014
    we were on this boat for 3 nights. Before we were 2 nights on the Coconut boat. We liked the Coconut more because it is more cozy, but that is of course our personal thoughts...
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    1 / 23
    4.5 of 5 stars (27) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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 24 July 2013
    I have been staying here since 1985, recent property improvements have been added. Units are in good shape and clean. The best place in Key West if you have a boat and need to...
    5 of 5 stars Reviewed 13 July 2013
    We love staying at Pelican Landing while visiting Key West. We usually stay on the 2nd floor, though the Antigua suite was nice. The only comments are the suite is in need of...
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    1 / 23
    4.5 of 5 stars (27) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
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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
    4 of 5 stars Reviewed 13 July 2015
    The actual unit was really nice and accommodating for us (a party of six). However, from the time of check in and a few times afterwards, the management official working at the...
    4 of 5 stars Reviewed 24 January 2014
    Nice location looking out on Garrison Bight Marina and close enough to Old Town. Super spacious unit was very nice and clean. Completely equipped and has washer/dryer stack. A...
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    1 / 23
    4.5 of 5 stars (29) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    3 of 5 stars Reviewed 15 October 2015
    Basically, it's just okay - not bad, not great. I felt like for the money we spent, it just should have been nicer. The whole place needed a new coat of paint. The carpet on the...
    5 of 5 stars Reviewed 30 June 2015
    This is our second time staying at Pelican Landing. Our group comes up yearly for the Swim Around Key West race and we love the penthouse suites where we can all stay together...
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