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Condos in Florida Keys, FL

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    Travellers to Florida Keys are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 21
    Key West
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 47
    5 of 5 stars (12) Excellent
    Key Colony Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in a gated community located on 67 acres on the Southern tip of Key Largo, in the quiet town of Tavernier. Our property is managed by Tony 954.410.3241 and Ana 954.410.0308. THE... View all property information
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    Key Largo, Florida Keys 33070
    1 / 25
    Tavernier
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    MINIMUM STAY 29 DAYS. BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This home was completely remodeled in 2013. There is 936 square feet of living area on the main level with 2 bedrooms, a full bath and an open living area. On the ground... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 16
    Marathon
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $246
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    About this property
    Beautiful condominium unit at Gulfpointe in Marathon, heart of the Florida Keys. Two bedroom, two and one half bath townhouse overlooking the pool area. Limited views of the Gulf, beautifully decorated, boat dockage, tennis court, and covered parking. First level has kitchen, living and dining... View all property information
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    Marathon, Florida Keys 33050
    1 / 24
    2.5 of 5 stars (2) Poor
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Half duplex located in prestigious Key Colony Beach. Tropical decor throughout. Located on a 100ft. wide canal with quick access to ocean. There is a concrete dock for your boat, and a great patio in the back. You are within walking distance to the 'Cabana Club' , a private beach club with a... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33050
    3 of 5 stars Reviewed 10 December 2014
    As described this is a 2 bedroom condo on the water in key colony beach. The condo was clean and on the water. It was however a condo in the keys with many issues; ice maker did...
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    Key Largo
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    $188
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    About this property
    This Studio Apt has a beautiful Kitchen and Bath, tile floors, central zoned Air Conditioning and has views of Florida Bay open bay front. It is located in Kings Kamp RV Park at Mile Market 103.5 Bayside. We have a sandy beach, boat docks, marina, fish cleaning table, free Wi-Fi, free cable TV, and... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    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 7 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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    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
    Location Information
    Islamorada, Florida Keys 33070
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    1 / 29
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    $244
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    About this property
    3 bedroom, 2 bathroom vacation home. Waterfront property located Bayside in Key Largo at mile marker 105. 60 foot private dock –Watch the Manatees from the dock of the property. Just a few homes away from direct access to the Florida Bay and around the corner from Adams Cut, which allows direct... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 21
    3 of 5 stars (7) Average
    Key West
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    $1,114
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    About this property
    A Private Tropical Paradise... is the feeling you get when you enter the pavilion of this extraordinary award winning villa just a half block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 stars Reviewed 17 August 2015
    When we arrived the main house smelled very musty. I immediately cranked the AC units down to 73 to get some of the air dried out. The King bedroom never lost the musty smell...
    3 of 5 stars Reviewed 24 February 2015
    A little TLC would go a long way! The place is exactly as it was several years ago when we stayed there. That is ok! However, upon first entering the place, a noticeable musty...
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    1 / 72
    4 of 5 stars (6) Very good
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,392
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    • Pet-friendly
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    • Child-friendly
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    About this property
    In the Florida Keys At MM 50 - East Sister Rock Island is a ¼ mile off the Atlantic shore of Marathon. On this private island sits a dream come true getaway home with 5000+ square feet of living area including a 2700 square foot veranda, boat dock (fisherman's dream), helicopter launch pad and many... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 15 July 2014
    This is such a unique property! We loved the privacy, the space, the sea life. The house is very spacious and comfortable. We went there with the idea that we were "glamping" as...
    3 of 5 stars Reviewed 18 June 2012
    Our family stayed last month and the views are wonderful. Snorkeling was the best, fishing was okay. We were told not to use the boat for fishing and we were only given 1 gallon...
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    1 / 15
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $7,309
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    About this property
    Strikingly set in the oft-missed Key West Beachside neighborhood, we find Island Elegance ~ Near the Beach, making a seriously smart curbside statement showing a tall white privacy wall topped with shimmering green louvers. Completely renovated in summer 2012, to modern luxury standards, this... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 37
    4 of 5 stars (11) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $693
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    • Air Conditioning
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    About this property
    **Recently Renovated!! Located in Duval Square (between Duval St and Simonton St) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe), This development extends from Duval Street to Simonton Street and is in the heart of historic Old Town. It is... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 4 days ago
    This was at the southern end of Duval so not quite as noisy, which was nice. The restaurant below did play music in the morning which was annoying at times and the rooster would...
    4 of 5 stars Reviewed 14 March 2015
    The apartment was very comfortable and spacious. It is centrally located and although it's a little noisy at meal times, it is not a problem at night. It does need some minor...
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    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 12 | Quick View
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    $348
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    • Elder access
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    About this property
    The house and its location are very special and unique in many ways. This description will not do it justice but here goes. First of all, the house is only 1 hour away from Downtown Miami (via I-95, Turnpike, Overseas Highway). Once you arrive you can park your vehicle under the house and keep it... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 30
    4 of 5 stars (2) Very good
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $975
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    About this property
    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 December 2014
    We stayed here for a week over Christmas with 4 adult kids and had the best time ever. The accommodations were great for 6 of us and we couldn't ask for a better location! Across...
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    1 / 34
    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    $278
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    • Satellite TV
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    • Pet-friendly
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    About this property
    Spectacular Waterfront Ocean side 4/4 3 story home with Pool & 60 Ft Dock Oceanfront home with 2 wrap around balconies and great views. Ocean access with no bridges. Next to John Pennekamp, Jacobs Aquatic Center Water park,Publix, Dolphin Cove, and restaurants like the famous Fish House. You... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $2,506
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    About this property
    The Hippie Home was Built with Love in the Sunshine of the Spirit. Nestled in Islamorada, the Sportfishing Capital of the World. The Neighborhood is Quiet and Pet Friendly with a Private Beach and Tiki Hut. Close to Restaurants, Shopping, Recreation, Fishing Charters, Scuba Diving, and Snorkeling.... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 19
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $177
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    About this property
    MINIMUM RENTAL 1 MONTH: Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit features direct ocean views from the living room, balcony and two of the three bedrooms. Tropical furnishings create a warm and inviting... View all property information
    Location Information
    Islamorada, Florida Keys 33036
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    1 / 23
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $185
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    • Waterfront
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    About this property
    OVERVIEW: Right in Key West -- NOT the upper keys. MONTHLY RENTAL ONLY. Swimming pool, Right on the water. Salt water fishing on location. Sea Kayaks on premises. Salt pond tours on premises. Swim with manatees on premises. Ping pong table. 7 doors down from Jimmy Buffett's old house. The... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 18
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $10,441
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    About this property
    MINIMUM STAY: 29 DAYS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on a dead end street. The owners have... View all property information
    Location Information
    Long Key, Florida Keys
    1 / 7
    4 of 5 stars (6) Very good
    Key Largo
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    SPECIAL SEPT. OCT. AND NOV RATES This renovated 4 bedroom 2 bath house is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Minutes from best fishing and diving in the world. Come to the... View all property information
    Location Information
    Key Largo, Florida Keys 33170
    5 of 5 stars Reviewed 5 days ago
    The house was very nice and the dock slip was a great bonus. We had our boat there which made it even that much better. Between fishing and boating every day and shrimping every...
    4 of 5 stars Reviewed 16 November 2015
    House is very spacious for 8 people, very clean. The neighbors were very friendly, houses were a mixture of trailer homes (but that was everywhere you go). Only downfall was the...
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    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    $348
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $3,202
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    About this property
    This fully furnished 4 Bedroom, 3 1/2 Bath Canal Front Home is the ideal Escape to Paradise. One thing that cannot be seen through photos is the amount of privacy this location has, at the end of the Cul-de-sac with the canal and mangroves surrounding the home. Double Boat Dockage, Large Tiki Hut... View all property information
    Location Information
    Key Largo, Florida Keys 330037
    1 / 6
    4.5 of 5 stars (3) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $291
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    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 stars 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
    4 of 5 stars Reviewed 7 March 2015
    We truly enjoyed our stay at the Flats. Tucked away off the beaten track, it was a nice quiet spot with a beautiful waterfront (not an ideal spot for swimming but great for...
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    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    $129
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    • x
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    About this property
    Right off Key Largo Mile Marker 96 1/2 ... Very relaxing & spacious home with private park at the end of the block (5 houses down from the property). This property is close to everything parks: Founders Park MM 87, John Pennekamp Coral Reef State Park MM 102.5, Harry Harris Park MM 93.5 also... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    Studio, Sleeps 2 | Quick View
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    $178
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    About this property
    As the name suggests, the Garden House's 'Waterfall' rooms are tucked behind the tropical lagoon's waterfall... Just steps away from the breakfast and sitting area. Considering the location and price, you will not find a better deal in all of Key West This cozy bedroom shares a bathroom with... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 4
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $1,949
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    About this property
    Best Deal in Truman Annex - Céad Míle Fáilte (Irish) 2 Bedroom 1 bathroom Condo - sleeps up to 5 Here's Céad Míle Fáilte to friend and to rover That's a greeting that's Irish as Irish can be It means you are welcome a thousand times over Wherever you come from, whosoever you be. Welcome to our... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 2 weeks ago
    I attended college at a later age and upon graduation took 2 friends and my sister to Truman Annex for a 10 day vacation!!! We had the best time. As a matter of fact I am back in...
    5 of 5 stars Reviewed 18 January 2015
    Loved our stay in this very homely apartment. The location was excellent in the private Truman annex but close to Duval st and the local Green Parrot! The apartment was very well...
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    1 / 27
    4.5 of 5 stars (14) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $418
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    About this property
    The M/V Coconuts is a completely unique home with 360 degree water views, it also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat. It really is a very comfortable home, with proper living area, bedrooms and large sundecks. There is over... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 week ago
    Booked M/V Coconuts as three of the party were used to being on the water, sailing backgrounds, so thought this would be different and it certainly was. Marvelous renovation of a...
    3 of 5 stars Reviewed 30 November 2015
    Air conditioning doesn't reach upper levels. Almost $600.00 taxes were a complete surprise.Enjoyed Key West & super boat races.
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    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This three story, elegant home has something for everyone! It is located three blocks from Duval Street and two blocks from the historic Key West Seaport. There are three bedrooms on the second floor and a third floor suite with living room, efficiency kitchen, bedroom and full bathroom. There is... View all property information
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    Key West, Florida Keys 33040
    1 / 12
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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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
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    Key West, Florida Keys 33040
    1 / 11
    5 of 5 stars (3) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • x
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    • x
    About this property
    Imagine a delightful tropical getaway in the Florida Keys. This beautiful Coco Plum Beach Villas 3rd floor condo is located on the ocean in Marathon near mile marker 54. The unit has been recently updated and comes with a private balcony giving you a spectacular view of the Atlantic Ocean. The... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 25 May 2015
    Very nice and clean facility. Close to many places. Quiet and peaceful. No issues, when a hair dyer stopped functioning, a new one was brought to our room . Easy check in and they...
    5 of 5 stars Reviewed 10 March 2012
    We have stayed at Cocoa Plum Villas twice now. Once in this condo (I believe it was this one) and once in Warren Bernard's condo one floor up. This is a great place to just relax...
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    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $161
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    • Pet-friendly
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    • Elder access
    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
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    Islamorada, Florida Keys 33070
    1 / 15
    4 of 5 stars (4) Very good
    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Come enjoy our home away from home. Perfect for a couples retreat. Enjoy your own fully equipped condo. Sip coffee on the balcony and watch the beautiful sunrise. Read one of our Jimmy Buffett books and dream of running away for a life on sea. Once this salt air gets in you you will never want... View all property information
    Location Information
    Tavernier, Key Largo 33070
    4 of 5 stars Reviewed 6 days ago
    The location is in a very good position and permit to visit all the most important site of Keys, Everglades and Miami in a daily tour. The set up of the apartment is complete and...
    5 of 5 stars Reviewed 11 August 2015
    My wife and I along with another couple spent a week at this condo. While an older development, it proved quite comfortable and convenient to all of the Islamarado restaraunts and...
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    1 / 28
    4.5 of 5 stars (15) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $401
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    • ?
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    • x
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    About this property
    Part of ALMOST SOUTHERNMOST RETREAT 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... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars 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...
    5 of 5 stars Reviewed 4 February 2014
    We have stayed at this property on previous visits to Key West- it is a great location- close to everything and has plenty of space. Easy to cook at home if you don't want to go...
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    Key Largo
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    $835
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    House, 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, new 3 burner BBQ, New bed, 3 TV, fee cable, WIFI... View all property information
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    Key Largo, Florida Keys 33037
    1 / 18
    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,879
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    • Pet-friendly
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    • x
    • x
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    • x
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    About this property
    Enjoy your getaway in Casa Solis, on the docks awaiting a gorgeous sunrise or a cool breeze at sunset on the deck. This brand new home provides the views and relaxing setting you are looking for! The two bedrooms and en-suite bathrooms are designed to perfection. Each room comes with its own LED... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 5 December 2015
    This rental was excellent. It appeared to be brand new. Everythig was very clean and well appointed. This Is actually part of a duplex but we were fortunate to have great...
    5 of 5 stars Reviewed 6 April 2015
    Just stay there. It's one of the nicest condos available to rent! The place looks like it is brand new. It has a large double car carport under the raised condo to keep cars...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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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
    1 / 8
    4 of 5 stars (4) Very good
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    $452
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    • x
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    About this property
    Welcome to a little piece of hidden paradise you never knew existed. Once you're nestled into this Secret Courtyard Cottage hideaway, you'll never know you're right in the center of Old Town Key West. Situated at the end of a little walking lane, this charming cottage, with private Jacuzi,  is made... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 9 June 2015
    We rented this house with friends for about ten days. What a great place. We were only a few steps from Duval St and within 20 minutes walk of anything we wanted to do there...
    5 of 5 stars Reviewed 17 July 2012
    This house was great, it is a tad small but if your ok being in close quarters to split with some people its absolutly perfect. I traveled to Key west with my boyfriend as well as...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $3,480
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    • x
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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.*** Salt Pond Hideaway is located right off of South Roosevelt Blvd. in the oceanfront Salt Ponds Condominium Complex. It offers a neighborly and relaxing atmosphere with the ocean breezes of the Atlantic right... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 22
    4 of 5 stars (25) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $418
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • 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 / 20
    5 of 5 stars (1) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $207
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    • Pet-friendly
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    • ?
    • x
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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 stars Reviewed 8 December 2015
    We just returned from staying at the Conch Key Villas and couldn't have been happier with our stay. The unit was clean, comfortable and quiet. We were the only guests while we...
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    1 / 10
    5 of 5 stars (7) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $194
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    • Pet-friendly
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    • ?
    • x
    • ?
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    • x
    About this property
    This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed 30 July 2015
    This was our first experience renting a house for our vacation instead of a hotel AND one of our best vacation decisions we've ever made. The house was great and Captain Ron and...
    5 of 5 stars Reviewed 31 May 2015
    My husband and I came to Big Pine Key for a second honeymoon. We immediately fell in love with the house and the atmosphere. Very clean and cozy! We had a fantastic time and...
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    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $230
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    • Ocean Views
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    • Outdoor Dining Area
    • Secure Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    private apartment in the heart of Key Largo, half block to private beach tables docks , boat ramp open ocean access at community park , walking to stores restaurants and county park with pools tennis and walking trails , swim with the dolphins we are located at m/m 100 , home is gated away from... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $418
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    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
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    • x
    About this property
    Beautiful professionally decorated condo in Futura Yacht Club. Pool, club house, Tennis, Marina with great fishing. Marker 88 restaurant is a short paddle board away. Private beach with sun set view. Perfect location near everything, restaurants, bars, shopping. Diving centers ,fishing, boat... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $153
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    • x
    • x
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    • x
    • x
    About this property
    Central Air Conditioning. This apartment is in the same building that has our office adjacent to it. You have to enter the apartment from the right side of the office through our Laundry. However, the apt is beautiful and has a new kitchen and bath with central air, WIFI, cable TV with 75 channels,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    $522
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    • ?
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    • ?
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    About this property
    Designer decorations in a modern-tropical and very cozy style with a friendly and relaxing atmosphere. We are located 45 minutes from the city of Miami that in turn can enjoy mall and night club, and around has broad line of restaurants, and tourist attractions such as fishing, surfing, diving,... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 17
    4.5 of 5 stars (14) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $404
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    • Grill
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
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    • x
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    About this property
    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This is one of the most elegant and colorful 2 bedroom units in the Key... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 April 2014
    We stayed in this condo for spring break with our 9 and 15 year old. There was no smell on the small beach in front of condo. The condo is spacious, updated and very clean...
    4 of 5 stars Reviewed 31 January 2013
    We enjoyed our stay in this clean, attractive condo. It had all the amentities for a comfortable stay and a minor problem with the phone and internet service was resolved quickly...
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    1 / 47
    4.5 of 5 stars (9) Very good
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $8,764
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it... View all property information
    Location Information
    Marathon, Florida Keys 33156
    5 of 5 stars Reviewed 3 weeks ago
    Seabird Key was absolutely perfect for our family. We were were a party 4 adults, a 2 year old and an infant. The island was well-suited for all. We enjoyed going to the beach...
    5 of 5 stars Reviewed 19 March 2015
    Wow. Seabird Key is one of a kind. We felt like we were in the swiss family robinson movie. The house's main floor is perched at the same level as the tree canopy. If you love...
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    Florida Keys Vacation Rentals

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

    Florida Keys attractions and activities

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

    Live like a local in a Florida Keys rental

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

    Florida Keys vacation rentals for families

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

    Saving money on Florida Keys vacation rentals

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