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Condos in Florida Keys, FL

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    1 / 27
    5 of 5 stars (10) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 19
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Key Largo
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    ***DEVELOPMENT ONLY ALLOWS FOR RENTALS OF 30+DAYS!!!******** Two bedroom 2 1/2 bath townhouse on the marina in beautiful Key Largo. Sleeps 8 between Master (King with en suite bathroom), Bunk room (2 sets of bunk beds, full size beds on the bottom, twin on the top). Remodeled kitchen, patio, 3... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 13
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the Florida Keys.... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 21
    4.5 of 5 stars (26) 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 12 August 2013
    We enjoyed our stay
    4 of 5 stars Reviewed 10 June 2013
    The location was close to main attractions. Our two bedroom, 2 bath was furnished nicely, clean, plenty of room and a large balcony. The outdoor lounge area is a very small bar...
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    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Island Villa ~ Cowrie 1 bedroom - 1 bath This island villa is a private apartment featuring Dade County pine interior complete with a full size well equipped kitchen separate bedroom with a king size bed, inviting sitting room and pull out sleeper sofa. Recommended for 2 guests but this unit can... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    1 / 30
    4 of 5 stars (2) Very good
    Key West
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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 / 16
    5 of 5 stars (6) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    About this property
    2 bedroom, 2 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2013. It has dockage for boats up to 50 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment, tennis... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 23 July 2015
    Norman rented an ocean front unit to me and many units to my friends and family for my wedding. We had the wedding on the beach behind the unit and it was wonderful. Everyone...
    5 of 5 stars Reviewed 3 July 2015
    I almost regret writing this review because I'd like to keep this place all to myself! Unbelievable experience as we had access to kayaks and a golf-cart where we could quickly...
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    1 / 8
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Designer elegant canal front home on unusual seawall accommodating two boats! Corner dock 49' one side and 39' other side, dock posts, cleats, swim ladder and mosaic picnic table. Partially covered deck with patio furniture to enjoy scenery. Living room is open with double glass sliders across... View all property information
    Location Information
    Cudjoe Key, Florida Keys
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    1 / 22
    5 of 5 stars (1) Excellent
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bright and clean and ready for you! This 3 bedroom, 3 bath half-duplex has been remodeled recently. The open kitchen and living room are perfect for the family to be together. There is a deck out back to relax or dine outside and enjoy the beautiful weather. There are 2 master bedrooms, one off the... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 4 May 2015
    We stayed here for spring break and really enjoyed the unit. We loved the split floorplan for space from the teens. The teens loved their area, especially my son who was in the...
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    1 / 49
    2 of 5 stars (1) Poor
    Key West
    11 Bedrooms, 11 Bathrooms, Sleeps 24 | Quick View
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    • Terrace
    • Porch
    • Balcony
    • Air Conditioning
    • Shared Garden
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    About this property
    The Meeting Point – Key West is by-far the most spacious and classically elegant vacation rental property on the island. Situated in the heart of Old Town, there is nothing else like it. If you’re looking for luxury and plenty of room, The Meeting Point is the grandest vacation rental in Key West,... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 23
    4.5 of 5 stars (27) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • 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
    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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    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our property, private deep water canal dockage, and underwater lighting. These beautifully decorated homes also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 9
    5 of 5 stars (1) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 31 March 2015
    I have stayed at the Butterfly Garden more than once while in Key West on business. I enjoy the location as everything is a short bike ride away. The landscaping is amazing, the...
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    1 / 25
    1 of 5 stars (1) Terrible
    Key West
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Part of Conch Republic Cottages Efficiency at its finest! The Deckside Suite is the perfect vacation rental in Key West for those who are trying to get the most bang for their buck. You have everything you need in this cozy, studio-style unit, including a fully-stocked kitchen, cable TV, free... 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
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    • Waterfront
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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 23 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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    About this property
    Room 1 is considered by many to be one of the nicest rooms the Curry House has to offer. Newly painted, 'Barely Teal', this room highlights a four-poster bed. The recently remodelled private bathroom is spacious and includes a stunning tiled, marble shower. A semi-private veranda overlooks the... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 15
    2 of 5 stars (1) Poor
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Waterfront
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    • Pet-friendly
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    About this property
    ***PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN*** **Sunset Bay** is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden. This is... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 24
    5 of 5 stars (13) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only history but every creature comfort... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 1 week ago
    We had a great week at Kemp house. Just far enough away from the noise and business of Key West revelry, and yet just a short walk or bike ride to everywhere. Bike rental right...
    5 of 5 stars Reviewed 11 August 2015
    Great property! The house had everything ANYONE would ever need. Pool was a tropical paradise. We had three couples and one 7 month baby and we had ample space. Management...
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    1 / 3
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    'Island Wind' welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof and white spindled porches reminiscent of Old Key West Just a block off Duval Street at the corner of Truman & Simonton in Windward Park a gated community consisting of 13... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 32
    4.5 of 5 stars (13) Very good
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 21 September 2015
    We loved our stay here. It was decorated nicely, clean, and quiet. Housekeeping came in daily and did a good job. I liked the setup of the condo a lot; a nice, spacious...
    4 of 5 stars Reviewed 9 September 2015
    We could not have been more pleased with the rental process at Palm Isle. It was a very clean and well appointed condo, centrally located to the Island. It was close enough to the...
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    1 / 12
    4.5 of 5 stars (6) Very good
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock. This is not your typical canal home that are rented throughout Marathon. This one has open water, privacy and an un-obstructed view.... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 3 weeks ago
    We went for christmas we love the house, the view was awesome, every thing you need to have a good time is here. looking forward to another stay. the Styles Family
    3 of 5 stars Reviewed 30 December 2015
    We spent a week at this rental during December. I really wanted to give this 3.5 starts but it wasn't possible with the Flipkey app. Our main complaints about this unit probably...
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    1 / 18
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    <b> Minimum Rental: 1 Month </b> This is a very special unit in a premier condominium complex located directly on the Atlantic Ocean and in the heart of Islamorada. This unit provides spectacular ocean views. It is one of the few units that offer spiral stairs to the ground level directly from... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 20
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 9
    Marathon
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    About this property
    Beautiful 10,000 sq.ft. home on a deep water canal with access to the ocean, 1 block from the beach. 4 bedrooms, 5 baths, pool, hottub, 2 master bedrooms, 2 big scree TV with DVD. Bar, full kitchen. Beds: 2 King Beds, 2 Queen Beds, 1 Double Bed View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 22
    Key West
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    About this property
    Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition plasma TV found in every bedroom in addition to the living room and high speed internet available throughout. There is access to a large private association pool. This beautiful home is close to ocean and the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 February 2014
    This three bedroom condo (two upstairs bedrooms with king and twin beds and ensuite baths and a downstairs bedroom with full-sized bed and right-next-door half-bath) exceeded all...
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    1 / 32
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Location, Location, Location! Ocean View, Lagoon Beach Front. This 83' Luxury Houseboat is located at 6000 Peninsular Ave. Key West, FL 33040, slip 25. The property is furnished and includes: linens, towels, 3 bedrooms, 3 beds, 2 full baths, 1 Large pull-out couch, all kitchen appliances,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 1 week ago
    The boat is big and very comfortable for my family (5) very luxurious to the smallest details, has a jacuzzi on the top and kajacs to navigate the beautiful sea. It was awesome...
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    1 / 19
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the Key West Historical district. Close to downtown and the beaches. Perfect for two couples looking for Old Town and peace and quiet. This home offers a two bedroom, two bathroom and was nicely... View all property information
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    Key West, Florida Keys 33040
    1 / 37
    4.5 of 5 stars (2) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • DVD Player
    • Balcony
    • Terrace
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    • Pet-friendly
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    About this property
    Hibiscus Suite is a queen efficiency with a kitchen, bathroom and a small outdoor deck. Orchid and Jasmine are both one bedroom suites with queen bedrooms, queen sleeper sofas, kitchenettes and outdoor decks. All units have TV/DVD, cable and Free WiFi! This complex offers combined parking for 3... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 30 July 2014
    Lovely we'll maintained, self catering, semi-detached apartments which allows privacy yet accommodates large extended family barbecues and mingling. We hired 3 of the apartments...
    5 of 5 stars Reviewed 28 July 2014
    Pictures online are great and the property was perfect for 3 families traveling together. We tried not to be in rooms during the day since we were busy with excursions but the...
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    1 / 16
    4.5 of 5 stars (54) Very good
    Key West
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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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. Coral Hammock is one of the newest gated communities with 55 luxury... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 10 December 2013
    This is the second time that we have stayed at Coral Hammock 36 and we were not disappointed. The condo was exceptionally clean, the beds and furniture were comfortable and the...
    5 of 5 stars Reviewed 22 September 2013
    Excellent!
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    1 / 24
    Marathon
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
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    About this property
    Breathtaking Open Ocean views can be enjoyed from 3 of the 5 bedrooms,granite kitchen, and both living areas. Featured in this Custom Home are imported Italian marble floors, marble field-stone walls, and LED Lighting Technology. 110' private beach, 80' of dockage, tennis courts,tiki hut,& heated... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 23
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    About this property
    Welcome to Casa Mar Azul III, an upscale and Luxourious 3 Bedroom, 2 Bath 1/2 Duplex New Home with a private Heated Pool right located in Key Colony Beach. Key Colony Beach is a tropical island paradise, located in the Heart of the Florida Keys, with swaying palm trees and tranquil blue/green... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 12
    5 of 5 stars (1) Excellent
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    About this property
    'Welcome Aboard the 'Sea Biscuit' as we say here at Mangrove Marina, located in the northern end of Islamorada in Tavernier at Mile Marker 91.7 on the Bay side in a protected tranquil oasis cove of the beautiful Florida Keys. Our 'Aqua Lodges' are a boat lovers dream with all the comforts of home,... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 27 June 2015
    If your looking for the BEST get a way come to the Aqua lodge. Heidi who runs the vessels is sooooo accommodating. The boathouses are clean, comfortable and have all the amenities...
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    1 / 15
    3 of 5 stars (2) Average
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    About this property
    Please send us an inquiry or call us for availability. Prices vary on the units. Moon Bay is a gated, private condo community located in the heart of Key Largo at mile marker 104.3. This complex has a resort feel to it, with landscaped grounds and ample dockage in the private marina. Amenities... View all property information
    Location Information
    Key Largo, Florida Keys 33070
    4 of 5 stars Reviewed 18 April 2013
    If you are looking for a no hassle, basic place to stay in Key Largo...this is your place. Close to everything, clean and will managed. A plus or minus, depending on your point...
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    1 / 31
    5 of 5 stars (4) Excellent
    Key West
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    About this property
    Alexandria's Secret is a private retreat in the historic district of Key West. With impeccable location and amenities, this three bedroom home is a Key West favorite for its secluded ambiance.This serene hideaway is just moments away from Duval Street and the most exciting spots the southernmost... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 September 2015
    This was perfect for our family and dog!! yes dog and a big one!!Very modern kept very well plenty of room!! All around great!! When you get there you will see why the word...
    4 of 5 stars Reviewed 8 September 2015
    House set up to be very welcoming and COOL. TVs and bathrooms in every room, washer/dryer, kitchen with cooking equipment. Only problem I found was there were no full length...
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    1 / 24
    2.5 of 5 stars (2) Poor
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
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    • Elder access
    • x
    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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    1 / 12
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Porch
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    • Pet-friendly
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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
    Location Information
    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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    1 / 19
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Master Bdrm has a queen bed and attached Master Bath with Juccuzi tub. 1st guest bdrm has a queen bed. 2nd guest bdrm has 2 twin beds and an attached bath. 3rd guest bath in hallway. Very large kitchen with new granite countertops and glass tile backsplashes. New High Quality Island Furniture in... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 16
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Porch
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Spacious Key Largo bayfront home with sandy beach in tropical garden on one acre with spectacular bay views and sunsets. Relax on the large porch with ceiling fans. Sunbathe on the beach or enjoy water activities using the kayaks, fishing tackle FREE. Children will enjoy the beach and toys... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 11
    4.5 of 5 stars (5) Very good
    Islamorada
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    About this property
    Millionaire's Row! Beautiful home with private heated swimming pool directly on the ocean in Islamorada. This home offers excellent views of the ocean from many rooms. 5 bedroom, 4 bath owners home is beautifully furnished with ocean views from patio, living room (upper and lower), and dining room... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    4 of 5 stars Reviewed 12 August 2015
    Great place on the Ocean. We had 6 male adults in total, down in FL for fishing. It was very nice to come home to a clean and relaxing place. Dock was great and a fun place to...
    5 of 5 stars Reviewed 15 March 2014
    The property was exactly as pictured and more! We really didn't realize there are actually two kitchens, loved the extra detached 'cottage', the dock was stupendous with much sea...
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    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Hot Tub
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    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • ?
    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
    Location Information
    Key West, Florida Keys 33040
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of TROPICAL VILLAGE Tropical Village Retreat - Lush gardens surround this lovingly restored two-story vacation house. This upstairs suite has two bedrooms each featuring a queen bed. The fully equipped kitchen is perfect for the serious cook or enjoy your meals on the gas BBQ grill in a... 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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    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 16 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 24 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 / 26
    Islamorada
    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
    Islamorada, Florida Keys 33070
    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Beautiful remodeled 4 bedroom home. Deep water canal with 60' dockage for your boat and water toys. Minutes to the ocean for fishing and diving. Close to public beaches and boat ramps. On a double lot for plenty of room to enjoy your tropical vacation. Separate laundry room, barbecue, central air... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 8
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Waterfront Home, 3 bedroom, 2 bath, with it's own dock. Centrally located, walking distance to shopping, bank, KMart, deli, movie, museum, popular beach, dining, fishing and snorkel boats. Boat rentals available. Bike path to public beach. Where sun-kissed bathers enjoy the easy life.......and... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 24
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Minimum Stay 1 Month. 'Beba's Reef House' will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a charming 2... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 10
    5 of 5 stars (41) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
    • Satellite TV
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    • Air Conditioning
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    • Shared Outdoor Pool...
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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. It is an upstairs unit with 2 bedrooms and 1 Bathroom with 1 queen, 2... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 5 November 2015
    We enjoyed our stay at Shipyard 253. It is a nice two bedroom/one bath with a great location only two blocks from Duval and situated in the middle of the strip. Was very clean...
    5 of 5 stars Reviewed 30 July 2013
    Shipyard 253 was in the perfect location. We were able to walk to Duvall Street, Fort Zachary Beach and South Beach. The condo was equipped with everything we needed for the week...
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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.