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Florida - Florida Keys Holiday Rentals

94 Florida - Florida Keys Holiday Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Florida Keys, Florida, United States.

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If you're looking for a vacation rental in Key West, go to our Key West vacation rentals page. For Tavenier, go to our Tavernier vacation rentals page. For other areas of the state, go to our Florida vacation rentals page.

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Listings 51 - 75 of 94
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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently located on a quiet street in the heart of Old T... Learn More
Rates
$625 - $1298 night
$4165 - $8374 week


Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Rates
$1650 - $3553 week


Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in a great location and a great value for a great... Learn More
Rates
$1175 - $2719 week


Swimming Pool


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2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$270 - $370 night
$1750 - $2940 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of Duval Street you'll find this stylish, newly r... Learn More
Rates
$580 - $780 night
$3710 - $6300 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in Marathon
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Marathon, Florida, United States
Description: Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick, easy access to open water! Very spacious, concrete dock, su... Learn More
Rates
$1360 - $1500 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Ramrod Key
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ramrod Key, Florida, United States
Description: Brand New 3 BR, 2 bath with dockage and great introductory pricing!!!!!! A paradise is immersed when entering Ramrod Key. It offers you a close re... Learn More
Rates
$1300 - $2300 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined residential street in the heart of the historic Old... Learn More
Rates
$750 - $1030 night
$5040 - $7700 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums offer a Florida charm that is relaxing, easy and... Learn More
Rates
$170 - $240 night
$1120 - $2240 week


Non Smoking


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3 bedroom Vacation Rental Condo in Key Colony Beach
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Key Colony Beach, Florida, United States
Description: This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to ... Learn More
Rates
$1250 - $1700 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually deco... Learn More
Rates
$490 - $690 night
$3290 - $5600 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on t... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Marathon
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Marathon, Florida, United States
Description: Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private home, with sun-kissed skies and the sparkling blu... Learn More
Rates
$3900 - $5400 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Marathon
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation... Learn More
Rates
$3000 - $4000 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound... Learn More
Rates
$240 - $320 night
$1470 - $2380 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Marathon
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Marathon, Florida, United States
Description: Welcome to the finest private luxury compound in the Florida Keys! Located in beautiful Marathon, just 57 miles from Key West, MileMarker 57 hides ... Learn More
Rates
$3000 - $4200 week


Non Smoking


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2 bedroom Vacation Rental Condo in Duck Key
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Duck Key, Florida, United States
Description: All the comforts of home! Each beautiful unit features a full kitchen, comfortable living space, multiple bedrooms, private porches or lanais, tro... Learn More
Rates
$3200 - $4900 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru... Learn More
Rates
$190 - $260 night
$1190 - $1820 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is loca... Learn More
Rates
$320 - $420 night
$2100 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Marathon
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation... Learn More
Rates
$3000 - $4000 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. T... Learn More
Rates
$330 - $430 night
$2100 - $3430 week


Non Smoking


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Studio Vacation Rental Condo in Key West - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru... Learn More
Rates
$170 - $240 night
$1050 - $1750 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condominiums offer a Florida charm that is relaxing, e... Learn More
Rates
$230 - $330 night
$1470 - $2590 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best describes this oasis in the Casa Marina District. Ent... Learn More
Rates
$850 - $1100 night
$5740 - $8540 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 51 - 75 of 94
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 

Explore the Florida Keys Fantastic State Parks from Your Vacation Rental



Florida's well-known for its award-winning state parks, and some of the best are located in the Florida Keys. Staying in a vacation rental is a great way to explore these unspoiled gems. You can settle in and plan out your visits, returning to the comforts and amenities of your home away from home each evening. And all the other tourists will be shopping or at some attraction, you'll likely have a lot of room to yourself. Here are three you should check out, though they're all worthy of your time and interest.

Dagny Johnson Key Largo Hammock Botanical State Park. You'll find one of the largest tracts of hardwood hammock trees in the United States, as well as 84 protected species of plants and animals. Wild cotton, mahogany and mistletoe abound. There are plenty of trails and lots of quiet places to relax, reflect or bird watch. There are also paved roads for cyclists -- and they're handicap accessible for those in wheelchairs or needing walkers.

John Pennekamp Coral Reef State Park. If you're planning on exploring Pennekamp in your RV, you might want think again. This is the first undersea park in the United States, encompassing 70 nautical -- not square -- miles. Take heart, there are land areas where you can see native mangrove swamps and hardwood hammock groves. But visitors come primarily for the coral reefs and their marine life. Of course, scuba and snorkeling are two popular activities in the park, but so are tours in a glass-bottomed boat.

Fort Zachary Taylor Historic State Park. Located at the very end of the Florida Keys, this park was designated a National Historic Landmark in 1973. Fort Zachary Taylor was important during both the Civil War and Spanish-American war. It's also home to Key West's most popular beach, where you can swim, snorkel, fish or just sunbathe. You'll find this must-visit park at the end of Southard Street on Truman Annex.
 

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