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Florida - Florida Keys Holiday Rentals

98 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 98
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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: EGRET COTTAGE -- An idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei...
Rates
$195 - $384 night
$1100 - $2429 week


Swimming Pool   High-Speed Internet


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Special Offer Apr 25 - Jun 30   $$$ Great Offering for Green Orchid $$$ Take advan ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: GREEN ORCHID: Situated on a narrow lane in one of the last historic Old Town neighborhood, this 2-bedroom 2.5 bath home has it all! Living room h...
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3 bedroom Vacation Rental Home in Marathon - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: In the Florida Keys At MM 50 - East Sister Rock Island is a ΒΌ mile off the Atlantic shore of Marathon. On this private island sits a dream come tru...
Rates
$714 - $725 night
$5000 - $5500 week


Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan with a well stocked kitchen, spacious living roo...
Rates
$225 - $471 night
$1350 - $3096 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A...
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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: Thoughtfully restored, Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the la...
Rates
$320 - $480 night
$2030 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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...
Rates
$330 - $460 night
$2100 - $3290 week


Non Smoking


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2 bedroom Vacation Rental Villa in Marathon
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Marathon, Florida, United States
Description: Two Bedroom Unit Description: Our Waterfront Villas are situated right on the Gulf of Mexico and comfortably sleep up to 6 people with two bedroo...
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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...
Rates
$1360 - $2300 week


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in...
Rates
$270 - $400 night
$1680 - $2590 week


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 1.5 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...
Rates
$240 - $360 night
$1470 - $2520 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...
Rates
$750 - $1120 night
$5040 - $7700 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Key Colony Beach
Condo: 3 Bedroom, 2.5 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 ...
Rates
$1250 - $1700 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for...
Rates
$270 - $400 night
$1820 - $2800 week


Non Smoking   Swimming Pool   High-Speed Internet


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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...
Rates
$270 - $400 night
$1750 - $2800 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 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...
Rates
$170 - $270 night
$1120 - $1820 week


Non Smoking


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4 bedroom Vacation Rental Condo in Key West
Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Key West, Florida, United States
Description: Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penthouse condo steps from the action has been recen...
Rates
$470 - $730 night
$3080 - $5600 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
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...
Rates
$470 - $690 night
$3150 - $5150 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: 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...
Rates
$290 - $350 night
$1890 - $3640 week


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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...
Rates
$230 - $270 night
$1470 - $2240 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...
Rates
$200 - $290 night
$1190 - $1820 week


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Studio Vacation Rental Condo in Key West
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Premium studio condo Unit Description: This newly refurbished studio, decorated with island-inspired elegance, features a kitchenette with microwa...
Rates
$163 - $325 night
$1141 - $2275 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's brick, tree lined courtyard that includes shops and...
Rates
$250 - $380 night
$1680 - $2800 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features a full kitchen and a flat panel TV. The unit i...
Rates
$225 - $525 night
$1575 - $3675 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Marathon
Home: 3 Bedroom, 4.5 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...
Rates
$3000 - $4000 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 51 - 75 of 98
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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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