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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 26 - 50 of 94
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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...
Rates
$320 - $460 night
$2100 - $4200 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most popular spots in Old Town Key West. Remodel...
Rates
$1235 - $2828 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 6
Location: Key West, Florida, United States
Description: Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl...
Rates
$290 - $470 night
$1890 - $3290 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minutes from Fort Zachary Taylor State Park and its b...
Rates
$1890 - $3150 week


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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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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...
Rates
$4100 - $5600 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, plasma TVs and home theatre in living room, pla...
Rates
$1350 - $2973 week


Non Smoking   Swimming Pool   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 - $8400 week


Non Smoking   Swimming Pool   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...
Rates
$580 - $800 night
$3710 - $6300 week


Non Smoking   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 SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom and the living room. Covered, gated parking sp...
Rates
$225 - $471 night
$1350 - $3096 week


Non Smoking   Swimming Pool   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: PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the nature preserve. Master bedroom with new king bed...
Rates
$230 - $413 night
$1390 - $2861 week


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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 - $3080 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval Street entertainment. 3 bedroom 2 bath privat...
Rates
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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in Old Town Key West. Living/dining area opens to...
Rates
$205 - $375 night
$1235 - $2828 week


Non Smoking   Swimming Pool   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 - $730 night
$1575 - $5110 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, airport and some of the lo...
Rates
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes advantage of every breeze with plenty of windows, ...
Rates
$240 - $442 night
$1400 - $2849 week


Pet Friendly   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


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; bring your own boat or rent one in Key West. Ol...
Rates
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Special Offer Feb 7 - Mar 4   *** MARCH IS JUST AROUND THE CORNER AND SUNDOWN RE ...
2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Truman Annex. Overlook Florida Bay in one directio...
Rates
$2000 - $3915 week


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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-equipped kitchen, comfortable dining area, and liv...
Rates
$180 - $360 night
$1050 - $2343 week


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Special Offer Feb 7 - Apr 8   *** APRIL BRINGS SPRING FLOWERS AND GREAT DEALS! * ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean go...
Rates
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2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and attractions of Old Town. Refurbished with updated...
Rates
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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked f...
Rates
$215 - $413 night
$1225 - $2574 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store i...
Rates
$210 - $392 night
$1200 - $2320 week


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Listings 26 - 50 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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