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Florida - Florida Keys Holiday Rentals

100 Florida - Florida Keys Holiday Rentals were found matching your criteria.

Select a city/town to narrow your vacation rental search or browse listings below:


$125 - $125 /night
$875 - $875 /week
Sombrero Cozy Condo

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Marathon, Florida, United States


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Coconut Cottage

Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$150 - $355 /night
$825 - $2182 /week
Osprey

  43 reviews   Add to Favorites

Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States


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Sunny View

  2 reviews   Add to Favorites

Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$200 - $250 /night
$1190 - $2240 /week
Casa Atlantica: A one BR condo on the Atlantic shore of K...

  38 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$129 - $359 /night
$903 - $2513 /week
Premium studio condo

Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$240 - $270 /night
$1470 - $2660 /week
Ann Street Cottage: A bright and airy home near Duval Street

  41 reviews   Add to Favorites

Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$180 - $220 /night
$1050 - $2100 /week
Casa Atlantica: A studio condo on the Atlantic shore of K...

  31 reviews   Add to Favorites

Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States


$385 - $615 /night
$2695 - $4305 /week
2 Bedrooms Apartment at The Mutiny 88337

Apartment: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Coral Gables, Florida, United States


$385 - $615 /night
$2695 - $4305 /week
2 Bedrooms Apartment at the Mutiny 88347

Apartment: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Coral Gables, Florida, United States


$250 - $320 /night
$1680 - $3500 /week
Duval Square Retreat: A beautiful condo steps from the ac...

  30 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


Special Offer May 3 - Jun 1   SUPER SAVINGS WITH SUMMER PRICING DURING THE MONTH ...
$174 - $378 /night
$1050 - $2828 /week
Finn Key

  29 reviews   Add to Favorites

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Perfect Pineapple

  6 reviews   Add to Favorites

Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$270 - $300 /night
$1820 - $3500 /week
Key Lime Calypso: A cottage in the heart of Bahama Village

  34 reviews   Add to Favorites

Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$230 - $428 /night
$1425 - $3241 /week
The Hemingway

  24 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States



$1890 - $3150 /week
President's Walk is perfectly located in the Truman Annex

  19 reviews   Add to Favorites

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Green Orchid

Cottage: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States


Special Offer May 3 - Jun 1   ***Island Wind - Tropical Winds Are Beckoning And ...
$225 - $518 /night
$1339 - $3118 /week
Island Wind

Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$205 - $378 /night
$1235 - $2828 /week
Lavender Jungle

  23 reviews   Add to Favorites

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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Directly For Rates
Key Lime Pie

  7 reviews   Add to Favorites

Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$265 - $420 /night
$1575 - $3118 /week
Leeward Isle Key West Retreat

  37 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$160 - $355 /night
$935 - $2284 /week
Paradise Place

  26 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$230 - $290 /night
$1470 - $2450 /week
Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

  39 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$270 - $330 /night
$1750 - $3150 /week
Pete's East Cottage: Cypress east cottage steps from Duval

  17 reviews   Add to Favorites

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


$270 - $330 /night
$1750 - $3150 /week
Pete's West Cottage steps from Duval

  15 reviews   Add to Favorites

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States


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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