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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:


$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



$3000 - $4000 /week
Tarpon, dolphin, cobia--name your fishing season

  13 reviews   Add to Favorites

Home: 3 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States


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Directly For Rates
Heliconia House

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


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Directly For Rates
Cayo Hueso Sunshine

  1 reviews   Add to Favorites

Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$260 - $504 /night
$1625 - $3618 /week
A Place in Paradise

  22 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$290 - $370 /night
$1890 - $3290 /week
Beach Club #112 - Unique Oceanfront living

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States


$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


$215 - $413 /night
$1225 - $2574 /week
Tranquility

  26 reviews   Add to Favorites

Cottage: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States



$4100 - $5600 /week
Sip your coffee looking out to a tropical sunrise

  28 reviews   Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Marathon, Florida, United States



$3000 - $4000 /week
Quick Atlantic access, dockage, pool

  3 reviews   Add to Favorites

Home: 3 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States


$290 - $370 /night
$1890 - $3500 /week
Beach Club #204 - Unique Oceanfront living

  22 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States


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Directly For Rates
2 Bedroom / 2 Bathroom Condo 101

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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



$6000 - $11600 /week
Bloom'n Paradise

  2 reviews   Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
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


$450 - $560 /night
$2940 - $5040 /week
Villa Paradiso: A unique mid-town paradise

  46 reviews   Add to Favorites

Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$290 - $370 /night
$1890 - $3290 /week
Beach Club #104 - Unique oceanfront living with breathtak...

  15 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$850 - $950 /night
$5740 - $8400 /week
Villa Tropicale: A lush, secluded estate in the Casa Mari...

  22 reviews   Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
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


$370 - $450 /night
$2380 - $4900 /week
Whitehead House: A unique two story home beside the Audub...

  39 reviews   Add to Favorites

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$230 - $428 /night
$1425 - $3241 /week
Linger Longer

  23 reviews   Add to Favorites

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 5
Location: Key West, Florida, United States


$207 - $625 /night
$1449 - $4375 /week
2 bedroom/2 bathroom premium condo

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States


Contact Owner
Directly For Rates
Coconut Cottage

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


$170 - $220 /night
$1120 - $2030 /week
Enjoy soothing ocean breezes at Tropical Tranquility (La ...

  22 reviews   Add to Favorites

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


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Directly For Rates
Green Orchid

Cottage: 2 Bedroom, 2.5 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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