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Florida - Florida Keys Holiday Rentals

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

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


$205 - $375 /night
$1235 - $2828 /week
Key West Charming

  25 reviews   Add to Favorites

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


$265 - $420 /night
$1575 - $3118 /week
Conch Wind

  35 reviews   Add to Favorites

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


$600 - $895 /night
$3990 - $7000 /week
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

  6 reviews   Add to Favorites

Condo: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States


$225 - $422 /night
$1350 - $2973 /week
Conch Condo

  11 reviews   Add to Favorites

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


$175 - $369 /night
$1225 - $2583 /week
1 bedroom/1 bathroom premium condo

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, 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


$490 - $580 /night
$3290 - $5670 /week
Duval Square Penthouse: A large, beautiful condo steps fr...

  40 reviews   Add to Favorites

Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
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


$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


Contact Owner
Directly For Rates
Boater's Beach Haven

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


$375 - $570 /night
$2250 - $3950 /week
Key West Crown Jewel

  6 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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



$1200 - $1350 /week
Tropical condo with spectacular ocean view

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key Colony Beach, 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


$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


$230 - $413 /night
$1390 - $2725 /week
Papaya Place

  27 reviews   Add to Favorites

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


Contact Owner
Directly For Rates
2 Bedroom / 2 Bathroom Condo 101

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


$290 - $370 /night
$1890 - $3290 /week
Beach Club #103 - Unique oceanfront living with breathtak...

  31 reviews   Add to Favorites

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


$310 - $617 /night
$2000 - $3915 /week
Sundown Refuge

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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


$225 - $471 /night
$1350 - $3096 /week
Duval Breeze

  58 reviews   Add to Favorites

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


$330 - $520 /night
$2100 - $4340 /week
Duval Square Courtyard Condo is just steps from the action

  23 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States


$305 - $504 /night
$1900 - $3770 /week
Truman's Hideaway

  10 reviews   Add to Favorites

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


$225 - $471 /night
$1350 - $3096 /week
Duval Sea Turtle

  47 reviews   Add to Favorites

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


$250 - $320 /night
$1680 - $3080 /week
Duval Square Castaway: A condo steps from the action

  13 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
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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