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Florida - Florida Keys Holiday Rentals

133 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.

Email us now for more information about your Florida Keys vacation rental.
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 101 - 125 of 133
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4 bedroom Vacation Rental Home in Marathon
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Marathon, Florida, United States
Description: Welcome to the finest private luxury compound in the Florida Keys! Located in beautiful Marathon, just 57 miles from Key West, MileMarker 57 hides ... Learn More
Rates
$3000 - $4200 week


Non Smoking


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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... Learn More
Rates
$290 - $420 night
$1890 - $3500 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: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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... Learn More
Rates
$170 - $240 night
$1120 - $2240 week


Non Smoking


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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... Learn More
Rates
$270 - $350 night
$1820 - $2800 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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... Learn More
Rates
$225 - $589 night
$1575 - $4123 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best describes this oasis in the Casa Marina District. Ent... Learn More
Rates
$750 - $1100 night
$4970 - $8540 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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


Non Smoking   Swimming Pool   High-Speed Internet


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Studio Vacation Rental Condo in Tavernier
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Tavernier, Florida, United States
Description: Tropical Suite Unit Description: The Tropical Suite is located only steps from our private beach. The living room and bedroom share the same space... Learn More
Rates
$159 - $200 night
$1113 - $1400 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key Colony Beach
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key Colony Beach, Florida, United States
Description: 14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airco... Learn More
Rates
$700 - $1600 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: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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... Learn More
Rates
$730 - $1030 night
$4900 - $7700 week


Non Smoking   Swimming Pool   High-Speed Internet


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Studio Vacation Rental Condo in Tavernier
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Tavernier, Florida, United States
Description: Orchid Suite Unit Description: The Caribbean Orchid Suite features a romantic, semi-enclosed private porch. It is conveniently located only fiftee... Learn More
Rates
$149 - $209 night
$1043 - $1463 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 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... Learn More
Rates
$200 - $330 night
$1330 - $2590 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $499 night
$1583 - $3493 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 l... Learn More
Rates
$320 - $430 night
$2030 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Tavernier
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Tavernier, Florida, United States
Description: Water View Cottage Unit Description: The Caribbean Cottages are located close to our private beach and each has either a Bay view or a pool view. ... Learn More
Rates
$219 - $325 night
$1533 - $2275 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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... Learn More
Rates
$138 - $369 night
$966 - $2583 week


Non Smoking   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... Learn More
Rates
$260 - $370 night
$1680 - $2940 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features a partial kitchen, and flat panel TV with a ne... Learn More
Rates
$162 - $454 night
$1134 - $3178 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 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... Learn More
Rates
$220 - $350 night
$1470 - $3010 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Tavernier
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Tavernier, Florida, United States
Description: Tropical Efficiency Unit Description: The Tropical One-Bedroom Efficiencies are located near the water, and have a view of our beautiful tropical ... Learn More
Rates
$119 - $199 night
$833 - $1393 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 101 - 125 of 133
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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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