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Florida - Florida Keys Holiday Rentals

199 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 199
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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place cond... Learn More
Rates
$1900 - $3770 week


Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty b... Learn More
Rates
$170 - $240 night
$1120 - $1610 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-bedroom Conch cottage with outdoor dining and p... Learn More
Rates
$465 - $906 night
$2925 - $6018 week


Pet Friendly   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Home in Key West - Ocean View
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes on the breathtaking views of the Atlantic Ocean.... Learn More
Rates
$160 - $200 night
$1050 - $1330 week


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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, you'll have first row seats for sunset every night. Take advantage of the private boat do... Learn More
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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: 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 - $2800 week


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3 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes tha... Learn More
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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: KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and close enough to bike to all the sites and attractio... Learn More
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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Rates
$1550 - $3444 week


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1 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in Architectural Digest. Fil... Learn More
Rates
$170 - $220 night
$1120 - $1470 week


High-Speed Internet


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1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei... Learn More
Rates
$190 - $384 night
$1050 - $2320 week


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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: A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West neighborhood minutes from all the Duval Street... Learn More
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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: True island living in this 1 loft bedroom 1 bath cottage, complete with living room and kitchen. French doors open to a meandering... Learn More
Rates
$210 - $392 night
$1200 - $2320 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Island elegance and a blend of modern sophistication marks this distinctive four level waterfront luxury property. Offering the best of Florida Ke... Learn More
Rates
$458 - $658 night
$3206 - $4606 week


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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: Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and more quiet end of Duval Street. This recently... Learn More
Rates
$250 - $310 night
$1680 - $2030 week


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3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... Learn More
Rates
$558 - $658 night
$3906 - $4606 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: Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key West. Hidden behind the most photographed "Prohi... Learn More
Rates
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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
$109 - $329 night
$763 - $2303 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in y... Learn More
Rates
$1750 - $2450 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in y... Learn More
Rates
$300 - $450 night
$2100 - $3150 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 8
Location: Key West, Florida, United States
Description: Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in y... Learn More
Rates
$300 - $450 night
$2100 - $3150 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 8
Location: Key West, Florida, United States
Description: Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in y... Learn More
Rates
$300 - $450 night
$2100 - $3150 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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 - $399 night
$1673 - $2793 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 8
Location: Key West, Florida, United States
Description: Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in y... Learn More
Rates
$300 - $450 night
$2100 - $3150 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 101 - 125 of 199
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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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