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Florida - Florida Keys Holiday Rentals

127 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 51 - 75 of 127
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3 bedroom Vacation Rental Home in Marathon - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: In the Florida Keys At MM 50 - East Sister Rock Island is a ΒΌ mile off the Atlantic shore of Marathon. On this private island sits a dream come tru... Learn More
Rates
$714 - $725 night
$5000 - $5500 week


Swimming Pool   High-Speed Internet


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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: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A... Learn More
Rates
Contact Owner
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Pet Friendly   Swimming Pool


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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: CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you an... Learn More
Rates
$175 - $338 night
$1000 - $2094 week


Swimming Pool   High-Speed Internet


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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: SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nestled in the center of historic Old Town Key West... Learn More
Rates
$400 - $856 night
$2650 - $5873 week


Pet Friendly   Swimming Pool


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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


Swimming Pool   High-Speed Internet


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Special Offer Nov 8 - Nov 20   Special Rate! From November 8th to 28th only fo ...
2 bedroom Vacation Rental Home in Hollywood
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Hollywood, Florida, United States
Description: //// November 8th to 28th only for $1,350 Completely furnished 2 bedrooms - large size beds 1 bathroom Full kitchen - white appliances ... Learn More
Rates
$90 - $90 night
$550 - $550 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. T... Learn More
Rates
$310 - $430 night
$2030 - $3430 week


Non Smoking


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3 bedroom Vacation Rental Home in Ramrod Key
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ramrod Key, Florida, United States
Description: Brand New 3 BR, 2 bath with dockage and great introductory pricing!!!!!! A paradise is immersed when entering Ramrod Key. It offers you a close re... Learn More
Rates
$1300 - $2300 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
$1673 - $2713 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
$1673 - $2713 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, 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


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2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the... Learn More
Rates
$250 - $350 night
$1680 - $3010 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Marathon
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Marathon, Florida, United States
Description: Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private home, with sun-kissed skies and the sparkling blu... Learn More
Rates
$3900 - $5400 week


Non Smoking   Swimming Pool   High-Speed Internet


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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 - $3500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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 Duck Key
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Duck Key, Florida, United States
Description: All the comforts of home! Each beautiful unit features a full kitchen, comfortable living space, multiple bedrooms, private porches or lanais, tro... Learn More
Rates
$3200 - $4900 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cottage in Key West
Cottage: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. The quiet compound... Learn More
Rates
$220 - $320 night
$1470 - $2380 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
$1673 - $2713 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Key Colony Beach
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Key Colony Beach, Florida, United States
Description: This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to ... Learn More
Rates
$1250 - $1700 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
$1673 - $2713 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 2
Location: Key West, Florida, United States
Description: Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica tru... Learn More
Rates
$190 - $260 night
$1190 - $1820 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Marathon
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Marathon, Florida, United States
Description: Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick access to open water! Very spacious, concrete dock, sundeck ... Learn More
Rates
$1360 - $1500 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
$1673 - $2713 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
$1673 - $2713 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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


View Details and Book Online Send Inquiry





Listings 51 - 75 of 127
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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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