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Florida - Florida Keys Vacation Rentals
193 Florida - Florida Keys Vacation 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.
The Florida Keys are a favorite destination, and vacation rentals are a great way to experience all these beautiful keys have to offer. Whether you're looking for Key West vacation rentals or Tavernier vacation rentals you're sure to find what you need for fantastic fun in the surf and sun. Check out our selection below. We also have thousands of Florida vacation rentals in other areas of the state. Or visit our home page for even more vacation rentals throughout the United States and the around world.
The Florida Keys are a favorite destination, and vacation rentals are a great way to experience all these beautiful keys have to offer. Whether you're looking for Key West vacation rentals or Tavernier vacation rentals you're sure to find what you need for fantastic fun in the surf and sun. Check out our selection below. We also have thousands of Florida vacation rentals in other areas of the state. Or visit our home page for even more vacation rentals throughout the United States and the around world.
Select a city/town to narrow your vacation rental search or browse listings below:
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Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Fantastic location combined with casual elegance makes this Key West cottage a great retreat to experience! And the historic seaport is just step... Learn More
Location: Key West, Florida, United States
Description: Fantastic location combined with casual elegance makes this Key West cottage a great retreat to experience! And the historic seaport is just step... Learn More
Rates
$450 - $720 night
$2940 - $5040 week
$450 - $720 night
$2940 - $5040 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Rates
$160 - $313 night
$1050 - $2191 week
$160 - $313 night
$1050 - $2191 week
Featured
Home:
5 Bedroom, 4 Bathroom, Sleeps 10
Location: Key West, Florida, United States
Description: There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most luxurious single ... Learn More
Location: Key West, Florida, United States
Description: There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most luxurious single ... Learn More
Rates
$870 - $2000 night
$5950 - $14000 week
$870 - $2000 night
$5950 - $14000 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Looking for the perfect Key West get away or corporate retreat? Look no further, here is your opportunity. This little gem is located one block fro... Learn More
Location: Key West, Florida, United States
Description: Looking for the perfect Key West get away or corporate retreat? Look no further, here is your opportunity. This little gem is located one block fro... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Featured
Home:
5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE (Formerly Treetop Villa) - This gracious historical property, dating from the early 20th century, was built by prominent cigar m... Learn More
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE (Formerly Treetop Villa) - This gracious historical property, dating from the early 20th century, was built by prominent cigar m... Learn More
Rates
$825 - $1668 night
$5500 - $10875 week
$825 - $1668 night
$5500 - $10875 week
Featured
Home:
2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Rates
$340 - $682 night
$2100 - $4350 week
$340 - $682 night
$2100 - $4350 week
Featured
Cottage:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duva... Learn More
Location: Key West, Florida, United States
Description: Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duva... Learn More
Rates
$190 - $320 night
$1260 - $2240 week
$190 - $320 night
$1260 - $2240 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony with... Learn More
Location: Key West, Florida, United States
Description: Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony with... Learn More
Rates
$1200 - $1750 week
$1200 - $1750 week
Featured
Condo:
2 Bedroom, 1.5 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: BAHAMIAN REED: A bright and colorful 2 bedroom 1.5 bathroom townhome located in the prestigious community of Truman Annex all within the Old Town... Learn More
Location: Key West, Florida, United States
Description: BAHAMIAN REED: A bright and colorful 2 bedroom 1.5 bathroom townhome located in the prestigious community of Truman Annex all within the Old Town... Learn More
Rates
$1300 - $2864 week
$1300 - $2864 week
Home:
2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: AMELIA HOME - A 2 bedroom 2.5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from al... Learn More
Location: Key West, Florida, United States
Description: AMELIA HOME - A 2 bedroom 2.5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from al... Learn More
Rates
$340 - $682 night
$2100 - $4350 week
$340 - $682 night
$2100 - $4350 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium complex is situated opposite the larg... Learn More
Location: Key West, Florida, United States
Description: Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium complex is situated opposite the larg... Learn More
Rates
$200 - $370 night
$1330 - $2590 week
$200 - $370 night
$1330 - $2590 week
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
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
$458 - $758 night
$3206 - $5306 week
$458 - $758 night
$3206 - $5306 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town, one block behind celebrated Duval Street, thi... Learn More
Location: Key West, Florida, United States
Description: BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town, one block behind celebrated Duval Street, thi... Learn More
Rates
$450 - $873 night
$2800 - $5655 week
$450 - $873 night
$2800 - $5655 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sit... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sit... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of Truman Annex, a gated residential community i... Learn More
Location: Key West, Florida, United States
Description: FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of Truman Annex, a gated residential community i... Learn More
Rates
$1100 - $2538 week
$1100 - $2538 week
Home:
3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: DUVAL PENTHOUSE -- A large luxury apartment located in downtown Key West. This property has it all, fabulous location, beautifully furnished and pl... Learn More
Location: Key West, Florida, United States
Description: DUVAL PENTHOUSE -- A large luxury apartment located in downtown Key West. This property has it all, fabulous location, beautifully furnished and pl... Learn More
Rates
$625 - $1378 night
$3750 - $9063 week
$625 - $1378 night
$3750 - $9063 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sit... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sit... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex ... Learn More
Location: Key West, Florida, United States
Description: BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex ... Learn More
Rates
$1300 - $2791 week
$1300 - $2791 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane address in Key West. So near the Caroline Stre... Learn More
Location: Key West, Florida, United States
Description: Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane address in Key West. So near the Caroline Stre... Learn More
Rates
$5500 - $11760 week
$5500 - $11760 week
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
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 - $400 night
$1820 - $3800 week
$270 - $400 night
$1820 - $3800 week
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
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
$150 - $320 night
$980 - $2240 week
$150 - $320 night
$980 - $2240 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms and three bathrooms in the ... Learn More
Location: Key West, Florida, United States
Description: BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms and three bathrooms in the ... Learn More
Rates
$5500 - $11375 week
$5500 - $11375 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Location: Key West, Florida, United States
Description: CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Rates
$225 - $435 night
$1300 - $2610 week
$225 - $435 night
$1300 - $2610 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL New property to our rental program! Villa Martinique is luxurious, tropical and tasteful! Located down a quiet lane, 2 bloc... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL New property to our rental program! Villa Martinique is luxurious, tropical and tasteful! Located down a quiet lane, 2 bloc... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
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 - $250 night
$1050 - $1750 week
$160 - $250 night
$1050 - $1750 week
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