Key West Vacation Rentals
212 Key West 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 Key West, Florida Keys, Florida, United States.
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 - $250 night
$1260 - $1680 week
$190 - $250 night
$1260 - $1680 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
$190 - $250 night
$1260 - $1680 week
$190 - $250 night
$1260 - $1680 week
Featured
Home:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape for a couple or singles looking to get away from... Learn More
Location: Key West, Florida, United States
Description: SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape for a couple or singles looking to get away from... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
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
$170 - $220 night
$1120 - $1470 week
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 - $200 night
$1050 - $1330 week
$160 - $200 night
$1050 - $1330 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the Casa Marina District of Key West. A great apar... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the Casa Marina District of Key West. A great apar... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the perfect escape for a couple or singles lookin... Learn More
Location: Key West, Florida, United States
Description: COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the perfect escape for a couple or singles lookin... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
$170 - $240 night
$1120 - $1610 week
$170 - $240 night
$1120 - $1610 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: OSPREY - This bright and colorful studio cottage is located in the same small community once known as The Colony Suites, a charming and secluded K... Learn More
Location: Key West, Florida, United States
Description: OSPREY - This bright and colorful studio cottage is located in the same small community once known as The Colony Suites, a charming and secluded K... Learn More
Rates
$130 - $321 night
$650 - $1824 week
$130 - $321 night
$650 - $1824 week
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
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
$210 - $392 night
$1200 - $2320 week
Home:
1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bun... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street address many desire. This charming one bedroom bun... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Rates
$200 - $260 night
$1330 - $1750 week
$200 - $260 night
$1330 - $1750 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:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina District of Key West. The cool, classy decor and whi... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina District of Key West. The cool, classy decor and whi... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Location: Key West, Florida, United States
Description: This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical outdoor spaces.... Learn More
Rates
$190 - $250 night
$1260 - $1680 week
$190 - $250 night
$1260 - $1680 week
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
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
$121 - $275 night
$847 - $1925 week
$121 - $275 night
$847 - $1925 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy your stay at P... Learn More
Location: Key West, Florida, United States
Description: Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy your stay at P... Learn More
Rates
$200 - $300 night
$1400 - $2100 week
$200 - $300 night
$1400 - $2100 week
Home:
1 Bedroom, 2 Bathroom, Sleeps 3
Location: Key West, Florida, United States
Description: TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. ... Learn More
Location: Key West, Florida, United States
Description: TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. ... Learn More
Rates
$210 - $413 night
$1130 - $2414 week
$210 - $413 night
$1130 - $2414 week
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, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This is one of the most elegant and col... Learn More
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This is one of the most elegant and col... Learn More
Rates
$270 - $400 night
$1820 - $2730 week
$270 - $400 night
$1820 - $2730 week
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:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: SOUTHERN WIND -- A renovated two bedroom two bath two story home located in the Windward Park compound in the heart of Old Town and walking distanc... Learn More
Location: Key West, Florida, United States
Description: SOUTHERN WIND -- A renovated two bedroom two bath two story home located in the Windward Park compound in the heart of Old Town and walking distanc... Learn More
Rates
$265 - $471 night
$1575 - $2900 week
$265 - $471 night
$1575 - $2900 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
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
$180 - $280 night
$1190 - $1820 week
$180 - $280 night
$1190 - $1820 week
Home:
2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been co... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been co... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
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