Key West Vacation Rentals
211 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.
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
$558 - $658 night
$3906 - $4606 week
$558 - $658 night
$3906 - $4606 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach... Learn More
Location: Key West, Florida, United States
Description: SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach... Learn More
Rates
$375 - $662 night
$2350 - $4344 week
$375 - $662 night
$2350 - $4344 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
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Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central lo... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central lo... Learn More
Rates
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Contact Owner
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Home:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: ATLANTIC BLUES - Is a stylish example of a Conch cottage, totally renovated with gorgeous hardwood floors, beautiful glass tiles, shining granite ... Learn More
Location: Key West, Florida, United States
Description: ATLANTIC BLUES - Is a stylish example of a Conch cottage, totally renovated with gorgeous hardwood floors, beautiful glass tiles, shining granite ... Learn More
Rates
Contact Owner
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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 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
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
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
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
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: 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 - $290 night
$1330 - $1960 week
$200 - $290 night
$1330 - $1960 week
Home:
3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the property through a se... Learn More
Location: Key West, Florida, United States
Description: This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the property through a se... Learn More
Rates
$410 - $570 night
$2730 - $3780 week
$410 - $570 night
$2730 - $3780 week
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
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
$458 - $658 night
$3206 - $4606 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants bloomi... Learn More
Location: Key West, Florida, United States
Description: KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants bloomi... Learn More
Rates
$210 - $413 night
$1200 - $2465 week
$210 - $413 night
$1200 - $2465 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 - $350 night
$1820 - $2310 week
$270 - $350 night
$1820 - $2310 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in a great location and a great value for a great... Learn More
Location: Key West, Florida, United States
Description: PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in a great location and a great value for a great... Learn More
Rates
$1100 - $2538 week
$1100 - $2538 week
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 2 bedroom 2 bath unit has a wonderf... 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 2 bedroom 2 bath unit has a wonderf... Learn More
Rates
$270 - $400 night
$1820 - $2730 week
$270 - $400 night
$1820 - $2730 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll do... Learn More
Location: Key West, Florida, United States
Description: Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll do... Learn More
Rates
$710 - $990 night
$4830 - $6790 week
$710 - $990 night
$4830 - $6790 week
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Location: Key West, Florida, United States
Description: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Rates
$1600 - $3408 week
$1600 - $3408 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key W... Learn More
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key W... Learn More
Rates
$260 - $330 night
$1680 - $2170 week
$260 - $330 night
$1680 - $2170 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom unit features... Learn More
Location: Key West, Florida, United States
Description: Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom unit features... Learn More
Rates
$270 - $400 night
$1820 - $2730 week
$270 - $400 night
$1820 - $2730 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 ... 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 ... Learn More
Rates
$200 - $290 night
$1330 - $1960 week
$200 - $290 night
$1330 - $1960 week
Condo:
2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium is great access ... Learn More
Location: Key West, Florida, United States
Description: In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium is great access ... Learn More
Rates
$1190 - $1820 week
$1190 - $1820 week
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
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
$250 - $310 night
$1680 - $2030 week
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
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
$370 - $500 night
$2380 - $3290 week
$370 - $500 night
$2380 - $3290 week
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
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White... Learn More
Location: Key West, Florida, United States
Description: A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Special Offer Jun 4 - Jun 29 *** SUMMERTIME SAVINGS KEY WEST ***
Summertime and ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH CONDO -- This two-bedroom, two-bath condo was remodeled and completely refurnished in 2005. This second-floor unit features fully equipped ... Learn More
Location: Key West, Florida, United States
Description: CONCH CONDO -- This two-bedroom, two-bath condo was remodeled and completely refurnished in 2005. This second-floor unit features fully equipped ... Learn More
Rates
$1300 - $2791 week
$1300 - $2791 week
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Please confirm the exact location with the property owner or manager.
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