Key West Villa Rentals
66 Key West Villa 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.
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Home:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Rates
$865 - $1776 night
$5800 - $12035 week
$865 - $1776 night
$5800 - $12035 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
Home:
2 Bedroom, 3 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
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacat... Learn More
Location: Key West, Florida, United States
Description: On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacat... Learn More
Rates
$730 - $930 night
$4900 - $6300 week
$730 - $930 night
$4900 - $6300 week
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
Home:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of the Truman Annex. Thi... Learn More
Location: Key West, Florida, United States
Description: ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of the Truman Annex. Thi... Learn More
Rates
$1700 - $3425 week
$1700 - $3425 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
$558 - $658 night
$3906 - $4606 week
$558 - $658 night
$3906 - $4606 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Tucked behind a privacy gate, this garden setting L-shaped home is a perfect escape in the heart of Old Town. Louisa's Private Courtyard centers ar... Learn More
Location: Key West, Florida, United States
Description: Tucked behind a privacy gate, this garden setting L-shaped home is a perfect escape in the heart of Old Town. Louisa's Private Courtyard centers ar... Learn More
Rates
$450 - $590 night
$2940 - $3920 week
$450 - $590 night
$2940 - $3920 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
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:
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
$280 - $330 night
$1820 - $2170 week
$280 - $330 night
$1820 - $2170 week
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation offers the styling of the original shot gun homes of Key West restored with a beautiful ... Learn More
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation offers the styling of the original shot gun homes of Key West restored with a beautiful ... Learn More
Rates
$450 - $620 night
$3010 - $4340 week
$450 - $620 night
$3010 - $4340 week
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
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a Key West historic property. This lovingly res... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a Key West historic property. This lovingly res... 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: 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
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of resta... Learn More
Location: Key West, Florida, United States
Description: An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of resta... Learn More
Rates
$380 - $540 night
$2450 - $3570 week
$380 - $540 night
$2450 - $3570 week
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually dec... Learn More
Location: Key West, Florida, United States
Description: Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually dec... Learn More
Rates
$470 - $660 night
$3150 - $4480 week
$470 - $660 night
$3150 - $4480 week
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
Directly For Rates
Contact Owner
Directly For Rates
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
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:
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
Home:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, airport and some of the l... Learn More
Location: Key West, Florida, United States
Description: A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, airport and some of the l... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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
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
Home:
3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. ... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
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Please confirm the exact location with the property owner or manager.
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