Key West Vacation Rentals
213 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.
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
Special Offer May 2 - Jun 29 ~~~GET YOUR SUMMER STARTED RIGHT ~~~ Duval Sea Tur ...
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room... Learn More
Location: Key West, Florida, United States
Description: DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room... Learn More
Rates
$225 - $435 night
$1300 - $2719 week
$225 - $435 night
$1300 - $2719 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
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
Home:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Bahama House - Location, Location, Location! Brand new and totally gorgeous, this spacious house is conveniently located on a quiet street in the ... Learn More
Location: Key West, Florida, United States
Description: Bahama House - Location, Location, Location! Brand new and totally gorgeous, this spacious house is conveniently located on a quiet street in the ... Learn More
Rates
$625 - $1297 night
$3750 - $8374 week
$625 - $1297 night
$3750 - $8374 week
Special Offer May 2 - Jun 29 *** ... AND THE LIVIN' IS EASY...***
Easy Livin', ...
Home:
3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a ga... Learn More
Location: Key West, Florida, United States
Description: EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a ga... Learn More
Rates
$4000 - $9200 week
$4000 - $9200 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
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
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
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:
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:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cottage with loft including a 2nd sleeping area. ... Learn More
Location: Key West, Florida, United States
Description: VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cottage with loft including a 2nd sleeping area. ... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
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 that... 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 that... 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
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:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: BOATER'S BEACH HAVEN: A truly unique Key West vacation location. Located midtown on Florida Bay, you'll have first row seats for sunset every ni... Learn More
Location: Key West, Florida, United States
Description: BOATER'S BEACH HAVEN: A truly unique Key West vacation location. Located midtown on Florida Bay, you'll have first row seats for sunset every ni... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome with sleeper sofa is in the perfect spot, directly... Learn More
Location: Key West, Florida, United States
Description: CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome with sleeper sofa is in the perfect spot, directly... Learn More
Rates
$150 - $306 night
$900 - $1906 week
$150 - $306 night
$900 - $1906 week
Special Offer May 2 - Jun 29 *** ESCAPE TO SUNDOWN REFUGE AND SAVE $300 IN JUNE ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place cond... Learn More
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place cond... Learn More
Rates
$1800 - $3625 week
$1800 - $3625 week
Condo:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, this home has a renovated kitchen and upgraded bat... Learn More
Location: Key West, Florida, United States
Description: LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, this home has a renovated kitchen and upgraded bat... Learn More
Rates
$1100 - $2538 week
$1100 - $2538 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: 30 DAY MINIMUM RENTAL Let "the breeze" of La Brisa cool you as you relax on your ocean view or natural water sanctuary view balcony. This resident... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL Let "the breeze" of La Brisa cool you as you relax on your ocean view or natural water sanctuary view balcony. This resident... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: ISLAND SPICE -- A lovely 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of the prestigious Truman Annex community. The bric... Learn More
Location: Key West, Florida, United States
Description: ISLAND SPICE -- A lovely 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of the prestigious Truman Annex community. The bric... Learn More
Rates
$1600 - $3408 week
$1600 - $3408 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined courtyard that includes shops and restaurants. This ... Learn More
Location: Key West, Florida, United States
Description: In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined courtyard that includes shops and restaurants. This ... Learn More
Rates
$310 - $410 night
$2030 - $2730 week
$310 - $410 night
$2030 - $2730 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: 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
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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