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.
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
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Contact Owner
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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
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
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Contact Owner
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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
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:
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
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST CROWN JEWEL -- We know that you will enjoy staying in our little bit of Paradise. This is a 2-bedroom, 2-bath, penthouse condominium with... Learn More
Location: Key West, Florida, United States
Description: KEY WEST CROWN JEWEL -- We know that you will enjoy staying in our little bit of Paradise. This is a 2-bedroom, 2-bath, penthouse condominium with... Learn More
Rates
$345 - $531 night
$2145 - $3369 week
$345 - $531 night
$2145 - $3369 week
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
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: KEY LIME PIE - A little slice of paradise located only one block from the historic seaport and close enough to bike to all the sites and attractio... Learn More
Location: Key West, Florida, United States
Description: KEY LIME PIE - A little slice of paradise located only one block from the historic seaport and close enough to bike to all the sites and attractio... 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: EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei... Learn More
Location: Key West, Florida, United States
Description: EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei... Learn More
Rates
$190 - $384 night
$1050 - $2248 week
$190 - $384 night
$1050 - $2248 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility yo... Learn More
Location: Key West, Florida, United States
Description: 4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility yo... Learn More
Rates
$220 - $381 night
$1250 - $2206 week
$220 - $381 night
$1250 - $2206 week
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
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 features a hu... 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 features a hu... Learn More
Rates
$270 - $400 night
$1820 - $2730 week
$270 - $400 night
$1820 - $2730 week
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Rates
$1500 - $2900 week
$1500 - $2900 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, 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
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Modernists will love this property. This two bed... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Modernists will love this property. This two bed... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
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Home:
3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown Key West, this nicely decorated home features ... Learn More
Location: Key West, Florida, United States
Description: In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown Key West, this nicely decorated home features ... Learn More
Rates
$4500 - $6500 week
$4500 - $6500 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
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Special Offer May 2 - Jun 29 >> Book Paradise Place today for an incredible $85 ...
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens community in the heart of the art district and just... Learn More
Location: Key West, Florida, United States
Description: PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens community in the heart of the art district and just... Learn More
Rates
$155 - $333 night
$900 - $2030 week
$155 - $333 night
$900 - $2030 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: This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three... Learn More
Location: Key West, Florida, United States
Description: This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three... Learn More
Rates
$380 - $540 night
$2450 - $3570 week
$380 - $540 night
$2450 - $3570 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, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Rates
$300 - $488 night
$1800 - $3031 week
$300 - $488 night
$1800 - $3031 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
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Please confirm the exact location with the property owner or manager.
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