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.
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view o... Learn More
Location: Key West, Florida, United States
Description: PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view o... Learn More
Rates
$220 - $381 night
$1250 - $2206 week
$220 - $381 night
$1250 - $2206 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome located in the President's Walk of Truman An... Learn More
Location: Key West, Florida, United States
Description: LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome located in the President's Walk of Truman An... Learn More
Rates
$1300 - $2864 week
$1300 - $2864 week
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
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, 3.5 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 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:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A... Learn More
Location: Key West, Florida, United States
Description: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A... 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 WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Location: Key West, Florida, United States
Description: CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Rates
$230 - $471 night
$1375 - $2755 week
$230 - $471 night
$1375 - $2755 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the l... Learn More
Location: Key West, Florida, United States
Description: Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops to pass on the l... Learn More
Rates
$320 - $430 night
$2030 - $2800 week
$320 - $430 night
$2030 - $2800 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 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:
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
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:
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:
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
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
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 elegant 3 bedroom/ 2 bath unit fea... 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 elegant 3 bedroom/ 2 bath unit fea... Learn More
Rates
$350 - $440 night
$2390 - $2940 week
$350 - $440 night
$2390 - $2940 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:
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
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, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms and three bathrooms in the main house plus a poo... Learn More
Location: Key West, Florida, United States
Description: Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms and three bathrooms in the main house plus a poo... Learn More
Rates
$5500 - $7500 week
$5500 - $7500 week
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 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: BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex ... Learn More
Location: Key West, Florida, United States
Description: BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex ... Learn More
Rates
$1300 - $2791 week
$1300 - $2791 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
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:
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
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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