Key West, Florida Vacation Rentals & Homes, Cabins, Cottages & Condo Rentals


Find a Key West, Florida vacation rental home for your vacation. Stay at one of our rustic Key West, Florida cabins, cozy cottages, or authentic condos. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our Key West, Florida vacation rentals and plan your vacation today!

Key West, Florida Vacation Rentals & Homes, Cabins, Cottages & Condo Rentals

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Rose Lane Villas Key West, Florida Vacation Rentals

Rose Lane Villas

Starting At
$289
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - Rose Lane Villas is located in the heart of Old Town Key West, only half a block from Duval Street. These 1, 2 and 3 bedroom villas feature fully equipped kitchens, living rooms, complimentary parking...

Key West Oasis 2 block walk to Duval Street Key West, Florida Vacation Rentals

Key West Oasis 2 block walk to Duval Street

Starting At
$195
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - Our hidden oasis is just a short 2 block walk to Duval street and all the action Key West has to offer. Fully equipped with everything you need to just RELAX. The Blender is waiting for your margari...

Key West, Rental by Owner in Truman Annex Key West, Florida Vacation Rentals

Key West, Rental by Owner in Truman Annex

Contact For Rates & Specials!

Key West, Florida Vacation Rentals - Emma House can be rented in 2 ways. Emma House by itself is a 3 bedroom & 2.5 bath unit or Emma House with the Cottage creates a 4 bedroom and 3.5 bath retreat. It is deluxe unit with Tropical Keys Style with lush gardens and a very private pool.

Lone Palm Old Town Key West Vacation Home Rental Key West, Florida Vacation Rentals

Lone Palm Old Town Key West Vacation Home Rental

Starting At
$2,500

Key West, Florida Vacation Rentals - Welcome to Paradise! Modern 2 bed 2 bath vacation home rental accommodations with a tropical flare. A block off Duval in Windward Park. 50 ft pool/BBQ/ hot tub. Walking distance to all the attractions and nightlife of Old Town. Loaded with amenities

Key West Vacation Rental near Duval Street Key West, Florida Vacation Rentals

Key West Vacation Rental near Duval Street

Starting At
$188
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Key West, Florida Vacation Rentals - A one bedroom, one bath home with pool only 2 blocks from Duval!...

Key West Hideaways Key West, Florida Vacation Rentals

Key West Hideaways

Starting At
$188
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Key West, Florida Vacation Rentals - Experience the uniqueness of Key West by staying at one of Key West Hideaway’s one-of-a-kind vacation rentals. When you’re ready to escape the hustle and bustle of the “real world” why not enj...

Emma House In the Heart of Old Town + Pvt Pool ! Key West, Florida Vacation Rentals

Emma House In the Heart of Old Town + Pvt Pool !

Starting At
$2,500
per Week

Key West, Florida Vacation Rentals - Emma House is located in Truman Annex Community, one of the best location in KW. You can walk to everything ! Emma is 2b/2.5b unit with Private pool or rent the house and the Cottage to make it a 3b/3.5b.

Florida Keys Vacation Getaways Big Pine Key, Florida Vacation Rentals

Florida Keys Vacation Getaways

Starting At
$1,200
per Week
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Big Pine Key, Florida Vacation Rentals - Get Memerized by the Changing tides and the beauty of the ocean. watch Tarpon rolling and Manatees feeding from the privacy of your balcony. 3 bedroom 3 bath sleeps up to 10. 75'ft concrete dock offer...

Truman Annex Key West , United States Vacation Rentals

Truman Annex Key West

Starting At
$1,000
per Week

, United States Vacation Rentals - Your blender is waiting at the beautiful Truman Annex “MARGARITA VILLAS”

Island Wind Key West Vacation Home Rentals Key West, Florida Vacation Rentals

Island Wind Key West Vacation Home Rentals

Starting At
$175

Key West, Florida Vacation Rentals - Key West vacation home rentals in the heart of Old Town. 2 bed 2 bath conch home a block off Duval in Windward Park a gated community of 13 homes clustered around a 50 foot pool. Within walking distance of the attractions and night life of Old Town



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