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


Find a vacation rental home in Key West Florida for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Key West Florida. 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 vacation rentals in Key West Florida and plan your vacation today!

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


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Rose Lane Villas

Rose Lane Villas Vacation Rentals Key West, Florida
Starting At
$289
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Key West, Florida - 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 Oasis 2 block walk to Duval Street Vacation Rentals Key West, Florida
Starting At
$195
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Key West, Florida - 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, Rental by Owner in Truman Annex Vacation Rentals Key West, Florida
Contact For Rates & Specials!
Bedrooms: 3  Sleeps: 6  Bathrooms: 3  

Vacation Rentals Key West, Florida - 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 St...

Lone Palm Old Town Key West Vacation Home Rental

Lone Palm Old Town Key West Vacation Home Rental Vacation Rentals Key West, Florida
Starting At
$2,500
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Key West, Florida - 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 attraction...

Key West Vacation Rental near Duval Street

Key West Vacation Rental near Duval Street Vacation Rentals Key West, Florida
Starting At
$188
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

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

Key West Hideaways

Key West Hideaways Vacation Rentals Key West, Florida
Starting At
$188
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Key West, Florida - 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 !

Emma House In the Heart of Old Town + Pvt Pool ! Vacation Rentals Key West, Florida
Starting At
$2,500
per Week

Vacation Rentals Key West, Florida - 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/...

Florida Keys Vacation Getaways

Florida Keys Vacation Getaways Vacation Rentals Big Pine Key, Florida
Starting At
$1,200
per Week
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Big Pine Key, Florida - 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...

Beautiful 2 Bdr Key West Condo!

Beautiful 2 Bdr Key West Condo! Vacation Rentals Key West, Florida
Starting At
$110
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Vacation Rentals Key West, Florida - Comfortable, reasonably priced 2-bedroom condominium in Sunrise Suites Resort. The Resort offers concierge service, heated swimming pool, outdoor spa, gym facilities, tennis court and Internet service...

Truman Annex Key West

Truman Annex Key West Vacation Rentals Key West, Florida
Starting At
$1,000
per Week
Bedrooms: 2  Sleeps: 4  Bathrooms: 1  

Vacation Rentals Key West, Florida - Your blender is waiting at the beautiful Truman Annex “MARGARITA VILLAS”...

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