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

Rose Lane Villas Key West, Florida Vacation Rentals
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 Oasis 2 block walk to Duval Street Key West, Florida Vacation Rentals
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, Rental by Owner in Truman Annex Key West, Florida Vacation Rentals
Contact For Rates & Specials!
Bedrooms: 3  Sleeps: 6  Bathrooms: 3  

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 St...

Lone Palm Old Town Key West Vacation Home Rental

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

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 attraction...

Key West Vacation Rental near Duval Street

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

Key West Rental Homes

Key West Rental Homes Key West, Florida Vacation Rentals
Contact For Rates & Specials!
Bedrooms: 4  Sleeps: 9  Bathrooms: 2  

Key West, Florida Vacation Rentals - Our vacation homes are of the finest quality and fully equipped with all the amenities. Each property has the unique personal designs of the owners. All you need to bring are your personal items and y...

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

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

Florida Keys Vacation Getaways

Florida Keys Vacation Getaways Big Pine Key, Florida Vacation Rentals
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...

Beautiful 2 Bdr Key West Condo!

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

Key West, Florida Vacation Rentals - 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...



Other Listings You May Be Interested In

Sunny Place - A short walk to the beach

Sunny Place - A short walk to the beach Pompano Beach, Florida Vacation Rentals
Starting At
$125
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  

Pompano Beach, Florida Vacation Rentals - Tropical, well-maintained studio, one and two bedroom apartments are available in this one-story triplex on A-1-A, just one block to our award-winning beach with lifeguards. Miles of shoreline allow f...

Pineapple Place - South Florida great getaway

Pineapple Place - South Florida great getaway Pompano Beach, Florida Vacation Rentals
Starting At
$189
per Night
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  

Pompano Beach, Florida Vacation Rentals - Pineapple Place is a small, well-kept property just across A-1-A Ocean Blvd. from one of South Florida's award-winning Blue Wave beaches with lifeguards, a fishing pier and lighthouse....

Cottages by the Ocean - South Florida getaway

Cottages by the Ocean - South Florida getaway Fort Lauderdale, Florida Vacation Rentals
Starting At
$99
per Night
Bedrooms: 0  Sleeps: 3  Bathrooms: 1  

Fort Lauderdale, Florida Vacation Rentals - Cottages by the Ocean is a small, well-kept property of charming Key West-style studio and one-bedroom cottages. We are a White Glove award-winner and nationally rated as a Superior Small Lodging....

Seabird Key, Private Island, Sandy beach & boat

Seabird Key, Private Island,  Sandy beach & boat Marathon, Florida Vacation Rentals
Starting At
$900
per Night
Bedrooms: 3  Sleeps: 8  Bathrooms: 3  

Marathon, Florida Vacation Rentals - 10-acre Private Island Home with sandy beach and beautiful botanical gardens, jungle trails,reefs & avian wildlife. 19' Boston Whaler included for transportation to and from the mainland (5 minutes a...

Romantic Private Island Home - weekly rental

Romantic Private Island Home - weekly rental Marathon, Florida Vacation Rentals
Starting At
$3,295
per Week
Bedrooms: 2  Sleeps: 4  Bathrooms: 2  

Marathon, Florida Vacation Rentals - Welcome to your very own private tropical island only a few minutes from shore! Our 2 bedroom, 2 bath, private tropical island home is located in the tropical turquoise waters of the Gulf of Mexico o...

Neptune Hollywood Beach Club

Neptune Hollywood Beach Club Hollywood, Florida Vacation Rentals
Starting At
$135
per Night
Bedrooms: 1  Sleeps: 4  Bathrooms: 2  

Hollywood, Florida Vacation Rentals - The Neptune is on the ocean in Hollywood, Florida. We have fully furnished apartments with kitchens for rent by the day (3 night minimium)week, or month....

Rose Lane Villas

Rose Lane Villas Key West, Florida Vacation Rentals
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...

St Augustine Beach Vacation Rental

St Augustine Beach Vacation Rental st augustine beach, Florida Vacation Rentals
Starting At
$99
per Night
Bedrooms: 1  Sleeps: 2  Bathrooms: 1  

st augustine beach, Florida Vacation Rentals - Oceanfront resort complex located RIGHT ON the beach just minutes from historic downtown GORGEOUS oceanviews from condo heated pool tennis private beach entry ...


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