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Featured Villas in Key West

Old Town Garden Villas
Old Town Garden Villas
3.5 out of 5.0 921 Center St, Key West, FL
$318
Old Town Garden Villas features free WiFi in public areas and a garden. Staff members can help with accommodation requests, and provide front-desk service during ...
Secret Villa I @ Old Town With Private Pool, Close to Duval!
Secret Villa I @ Old Town With Private Pool, Close to Duval!
Key West, FL
At this villa, guests have access to a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Secret Villa II @ Old Town: With Private Pool, Close to Duval!
Secret Villa II @ Old Town: With Private Pool, Close to Duval!
Key West, FL
At this villa, guests have access to features like a terrace. Helpful staff is there to provide concierge services, as well as offer insight about the area. ...
Shark Key Chateau Apartment 5
Shark Key Chateau Apartment 5
4.0 out of 5.0 79 Cannon Royal Drive, Key West, FL
Guests of this villa enjoy features like free WiFi in public areas. Staff members can help with accommodation requests, and provide front-desk service during ...
Duval Penthouse
Duval Penthouse
4.0 out of 5.0 519 Duval Street, # 201, Key West, FL
This villa offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. If you plan to drive, free parking is available. Additional amenities include ...
Key West Escapes - Luxury Yoga Vacations
Key West Escapes - Luxury Yoga Vacations
4.0 out of 5.0 Tropical Street, Key West, FL
At Key West Escapes - Luxury Yoga Vacations, guests have access to an outdoor pool, free WiFi in public areas, and spa services. You can take advantage of free ...
Downtown Duval Street Penthouse- Private Pool-parking-roof Deck- Walk Everywhere
Downtown Duval Street Penthouse- Private Pool-parking-roof Deck- Walk Everywhere
Key West, FL
Guests of this villa have access to a spa tub.
Bahamas House
Bahamas House
4.0 out of 5.0 522 Bahama Street, Key West, FL
Guests of this villa enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you drive, put free parking to good use. Additional amenities ...
6 bdrm Duval Compound -Old Town Key West
6 bdrm Duval Compound -Old Town Key West
4.0 out of 5.0 519 Duval Street, Key West, FL
Guests of this villa enjoy features like an outdoor pool, a rooftop terrace, and laundry facilities. Free parking is available if you drive. This villa also ...
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Luxury Villas

Book luxury villas in Key West
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Key West. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Key West, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Key West
You won’t have a problem finding your own space in Key West. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Key West on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Key West rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Hotel Options in Key West

See all 622 Properties in Key West
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.