Compare Key West Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Key West

Duval Penthouse
4 out of 5
519 Duval Street, # 201, Key West, FL, 33040

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 a terrace, laundry facilities, and barbecue grills.

Old Town Garden Villas
3.5 out of 5
921 Center St, Key West, FL, 33040

This villa features free WiFi in public areas and a garden. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.

6 bdrm Duval Compound -Old Town Key West
4 out of 5
519 Duval Street, Key West, FL, 33040

Guests of this villa enjoy features like an outdoor pool, a rooftop terrace, and laundry facilities. Free parking is included with your stay. Additional amenities include a picnic area and barbecue grills.

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Key West, FL

At this villa, guests have access to a spa tub.

Bahamas House
4 out of 5
522 Bahama Street, Key West, FL, 33040

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 include laundry facilities, a picnic area, and barbecue grills.

Poolside Studio Villa Steps from Duval!
Key West, FL

At this villa, guests have access to a spa tub.

Ocean16 -spacious and relaxing Villa in Key West 15 min from Duval
Key West, FL

At this villa, guests have access to an outdoor pool and a garden.

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Key West, FL

Guests of this villa enjoy features like a spa tub.

Modern Keys
3.5 out of 5
10 Shoreline Rd., Key West, FL, 33040

At this villa, guests have access to an outdoor pool and a picnic area. A stay here includes free parking.

Don't see what you're looking for?

See all available properties in Key West

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Key West

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL, 33040

4.4/5 Wonderful! (65 reviews)

Havana Cabana at Key West

3420 N. Roosevelt Blvd, Key West, FL, 33040

4.3/5 Excellent! (72 reviews)

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL, 33040

4.5/5 Wonderful! (80 reviews)

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!