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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Villas in Key West

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Outdoor dining

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

9.8 out of 10, Exceptional, (155)
"We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night,...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Outdoor dining

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (77)
"We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music. The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you! "
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Secret Villa II @ Old Town: with Private Pool, close to Duval!
3 bedrooms, in-room safe, desk, blackout drapes

Secret Villa II @ Old Town: with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (142)
"Lola is amazing! House is clean and very comfortable. Definitely will stay here for future visits."
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Secret Villa I @ Old Town with Private Pool, close to Duval!
Outdoor dining

Secret Villa I @ Old Town with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (158)
"Excellent property, host, staff, cleaning, location!"
Secret Villa I @ Old Town with Private Pool, close to Duval!
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A heated pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (42)
"Loved staying here, easy walking to everything we wanted to do. We had a 2 bedroom and were very comfortable, beds were really comfy. Pool area was a nice place to hang out after dinner. Would stay again for sure "
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Pool

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (39)
"Great place to stay and great owners!"
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Poolside Studio Villa Steps from Duval!
Pool

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (20)
"Great place to stay"
Poolside Studio Villa Steps from Duval!
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Beach nearby

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access

10.0 out of 10, Exceptional, (32)
"Everything was wonderful. Attentive management and very well decorated. "
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Poolside Queen Room Steps from Duval!
Pool

Poolside Queen Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
Poolside Queen Room Steps from Duval!
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Pool

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

9.2 out of 10, Wonderful, (30)
"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Loft Villa Steps from Duval!
A heated pool

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (16)
"Key West Villas is a wonderful property just steps from Duvall. Kevin and Heather have thought of everything from a very comfortable place in the middle of Duvall to a happy hour every night and great complimentary breakfasts. We highly recommend this place on your next trip to the Southern point of the US!"
Loft Villa Steps from Duval!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Outdoor dining

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

9.6 out of 10, Exceptional, (12)
"Very comfortable and great location near Marina where we fished."
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
One Bedroom Deck Villa Steps from Duval!
A heated pool

One Bedroom Deck Villa Steps from Duval!

10.0 out of 10, Exceptional, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
One Bedroom Deck Villa Steps from Duval!
Poolside King Room Steps from Duval!
A heated pool

Poolside King Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
Poolside King Room Steps from Duval!
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Interior

Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West

Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
Outdoor pool

Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only

3.5 star property
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
Old Town Garden Villas
Apartment, Non Smoking (Apartment with Shower) | Sundeck

Old Town Garden Villas

3.5 star property
9.6 out of 10, Exceptional, (8)
"Beautiful gardens, very relaxing, and a perfect location "
Old Town Garden Villas
Duval Penthouse
Outdoor pool

Duval Penthouse

4.0 star property
Duval Penthouse
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Pool

Key West 2 BR Villa with full kitchen, ocean view with Infinity pool

Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025
Pool

Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025

Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025
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.
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Frequently asked questions

How much do villas in Key West cost?
Expect to pay between and per night for a villa in Key West. Whatever your budget, an ideal stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Key West?
Key West has 30 villas to pick from. Find a place that's perfect quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Are there any 5-star villas in Key West?
Key West does not have any 5-star villas --- but you can still have a stylish stay here! Why not have a look at 6 Bedroom Duval Compound - Old Town Key West? Located approximately 0.16 kilometers from downtown, this 4-star option offers a jetted bathtub and a rooftop terrace. Duval Penthouse is another terrific pick just 0.16 kilometers from the center of Key West. Also with a 4-star rating, it features a terrace and a swimming pool.