Search Key West villas with a pool

Our top choices for a great stay

Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!

The price is CA $279 per night from Jul 30 to Jul 31
CA $279
CA $352 total
Jul 30 - Jul 31
includes taxes & fees
Stay at this villa in Key West. Enjoy free breakfast, laundry facilities, and patios. Popular attractions Duval Street and Southernmost Point are located ...
10/10 Exceptional! (2 reviews)
Opens in a new windowPoolside Queen Room Steps from Duval!
Secret Villa II @ Old Town: with Private Pool, close to Duval!

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

Stay at this villa in Key West. Enjoy free WiFi, private pools, and a garden. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (165 reviews)
Opens in a new windowSecret Villa II @ Old Town: with Private Pool, close to Duval!
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

The price is CA $559 per night from Jul 28 to Jul 29
CA $559
CA $709 total
Jul 28 - Jul 29
includes taxes & fees
Stay at this villa in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Southernmost Point are ...
10/10 Exceptional! (60 reviews)
Opens in a new windowTwo Bedroom Two Bath Poolside Villa Steps from Duval!
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

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

Stay at this villa in Key West. Enjoy private pools, laundry facilities, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (184 reviews)
Opens in a new windowDowntown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Location In Down Town Key West W/ 2 Pools,  Huge Private Roof Deck & Parking

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

Stay at this villa in Key West. Enjoy private pools, laundry facilities, and tennis courts. Popular attractions Duval Street and Southernmost Point are located ...
9.8/10 Exceptional! (80 reviews)
Opens in a new windowLocation In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

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

Stay at this villa in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Southernmost Point and Duval Street are located nearby.
9.8/10 Exceptional! (16 reviews)
Opens in a new windowCoral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!

The price is CA $630 per night from Aug 9 to Aug 10
CA $630
CA $795 total
Aug 9 - Aug 10
includes taxes & fees
Stay at this villa in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Southernmost Point are ...
Opens in a new windowTwo Bedroom Two Bath Balcony Villa Steps from Duval!
HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22

HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22

Stay at this villa in Key West. Enjoy laundry facilities, balconies, and air conditioning. Popular attractions Mallory Square and Duval Street are located ...
Opens in a new windowHYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22
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.