Search Key West villas with a pool

Our top choices for a great stay

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Stay at this villa in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Ernest Hemingway Home ...
10/10 Exceptional! (39 reviews)
Two Bedroom Two Bath Balcony Villa 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!

Book a stay at this family-friendly villa in Key West. Enjoy private pools, a water park, and a garden. Our guests praise the pool and the helpful staff in our ...
10/10 Exceptional! (140 reviews)
Secret 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!

Stay at this villa in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Ernest Hemingway Home ...
10/10 Exceptional! (42 reviews)
Two 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! (144 reviews)
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

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 Ernest Hemingway Home and Museum ...
9.8/10 Exceptional! (65 reviews)
Location 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 Duval Street and Smathers Beach are located nearby.
9.4/10 Exceptional! (12 reviews)
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
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 Duval Street and Mallory Square are located ...
HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!

Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!

Stay at this villa in Key West. Enjoy laundry facilities, air conditioning, and a hot tub. Popular attractions Duval Street and Smathers Beach are located ...
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!

Stay at this villa in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Ernest Hemingway Home ...
Poolside Queen Room Steps from Duval!
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.