Hotels with Swimming Pools in Key West
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Key West Hotels with Swimming Pools
Top Hotels with Swimming Pools in Key West

Ibis Bay Beach Resort
Ibis Bay Beach Resort
8.2 out of 10, Very good, (1995)
The price is S$223
includes taxes & fees
9 Jul - 10 Jul

Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
9.6 out of 10, Exceptional, (1002)
The price is S$424
includes taxes & fees
6 Aug - 7 Aug

Southwinds Motel
Southwinds Motel
8.8 out of 10, Excellent, (1113)
The price is S$220
includes taxes & fees
3 Aug - 4 Aug

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
9.8 out of 10, Exceptional, (771)
The price is S$214
includes taxes & fees
9 Jul - 10 Jul

Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
9.0 out of 10, Wonderful, (1023)
The price is S$279
includes taxes & fees
22 Jul - 23 Jul

Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
7.8 out of 10, Good, (1042)
The price is S$195
includes taxes & fees
3 Aug - 4 Aug

Hampton Inn Key West FL
Hampton Inn Key West FL
9.0 out of 10, Wonderful, (1180)
The price is S$286
includes taxes & fees
13 Jul - 14 Jul

Beachside Resort & Residences
Beachside Resort & Residences
8.6 out of 10, Excellent, (1304)
The price is S$289
includes taxes & fees
21 Jul - 22 Jul
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.
Recent Reviews in Key West
Recent Reviews in Key West

The Perry Hotel & Marina Key West
5/5 Excellent
"Excellent overall. "
A verified traveller stayed at The Perry Hotel & Marina Key West
Posted 7 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Hotel Options in Key West
- Beach Resorts in Key West
- Boutique Hotels in Key West
- Budget Hotels in Key West
- Business Hotels in Key West
- Family friendly Hotels in Key West
- Golf Hotels in Key West
- Hotels with Air Conditioning in Key West
- Hotels with Airport Shuttle in Key West
- Hotels with Bars / Lounges in Key West
- Hotels with Breakfast in Key West
- Hotels with Gyms in Key West
- Hotels with Hot Tubs in Key West
- Hotels with Restaurants in Key West
- Hotels with Spa in Key West
- Hotels with Views in Key West
- Hotels with connecting rooms in Key West
- Hotels with free breakfast in Key West
- Hotels with free parking in Key West
- Hotels with free wifi in Key West
- Hotels with kitchenette in Key West
- Hotels with parking in Key West
- Hotels with shuttle in Key West
- Hotels with smoking rooms in Key West
- Luxury Hotels in Key West
- Pet friendly Hotels in Key West
- Romantic Hotels in Key West
More Accommodation Types in Key West
- Private Holiday Homes in Florida
- Condo Rentals in Florida
- Apartments in Florida
- Cottages in Florida
- Villas in Florida
- Motels in Florida
- Aparthotels in Florida
- Town Houses in Florida
- Resorts in Florida
- Guest Houses in Florida
- B&B in Florida
- Condo Resorts in Florida
- Houseboats in Florida
- Hostels in Florida
- Cabin Rentals in Florida
- Caravan Parks in Florida
- Residences in Florida
- Inns in Florida
- Lodges in Florida
- Capsule Hotels in Florida
- Farmstay in Florida
- Chalets in Florida
Hotels near other Attractions
Hotels in Key West by Star Rating
Explore more hotels
- Parrot Key Hotel & Villas
- La Concha Key West, Autograph Collection
- Ibis Bay Beach Resort
- Pier House Resort & Spa
- Fairfield Inn & Suites by Marriott Key West at the Keys Collection
- The Southernmost Inn - Adults Only
- Winslow's Bungalows - Key West Historic Inns
- Hampton Inn Key West FL
- Hyatt Vacation Club at Windward Pointe, Key West
- NYAH Key West - Adults Only
- DoubleTree Resort by Hilton Grand Key - Key West
- Hyatt Centric Key West Resort and Spa
- Island City House Hotel
- Duval House
- Southernmost House