Where to Rest

Hotels with a Pool in Key West

43 places to stay in Key West, FL — ranked by guest rating, with photos, amenities and booking links.

All places to stay in Key WestSpa (25)Pet-friendly (5)Family (3)Beachfront (6)Wheelchair accessible (7)Parking (26)Gym (2)Breakfast included (29)Luxury (3)Boutique (1)Best for families (3)Quiet stays (2)
Andrews Inn & Garden Cottages, Hotel in Key WestHotel
Andrews Inn & Garden Cottages★★★
223 Eanes Ln, Key West, FL 33040
★ 5.0 (172)
BreakfastSwimming pool
The Gardens Hotel, Hotel in Key WestHotel
The Gardens Hotel★★★★
526 Angela St, Key West, FL 33040
★ 4.9 (742)
BreakfastPet friendlySwimming pool
Villas Key West, Hotel in Key WestHotel
Villas Key West★★★
★ 4.9 (226)
BreakfastSwimming pool
The Key West Hotel, Hotel in Key WestHotel
The Key West Hotel
325 Duval St, Key West, FL 33040
★ 4.9 (159)
Pet friendlySwimming pool
The Guesthouses at Southernmost Beach Resort – Avalon Bed and Breakfast - RECENTLY RESTORED, Hotel in Key WestHotel
The Guesthouses at Southernmost Beach Resort – Avalon Bed and Breakfast - RECENTLY RESTORED★★★
1317 Duval St hotel check-in is located at Southernmost Beach Resort, 1319 Duval St, Key West, FL 33040
★ 4.8 (496)
BreakfastSwimming pool
Orchid Key Inn, Hotel in Key WestHotel
Orchid Key Inn★★★★
★ 4.8 (429)
BreakfastSwimming pool
Almond Tree Inn, Hotel in Key WestHotel
Almond Tree Inn★★★
★ 4.8 (427)
BreakfastSwimming pool
Speakeasy Inn, Hotel in Key WestHotel
Speakeasy Inn★★★
★ 4.8 (358)
Swimming pool
Scarlet Mango Inn, Hotel in Key WestHotel
Scarlet Mango Inn
603 Southard St, Key West, FL 33040
★ 4.8 (27)♿
BreakfastSwimming pool
Island House Key West, Resort in Key WestResort
Island House Key West★★★
1129 Fleming St, Key West, FL 33040
★ 4.7 (806)
Swimming pool
Key West - Sunset Key Ferry for Latitudes Resort and Restaurant, Resort in Key WestResort
Key West - Sunset Key Ferry for Latitudes Resort and Restaurant
Key West, FL 33040
★ 4.7 (277)
BreakfastSwimming pool
The Guesthouses at Southernmost Beach Resort – Duval Gardens Bed and Breakfast, Hotel in Key WestHotel
The Guesthouses at Southernmost Beach Resort – Duval Gardens Bed and Breakfast★★★
HOTEL CHECK-IN is located at Southernmost Beach Resort, 1012, 1319 Duval St, Key West, FL 33040
★ 4.7 (267)
BreakfastSwimming pool
Cayo Hueso Resorts, Resort in Key WestResort
Cayo Hueso Resorts★★★
513 United St, Key West, FL 33040
★ 4.7 (59)
Swimming pool
Ocean Key Resort & Spa, Hotel in Key WestHotel
Ocean Key Resort & Spa★★★★
Duval Street, Key West
★ 4.6 (2430)expensive
Swimming pool
The Capitana Key West, Hotel in Key WestHotel
The Capitana Key West★★★★
2401 N Roosevelt Blvd, Key West, FL 33040
★ 4.6 (1112)
Pet friendlySwimming pool
Southernmost House Key West, Hotel in Key WestHotel
Southernmost House Key West★★★
1400 Duval St, Key West, FL 33040
★ 4.6 (625)
BeachfrontBreakfastSwimming pool
The Garden House, Hotel in Key WestHotel
The Garden House★★★
329 Elizabeth St, Key West, FL 33040
★ 4.6 (442)
BreakfastSwimming pool
Alexander Palms Court, Hotel in Key WestHotel
Alexander Palms Court★★
★ 4.6 (253)
Swimming pool
Azul Key West, Hotel in Key WestHotel
Azul Key West★★★
★ 4.6 (219)
Swimming pool
Travelers Palm Inn, Hotel in Key WestHotel
Travelers Palm Inn★★
815 Catherine St, Key West, FL 33040
★ 4.6 (77)
Swimming pool
Galleon Resort, Resort in Key WestResort
Galleon Resort★★★
617 Front St, Key West, FL 33040
★ 4.5 (1163)
BeachfrontSwimming pool
Silver Palms Inn & Historic Homes, Hotel in Key WestHotel
Silver Palms Inn & Historic Homes★★★★
830 Truman Ave, Key West, FL 33040
★ 4.5 (1090)
Swimming pool
The Truman, Hotel in Key WestHotel
The Truman★★★
611 Truman Avenue, Key West
★ 4.5 (795)
BreakfastSwimming pool
Eden House Key West, Hotel in Key WestHotel
Eden House Key West★★★
1015 Fleming St, Key West, FL 33040
★ 4.5 (642)
BreakfastSwimming pool
Ella's Cottages - Key West Historic Inns, Hotel in Key WestHotel
Ella's Cottages - Key West Historic Inns★★★
★ 4.5 (446)
BreakfastSwimming pool
Island City House Hotel, Hotel in Key WestHotel
Island City House Hotel★★★
★ 4.5 (345)
Swimming pool
La Mer Hotel & Dewey House, Hotel in Key WestHotel
La Mer Hotel & Dewey House★★★★
506 South St, Key West, FL 33040
★ 4.5 (47)
BeachfrontBreakfastSwimming pool
Ocean View Vacation Rental, Resort in Key WestResort
Ocean View Vacation Rental
1800 Atlantic Blvd C226, Key West, FL 33040
★ 4.5 (10)
BeachfrontSwimming pool
Papa's Hideaway in Key West, Holiday Home in Key WestHoliday Home
Papa's Hideaway in Key West★★★
309 Louisa St, Key West, FL 33040
★ 4.4 (66)
Swimming pool
Blue Marlin, Hotel in Key WestHotel
Blue Marlin★★
★ 4.3 (1263)
Swimming pool
The Paradise Inn of Key West, Hotel in Key WestHotel
The Paradise Inn of Key West★★★
819 Simonton St, Key West, FL 33040
★ 4.2 (469)♿
BreakfastSwimming pool
Curry Mansion Inn, Hotel in Key WestHotel
Curry Mansion Inn★★★
511 Caroline St, Key West, FL 33040
★ 4.2 (448)
Pet friendlySwimming pool
La Concha Key West, Autograph Collection, Hotel in Key WestHotel
La Concha Key West, Autograph Collection★★★★
430 Duval Street, Key West
★ 4.1 (2557)
Swimming pool
The Palms, Hotel in Key WestHotel
The Palms★★★
★ 4.1 (724)
Swimming pool
Wicker Guesthouse, Hotel in Key WestHotel
Wicker Guesthouse★★★
913 Duval St, Key West, FL 33040
★ 4.1 (671)
BreakfastSwimming pool
The Cabana Inn, Hotel in Key WestHotel
The Cabana Inn★★★
★ 4.1 (590)
BreakfastSwimming pool
The Southernmost Inn, Motel in Key WestMotel
The Southernmost Inn★★★
★ 3.8 (846)
BreakfastSwimming pool
Pegasus International Hotel, Hotel in Key WestHotel
Pegasus International Hotel★★★
501 Southard St, Key West, FL 33040
★ 3.8 (481)
BreakfastSwimming pool
Casa Marina Key West, Curio Collection by Hilton, Hotel in Key WestHotel
Casa Marina Key West, Curio Collection by Hilton★★★★★
1500 Reynolds Street, Key West
★ 3.7 (4526)♿
Swimming pool
Colors on White Street, Hotel in Key WestHotel
Colors on White Street★★★
818 White St, Key West, FL 33040
★ 3.7 (81)
BreakfastSwimming pool
Kona Kai Oasis, Hotel in Key WestHotel
Kona Kai Oasis★★
630 South St, Key West, FL 33040
★ 3.6 (106)
Swimming pool
Street view near Bayfront Suites Resort & Marina Key West, Key WestResort
Bayfront Suites Resort & Marina Key West
801 Eisenhower Drive
Swimming pool
Hotel
Opal Key Resort & Marina
Swimming poolBreakfast

← All places to stay in Key West