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Check out our selection of great hotels with pools in Stock Island
Located in Key West, 1.3 miles from Smathers Beach, The Capitana Key West has accommodations with an outdoor swimming pool, free private parking, a fitness center and a private beach area.

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features a shared outdoor swimming pool. Free Wi-Fi is also available.

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden.

This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator - Adult Only is located in the center of Key West, a 11-minute walk from South Beach.

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

Hyatt Beach House Resort is located in Key West 4 mi from Duval Street. An outdoor pool and hot tub are featured.
Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.


Popular with guests booking hotels with pools in Stock Island
Popular with guests booking hotels with pools in Stock Island
Popular with guests booking hotels with pools in Stock Island
Popular with guests booking hotels with pools in Stock Island
Popular with guests booking hotels with pools in Key West
Popular with guests booking hotels with pools in Key West
Popular with guests booking hotels with pools in Key West
Popular with guests booking hotels with pools in Key West
Popular with guests booking hotels with pools in Key West
Popular with guests booking hotels with pools in Key West
This boutique hotel offers a landscaped tropical garden and a lagoon-style dipping pool. It is located in the Casa Marina Area of Key West, Florida, only 3 blocks from the beach.
Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.
Spacious 52' Sailboat | 6 Cabins | Dockside Escape offers accommodations in Key West, 5 miles from Ernest Hemingway Home and Museum and 5 miles from Duval Street.
Spacious 52 ft Catamaran for Dockside Stay is located in Key West, just 5.5 miles from Key West Aquarium and 5.6 miles from Mallory Dock.
Coral Villa by AvantStay offers accommodations in Stock Island, 4.5 miles from Ernest Hemingway Home and Museum and 4.6 miles from Duval Street.
Mermaids Retreat at Coral Hammock is located in Key West, just 4.7 miles from Ernest Hemingway Home and Museum and 4.7 miles from Duval Street. Guests may go for a swim in the heated pool.
Doc`s Paradise offers accommodations in Key West, 5.2 miles from Southernmost Point and 5.3 miles from Key West Aquarium. The air-conditioned accommodation is 5 miles from Duval Street.
Cottage by the Pool by AvantStay offers accommodations in Stock Island, 5 miles from Ernest Hemingway Home and Museum and 5 miles from Duval Street.
Coral Breeze by AvantStay offers accommodations in Stock Island, 4.8 miles from Ernest Hemingway Home and Museum and 4.9 miles from Duval Street.
Waterlane House -Pool & Boat Dock offers accommodations in Stock Island, 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.
Capmar House -Huge Home & Pool offers accommodations in Stock Island, 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.
Mirador House -Pool & Dock! offers accommodations in Stock Island, 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.
Spindrift House -Huge Pool, Dock is located in Stock Island, just 5.5 miles from Ernest Hemingway Home and Museum and 5.5 miles from Duval Street.
Discover the newly renovated DoubleTree by Hilton Grand Key Resort in Key West, where tropical charm meets modern comfort.
Located off US-1, Fairfield by Marriott Inn & Suites Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness center.
This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub.
Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property.
Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools.
Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs.
Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator - Adult Only is located in the center of Key West, a 11-minute walk from South Beach.