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Key West Hotels with a Private Pool
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1212 Simonton Street Key West 33040
This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjo...more
Key West 33040
In the heart of Key West, set within a short distance of South Beach and Simonton Street Beach, Passover Cottage offers free WiFi, air conditioning an...more
Key West 33040
Featuring air-conditioned accommodation with a balcony, Last Minute is located in Key West. Including a private pool, this holiday home also features...more
Whitehead Street 729 Key West 33040
In the heart of Key West, set within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Southern Palms offers free WiFi, air co...more
Key Haven Terrace 2 Key West 33040
Featuring air-conditioned accommodation with a private pool, sea view and a patio, Evershore House -Pool, Parking, Dock! is located in Key West. The p...more
Key Haven Terrace 4 Key West 33040
Boasting air-conditioned accommodation with a private pool, sea view and a patio, Mastway House -Pool and Dock! is set in Key West. The property is situ...more
Shoreline Road 12 Key West 33040
Boasting air-conditioned accommodation with a private pool, sea view and a patio, Suncoast House -Pool and Boat Dock is set in Key West. The property is...more
Shoreline Road 10 Key West 33040
Featuring air-conditioned accommodation with a private pool, sea view and a patio, Seagate House -Waterfront w Dock is located in Key West. The proper...more
Shoreline Road 14 Key West 33040
Boasting air-conditioned accommodation with a private pool, sea view and a patio, Aquaria House -Pool and Boat Dock is situated in Key West. The propert...more
Caroline Street 529 Key West 33040
Situated right in the centre of Key West, Takeover at the Grand Maloney features a private pool and free WiFi. Boasting a garden, the holiday home is...more
Louisa Street 514 Key West 33040
Set in the centre of Key West, 300 metres from South Beach and 400 metres from Southernmost Point, Keys Please! offers free WiFi, a garden and air con...more
Fleming Street 806 Key West 33040
Located in a central area of Key West, The Curry House - Entire Complex provides a private pool and free WiFi. The property is close to Mallory Dock,...more
3685 Seaside Drive Key West FL 33040
Located in Key West, Sunrise Suites by TO provides accommodation with private pool, free WiFi and free private parking for guests who drive. The air-c...more
Shoreline Road 3 Key West 33040
Featuring air-conditioned accommodation with a private pool, New The Windrose House - Pool and Pets is located in Key West. This holiday home provides a...more
Shoreline Road 1 Key West 33040
Featuring air-conditioned accommodation with a private pool, The Ebberly House - Amazing Pool in Gated Community is located in Key West. Guests stayin...more
Shoreline Road 17 Key West 33040
Boasting air-conditioned accommodation with a private pool, sea view and a patio, The Crestwood House - Private Heated Pool and Parking is situated in K...more
Mangrove Lane 13 Key West 33040
Featuring air-conditioned accommodation with a private pool, New The Altair House - Fire Pit Pool and Hot Tub is located in Key West. Guests staying at...more
Duval Street 824 Key West 33040
Situated in the centre of Key West, 700 metres from South Beach and 300 metres from Duval Street, Two Duval Street Condos w parking and pool offers fr...more
Duval Street 824 Key West 33040
Set in the centre of Key West, 700 metres from South Beach and less than 1 km from Fort Zachary Taylor State Park Beach, Two Duval Street Suites w poo...more
824 Duval Street Key West 33040
Located in the centre of Key West, 700 metres from South Beach and 300 metres from Duval Street, 6 Bedroom 6 Bath Guesthouse on Duval Street offers fr...more
Duval Street 824 Key West 33040
Situated in the centre of Key West, 700 metres from South Beach and less than 1 km from Fort Zachary Taylor State Park Beach, Two Duval Street Suites...more
Elizabeth Street 629 Key West 33040
Right in the heart of Key West, situated within a short distance of South Beach and Duval Street, Casa Azul-Open Concept Home With Pool offers free Wi...more
1800 Atlantic Blvd Unit A401 Key West 33040
Featuring air-conditioned accommodation with a private pool, Tom's Oceanfront Penthouse is set in Key West. This holiday home offers accommodation wit...more
Seidenberg Avenue 2026 Key West 33040
Boasting air-conditioned accommodation with a private pool, New Hidden Oasis- Waterfall Pool Close to Beach is situated in Key West. Both free WiFi an...more
Key West 33040
Featuring air-conditioned accommodation with a private pool, Tropical Vibes is set in Key West. Guests can benefit from a patio and a children's playg...more
Key West 33040
Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Tropical Retreat is located in Key West. Boasting a concierge...more
Truman Avenue 417 Key West 33040
Set in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, BachelorPARTY HQ for 16-Feet to Duval...more
Key West 33040
Boasting air-conditioned accommodation with a balcony, Sunshine Drive is situated in Key West. Guests can benefit from a patio and an outdoor pool. Th...more
Key West 33040
Located within less than 1 km of Southernmost Point and a 13-minute walk of Ernest Hemingway Home and Museum, Tropical Vibes provides rooms with air c...more
Whitehead Street 1315 Key West 33040
In a central area of Key West, located within a short distance of South Beach and Southernmost Point, Southernmost View -Pool and Water Views offers fre...more
700 Thomas Street Key West FL 33040
In the heart of Key West, set within a short distance of Fort Zachary Taylor State Park Beach and Duval Street, Bahama Gardens - 4 Key West Old Town V...more
Key West 33040
Boasting air-conditioned accommodation with a private pool, garden view and a balcony, The Southernmost Comfort House is situated in Key West. Located...more
Key West 33040
Flagler Station is located in Key West, 500 metres from Rest Beach, 1.8 km from Southernmost Point, as well as 2.4 km from Ernest Hemingway Home and M...more
704 Thomas Street Key West FL 33040
In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and Duval Street, Bahama Gardens - Main House offer...more
Key West 33040
Boasting air-conditioned accommodation with a private pool, pool view and a terrace, Casa Atlantic is located in Key West. This holiday home provides...more
Fleming Street 806 Key West 33040
Boasting air-conditioned accommodation with a private pool, city view and a patio, Curry House - Room 2 is set in Key West. This property is situated...more
Fleming Street 806 Key West 33040
Situated within the Downtown Key West district in Key West, Curry House Room 6 has air conditioning, a patio, and city views. Boasting a garden, the a...more
Key West 33040
Set in the heart of Key West, Key Lime Calypso offers a private pool and free WiFi. This holiday home features accommodation with a patio. The propert...more
309 Louisa Street Key West 33040
In the Downtown Key West district of Key West, close to Fort Zachary Taylor State Park Beach, Papa's Hideaway features a garden and a washing machine....more
1001 Von Phister Street Key West FL 33040
3.52 km from Key West EYW-Key West Intl. airport
The deluxe suite boasts a Private Pool and a full kitchen.Laundry facilities are available at this Key West hotel. Free parking is on site.The famou...more
419 Amelia Street Key West Key West FL 33040
4.42 km from Key West EYW-Key West Intl. airport
Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool....more
724 Duval Street Key West 33040
4.62 km from Key West EYW-Key West Intl. airport
Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optio...more
Whitehead Street 729 Key West 33040
Right in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Coconut Palm offers free WiFi, a...more
Fleming Street 806 Key West 33040
Well situated in Key West, Curry House- 3rd Floor, King Bed, and Balcony Room 8 offers air-conditioned rooms, a garden and free WiFi. The property is cl...more
Fleming Street 806 Key West 33040
Situated in the centre of Key West, 1 km from Simonton Street Beach, Curry House - Room 5 features air-conditioned rooms and free WiFi. The property i...more
Fleming Street 806 Key West 33040
Ideally located in Key West, Curry House - Pool, King Bed and Balcony! Room 7 offers air-conditioned rooms, a garden and free WiFi. Popular points of in...more
Fleming Street 806 Key West 33040
Situated in the centre of Key West, 1 km from Simonton Street Beach, Curry House - Room 1 features air-conditioned rooms and free WiFi. The property i...more
Fleming Street 806 Key West 33040
Set in the centre of Key West, 1 km from Simonton Street Beach, Curry House - Rooms 3 and 4 offers air-conditioned rooms and free WiFi. The property is...more
611 Grinnell Street Unit 4 Key West FL 33040
*New Listing* Cozy Key West Hideaway in Old Town with a pool provides accommodation located 800 metres from the centre of Key West and offers an outdo...more
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