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Check out our pick of great hotels with pools in Stock Island
Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.

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. Free Wi-Fi is also available.

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

Set within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

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 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.

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

Explore our most popular hotels in Stock Island
Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.

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. Free Wi-Fi is also available.

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

Set within 500 metres of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

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 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.

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.


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 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 Stock Island
Popular with guests booking hotels with pools in Stock Island
Situated in Key West, Elegant Sailboat Stay features accommodation with private pool, free WiFi and free private parking for guests who drive.
Set in Key West, 7.5 km from Ernest Hemingway Home and Museum and 7.5 km from Duval Street, Sunset Bay offers air conditioning. With garden views, this accommodation offers a swimming pool.
Set in Stock Island, 7.6 km from Ernest Hemingway Home and Museum and 7.7 km from Duval Street, Coral Garden by AvantStay Great Location w Balcony Shared Pool offers air conditioning.
Boasting air-conditioned accommodation with a balcony, Mermaids Retreat at Coral Hammock is set in Key West. This holiday home features a heated pool and a garden.
Boasting air-conditioned accommodation with a patio, Cottage by the Pool by AvantStay w Balcony BBQ Shared Pool Month Long Stays Only is situated in Stock Island.
Situated in Key West, Golf Villa provides accommodation with an outdoor pool, massage services and a terrace.
Set in Key West, 7.9 km from Ernest Hemingway Home and Museum and 8 km from Duval Street, Booty Caye offers spacious air-conditioned accommodation with a balcony and free WiFi.
Featuring air-conditioned accommodation with a heated pool, The Tipsy Mermaid is located in Key West.
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 centre.
This Key West Hilton Garden Inn from the The Keys Collection is 2 minutes' drive from the Key West International Airport and 10 minutes' drive from Duval Street.
Hampton Inn Key West boasts a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is offered daily. Complimentary WiFi is provided.
Key West’s newest vacation destination is here! Perched at the gateway to Key West, Blue Flamingo Resort is your tropical escape for tiki cocktails, poolside cabanas, and island-inspired bites at Rum...
This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub.
This Key West Fairfield Inn & Suites by Marriott hotel offers a large outdoor pool with poolside cabanas, a daily hot breakfast, and free WiFi.
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.
Boasting air-conditioned accommodation with a private pool, Waterlane House -Pool & Boat Dock is set in Stock Island.
Boasting air-conditioned accommodation with a private pool, Capmar House -Huge Home & Pool is situated in Stock Island.
Boasting air-conditioned accommodation with a private pool, Mirador House -Pool & Dock! is set in Stock Island.
Boasting air-conditioned accommodation with a private pool, Spindrift House -Huge Pool, Dock is set in Stock Island.
Featuring air-conditioned accommodation with a private pool, Springtide House -Dock & Home w Pool is located in Stock Island.