Hotels with Pools in Key West

This Key West inn is a 4-minute walk from the Ernest Hemingway House and Museum.

The Lighthouse Penthouse Suite in Key West offers accommodations with free Wifi, a 2-minute walk from Ernest Hemingway Home and Museum, 500 yards from Duval Street, and a 7-minute walk from...

Sombrero Reef Light Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.

Tortugas Harbor Light Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.

Key West Light Suite is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.

Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse has a large tropical garden and an outdoor pool. Rooms feature free Wi-Fi.

Carysfort Reef Light Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.

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.

Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles.

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.

This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator.

This adults only Key West resort is 1 minutes' walk from Duval Street and 5 minutes' walk from the Atlantic Ocean. It features 2 heated outdoor pools, a hot tub and continental breakfast.

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool.

Offering a garden and a terrace, Tranquillity Guest House in Key West is close to Duval Street and Ernest Hemingway Home and Museum.

Located in the center of Key West, a 12-minute walk from Simonton Street Beach, Curry House - Room 1 has air-conditioned rooms and free WiFi.

The Lighthouse Group Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this apartment also offers free Wifi.

Lighthouse Suites Collection is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also features free Wifi.

Just a 2-minute walk from Ernest Hemingway Home and Museum and 500 yards from Duval Street, Alligator Reef Light Suite features accommodations in Key West with barbecue facilities.

A good location for a hassle-free getaway in Key West, Center Court-Boutique Old Town Lodging is a villa surrounded by views of the garden.

BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.