Key West: 800 properties found

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast.

Beachside Resort & Residences Hotel features a private sun beach and a pool with Gulf of Mexico views. Guests can enjoy a meal at the on-site restaurant or grab a handmade cocktail at the poolside...

Located off US-1, Fairfield Inn & Suites by Marriott Key West at The Keys Collection features an outdoor pool, Tiki bar, and fitness center.

Located in the heart of Old Town, a few blocks from the historic harbor and Ferry Terminal and walkable to many museums.

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.

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities.

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 boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool.

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.

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.

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs.

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.

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided.

Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck. Free Wi-Fi is available.

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining.

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

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.

Hampton Inn Key West features 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.

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.

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away.

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.

Harborside Motel & Marina offers panoramic views of Key West’s Garrison Bight. Guests can take a refreshing plunge in the outdoor pool or relax on the sun deck.

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.