Best Pool Hotels in Key West

The Southernmost Beach Resort features three pools (including an adults-only pool and one that overlooks the ocean), two beaches and a private tanning pier furnished with chaise lounges and umbrellas. Private cabanas are available to rent, and all three pools are surrounded by lounge chairs and umbrellas. Beach chairs and towels are also available free of charge as part of the daily $35 resort fee.

Set amid the tropical gardens in the private courtyard, the three swimming pools at The Marker Waterfront Resort feature chaise lounges, umbrellas and shaded lounge chairs. Poolside service is available at all pools throughout the day and early evening. For guests who want peace and quiet, the adults-only pool is in a secluded spot.

Sunset Key Cottages features a zero-entry pool shaded by palm trees and other tropical plants. Flippers Pool Bar allows guests to easily access food and beverage options while lounging beside the pool. A private plunge pool is also available in each four-bedroom cottage.

The swimming pool and whirlpool tub at Ocean Key Resort & Spa are positioned for sunset views across the Gulf of Mexico. The property's LIQUID Pool - Bar - Lounge maintains a party atmosphere with music, tropical cocktails and a "Floribbean" menu, as well as cooling amenities such as cold towels and frozen fruit skewers. Cabanas offer shade and privacy.

The resort features a heated outdoor pool and lounge deck. A whirlpool is also available and free towel service is provided. And at the beach, guests have access to food and beverage service and water sports equipment rentals like Jet Skis and snorkeling gear.

The Hyatt Centric Key West features an outdoor swimming pool that overlooks the ocean and is surrounded by teak lounge chairs and cabanas. A whirlpool and a poolside bar and grill are also available by the pool. Water activities like snorkeling and scuba diving can also be arranged for a fee through the property.

Casa Marina offers two tropically landscaped pools that overlook the Atlantic Ocean. Key West's largest private beach is also housed at the property, and water sports equipment like paddleboards, kayaks and jet skis can be rented for a fee. Use of pool and beach lounge chairs, pool concierge services and beach hammocks covered by daily resort fee.

Santa Maria Suites features two heated swimming pools surrounded by tropical greenery and lounge chairs. Pool attendants are on hand to supply complimentary smoothies, bottled water or fresh fruit. Beach access is also available nearby.

Surrounded by palm trees, the heated pool features chaise lounges, umbrellas and a romantic poolside gazebo. The pool bar offers limited service during the day and serves snacks and small plates.

Parrot Key Hotel & Villas features four on-site swimming pools and a sandy sunning terrace for lounging alongside views of the waterfront. Each swimming pool is surrounded by lounge chairs and lush coconut palm trees. Guests can also reach Smathers Beach via the resort's complimentary beach shuttle.

The pool area is the hotel’s entertainment hub, featuring Rum Row Poolside Bar, which serves drinks that highlight spirits made at the local rum distillery. Serving signature cocktails like mojitos and Caribbean and Florida-inspired tapas cooked up by the property's food truck, Rum Row also offers live entertainment in the evenings. Around the pool, guests have access to plenty of lounge chairs and umbrellas. Free towels are also provided as part of the daily resort fee.

The pool at the Westin Key West is located in the courtyard and is surrounded by umbrellas and loungers.

Two private and sunny pools, set in an idyllic courtyard with tropical plantings, are a welcome sight to snowbirds escaping from the winter cold. Because of the hotel's small size, limited lounge chairs are available.

The pool at The Reach is located outside and offers direct access to the property's private beach. Poolside drink and snack service is available, and poolside popsicles and chilled eucalyptus towels from the pool concierge are covered by the daily resort fee.