Best Pool Hotels in Key West
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Select Dates
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Select Dates
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Select Dates
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.
View all PhotosSunset Key CottagesKey West, FLFree Breakfast
Free WiFi
4.0-star Hotel ClassFree Breakfast
Free WiFi
The property features a zero-entry pool shaded by palm trees and other tropical plants. Flipper's 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.
View all PhotosSanta Maria SuitesKey West, FLFree Breakfast
Free Parking
4.0-star Hotel ClassFree Breakfast
Free Parking
Free WiFi
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.
View all PhotosThe Gardens Hotel Key WestKey West, FLFree Breakfast
Free WiFi
4.0-star Hotel ClassFree Breakfast
Free WiFi
Surrounded by palm trees, the two heated pools feature chaise lounges, umbrellas and a romantic poolside gazebo. The pool bar offers limited service during the day and serves snacks and small plates.
View all PhotosOcean Key Resort & Spa, A Noble House ResortKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
The resort's swimming pool and whirlpool tub aare positioned for sunset views across the Gulf of Mexico. The 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.
View all PhotosPier House Resort & SpaKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
The resort features a heated outdoor pool and lounge deck. A whirlpool is also available, and the resort provides free towel service. And at the beach, guests have access to food and beverage service and water sports equipment rentals like Jet Skis and snorkeling gear.
View all PhotosHyatt Centric Key West Resort & SpaKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
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.
View all PhotosParrot Key Hotel & VillasKey West, FLFree Parking
Free WiFi
4.0-star Hotel ClassFree Parking
Free WiFi
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.
View all PhotosSouthernmost Beach ResortKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
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.
View all PhotosCasa Marina, A Waldorf Astoria ResortKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
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.
View all PhotosThe Gates Hotel Key WestKey West, FLFree Parking
Free WiFi
4.0-star Hotel ClassFree Parking
Free WiFi
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.
View all PhotosMargaritaville Key West Resort & MarinaKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
The pool at the Westin Key West is located in the courtyard and is surrounded by umbrellas and loungers.
View all PhotosThe Marker Waterfront Resort Key WestKey West, FLFree WiFi
4.0-star Hotel ClassFree WiFi
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.
View all PhotosThe Marquesa HotelKey West, FLFree Parking
Free WiFi
3.5-star Hotel ClassFree Parking
Free WiFi
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.
View all PhotosThe Reach, A Waldorf Astoria ResortKey West, FL4.0-star Hotel ClassThe 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.
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