Best Pool Hotels in Key West

U.S. News has identified top hotels with a pool by taking into account amenities, reputation among... READ MORE
U.S. News has identified top hotels with a pool by taking into account amenities, reputation among professional travel experts, guest reviews and hotel class ratings. Use the filters and settings below to help find the best pool hotel for you.

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14 matches

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Hotel Name
Price

$1 - $500+

Hotel Class

1 star - 5 stars

Amenities
Brands

Select Dates

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Select Dates

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14 matches
  • View all Photos
    Sunset Key Cottages
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 765 reviewsTripAdvisor (765)
    Free 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.
    4.0-star Hotel Class
    Free Breakfast
    Free WiFi
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    Santa Maria Suites
    Key West, FL
    TripAdvisor Traveler Rating 5 based on 2097 reviewsTripAdvisor (2097)
    Free 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.
    4.0-star Hotel Class
    Free Breakfast
    Free Parking
    Free WiFi
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    The Gardens Hotel Key West
    Key West, FL
    TripAdvisor Traveler Rating 5 based on 2011 reviewsTripAdvisor (2011)
    Free 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.
    4.0-star Hotel Class
    Free Breakfast
    Free WiFi
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    Ocean Key Resort & Spa, A Noble House Resort
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 3120 reviewsTripAdvisor (3120)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    Pier House Resort & Spa
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 2687 reviewsTripAdvisor (2687)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    Hyatt Centric Key West Resort & Spa
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 2738 reviewsTripAdvisor (2738)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    Parrot Key Hotel & Villas
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 4558 reviewsTripAdvisor (4558)
    Free 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.
    4.0-star Hotel Class
    Free Parking
    Free WiFi
  • View all Photos
    Southernmost Beach Resort
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 7133 reviewsTripAdvisor (7133)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    Casa Marina, A Waldorf Astoria Resort
    Key West, FL
    TripAdvisor Traveler Rating 4 based on 8096 reviewsTripAdvisor (8096)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    The Gates Hotel Key West
    Key West, FL
    TripAdvisor Traveler Rating 4 based on 1400 reviewsTripAdvisor (1400)
    Free 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.
    4.0-star Hotel Class
    Free Parking
    Free WiFi
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    Margaritaville Key West Resort & Marina
    Key West, FL
    TripAdvisor Traveler Rating 4 based on 2689 reviewsTripAdvisor (2689)
    Free WiFi
    The pool at the Westin Key West is located in the courtyard and is surrounded by umbrellas and loungers.
    4.0-star Hotel Class
    Free WiFi
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    The Marker Waterfront Resort Key West
    Key West, FL
    TripAdvisor Traveler Rating 4.5 based on 1918 reviewsTripAdvisor (1918)
    Free 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.
    4.0-star Hotel Class
    Free WiFi
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    The Marquesa Hotel
    Key West, FL
    TripAdvisor Traveler Rating 5 based on 1130 reviewsTripAdvisor (1130)
    Free 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.
    3.5-star Hotel Class
    Free Parking
    Free WiFi
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    The Reach, A Waldorf Astoria Resort
    Key West, FL
    TripAdvisor Traveler Rating 3.5 based on 4244 reviewsTripAdvisor (4244)
    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.
    4.0-star Hotel Class

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