Hotels with Rooftop Pools in Key West

With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street. This hotel is 3.2 mi (5.1 km) from Southernmost Point and 3.4 mi (5.5 km) from Mallory Square. Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and complimentary use of a nearby fitness facility. You can enjoy a meal at Floridita Food Truck serving the guests of Havana Cabana at Key West , or stop in at the snack bar/deli. Relax with your favorite drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 10 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Free self parking is available onsite. Make yourself at home in one of the 106 individually decorated guestrooms, featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily.

Daily Resort Charge includes: Shuttle service to Old Town Key West; two daily in-room bottled waters; beach amenities (chairs, umbrella & cooler); 20% off bicycle rentals for two; 10% off golf cart rentals; arts & crafts for kids. The best of Key West in easy reach We're off Highway 1, three miles from Duval Street and Smathers Beach, and walking distance from restaurants. The Ernest Hemingway House and Old Town can be reached in about 10 minutes, and Mallory Square is only four miles from our door. Enjoy our restaurant, outdoor pool bar, available downtown shuttle service, and 24-hour convenience shop.

With a stay at Opal Key Resort & Marina, Key West, you'll be centrally located in Key West, steps from Mallory Square and 3 minutes by foot from Duval Street. This hotel is 0.3 mi (0.5 km) from Florida Keys Beaches and 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum. Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and a 24-hour fitness center. This hotel also features concierge services and a banquet hall. At Opal Key Resort & Marina, Key West, enjoy a satisfying meal at the restaurant. Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Cooked-to-order breakfasts are available daily from 7:00 AM to 10:00 AM for a fee. Featured amenities include a 24-hour business center, dry cleaning/laundry services, and a 24-hour front desk. This hotel has 11 meeting rooms available for events. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 178 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms feature bathtubs or showers with rainfall showerheads and complimentary toiletries. Conveniences include safes and desks, as well as phones with free local calls.

Located in Key West (Key West Historic District), Eden House is within a 15-minute walk of Duval Street and Florida Keys Beaches. This hotel is 1.4 mi (2.2 km) from Southernmost Point and 1 mi (1.6 km) from Ernest Hemingway Home and Museum. Be sure to enjoy recreational amenities, including an outdoor pool, a hot tub, and bicycles to rent. This Art Deco hotel also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Satisfy your appetite with Mediterranean cuisine at Azur, a restaurant which features a bar/lounge. Dining is also available at the coffee shop/cafe. Wrap up your day with a drink at the poolside bar. Featured amenities include complimentary wired internet access, a computer station, and express check-in. Guests may use a ferry terminal shuttle for a surcharge, and limited parking is available onsite. Make yourself at home in one of the 39 individually decorated guestrooms, featuring microwaves and minibars. Your pillowtop bed comes with down comforters and premium bedding. 32-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers.

A stay at Silver Palms Inn & Historic Homes places you in the heart of Key West, within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This hotel is 0.7 mi (1 km) from Florida Keys Beaches and 0.7 mi (1.2 km) from South Beach. Take advantage of recreation opportunities including an outdoor pool and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a television in a common area. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 50 individually furnished guestrooms, featuring refrigerators and LCD televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wired and wireless internet access keeps you connected, while iPod docking stations help you enjoy your music in the comfort of your room. Bathrooms have showers and hair dryers.

Daily Resort Charge includes: Guest internet access; shuttle service to airport, downtown and beach; access to Sunset Watersport Beach Club; 2 reusable water bottles refillable at stations throughout resort; morning coffee bar in the lobby. Enjoy the laid back atmosphere of the Florida Keys, one of the world's most popular destinations. Surrounded by the tropical beauty, charm, and colorful character of Key West, business travelers and vacationers alike appreciate the resort's 216 guest rooms and suites. Enjoy the comforts of home and all the conveniences of a full-service resort. DoubleTree by Hilton Grand Key Resort features on-site dining and a tiki bar, zero entry pool and cabanas, full convention and catering facilities with function space for up to 200, a shuttle service, 24-hour fitness center, and ample parking.

Daily Resort Charge includes: WiFi: poolside concierge services: activities including volleyball & table tennis: beach chairs, umbrellas & hammocks: access to amenities at Casa Marina and The Reach: chilled fruit-infused spring water: pool hydration stations. Listed in the National Register for Historic Places, Casa Marina Key West, Curio Collection by Hilton, is a historic landmark with Old Town Key West elegance. Conceived over 100 years ago by the railroad magnate Henry Flagler, the hotel was designed to replicate the arches of Flagler's pioneering Overseas railway. The hotel opened on New Year's Eve, 1920. Nestled along the southern edge of the island on more than 1,100 feet of Key West's largest private beach, the 311 room Casa Marina is in proximity to the vibrant spots of Duval Street and rich history of Old Town. Offering the finest in resort activities, along with a dedicated beach and pool concierge, guests enjoy experiences from sand sculpting workshops led by the award-winning resident sculptor to ocean sports including jet-ski tours and deep-sea fishing charters. Key West's freshest ingredients are featured on Sun Sun Bar and Grill's island-style menu for a poolside bite or beachside dinner. For the ultimate in relaxation, Spa al Mare offers relaxing treatments matched with uncompromisingly pure products.

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.Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking.Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center.A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape.

Unlock a New Treasure at a Gem Among Florida Keys Resorts. Poised on the pristine waterfront of Key West's historic seaport, The Marker is the only newly built hotel to grace Old Town Key West in over 20 years, seamlessly blending the timeless elegance of classic Florida Keys resorts with an understated air of modern glamour. Featuring 96 state-of-the-art rooms on two lush acres of tropical landscaped seclusion, The Marker is a tropical oasis set within a vibrant, free spirited paradise filled with sun, surf, art and culture. Resort Fee of $45.00 /per night will be charged to the guest upon Check-in.

With a stay at The Laureate Key West in Key West (New Town), you'll be within a 10-minute drive of Duval Street and Florida Keys Beaches. This beach hotel is 3.4 mi (5.4 km) from Southernmost Point and 2.8 mi (4.5 km) from Smathers Beach. Enjoy recreational amenities such as an outdoor pool and an indoor pool. This hotel also features concierge services, gift shops/newsstands, and a television in a common area. Featured amenities include a 24-hour business center, express check-out, and complimentary newspapers in the lobby. Make yourself at home in one of the 64 individually decorated guestrooms, featuring kitchenettes with refrigerators and stovetops. 55-inch flat-screen televisions are provided, with digital programming available. Conveniences include safes and desks, as well as phones with free local calls.