Key West Hotels with Pools

Discover the vibrant culture of the island at Fairfield Inn and Suites Key West at the Keys Collection. Conveniently located near Key West International Airport, your vacation begins the moment you land. We are thrilled to unveil our newly renovated hotel in Key West, bringing a fresh and contemporary look to your island experience. Explore local hotspots like Duval Street, Old Town and Mallory Square, all conveniently located near our hotel in Key West. Start your day in Key West, Florida with our complimentary breakfast, enjoy a workout in our fitness center or take a refreshing dip in our outdoor pool. With more than 11,000 square feet of event space, our hotel in Key West, Florida remains the ideal choice for special celebrations, weddings and other events. At Fairfield Inn and Suites Key West at the Keys Collection, your comfort and satisfaction are our top priorities. In fact, we are proud to uphold the Fairfield 100 percent guarantee we promise you will be satisfied or we will make it right.

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.

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.

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: 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.

Caribbean style resort with open air piazza situated on the Gulf of Mexico in the heart of old town Key West. Offering 118 guest rooms with tiled entry foyers, private balconies, ceiling fans, some rooms offer a partial water view. The dress code throughout the island is casual resort wear.

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 Smathers Beach. This beach hotel is 3.3 mi (5.3 km) from Southernmost Point and 3.1 mi (4.9 km) from South 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.

Daily Resort Charge includes: WiFi: poolside concierge services: activities including bocce ball & life-sized chess: beach chairs, umbrellas & hammocks: access to amenities at Casa Marina and The Reach: chilled fruit-infused spring water: pool hydration stations. Welcome to The Reach Key West, Curio Collection by Hilton. Situated on the only private natural sand beach in Key West, our oceanfront resort boasts stunning views and an exceptional location. Immerse yourself in the Key West culture upon arrival with stunning murals and local artwork. Our guest rooms feature subtle nods to our nautical roots. Savor delectable cuisine amid sea breezes on the open-air patio of Four Marlins Restaurant, open for breakfast, lunch, dinner and Sunday Brunch, or indulge in a refreshing beverage poolside. In addition to the sundries and local and brandname resort apparel that you may purchase at Sand and Sea Gift Shop, this shop also features a variety of grab and go breakfast, lunch and snack items. As a guest of The Reach Key West, you may enjoy all of the amenities at our sister property Casa Marina Key West, Curio Collection by Hilton, a short stroll away, including dining at Sun Sun Bar and Grill. Power up at the fitness center, equipped with cardio and strength equipment in addition to immersive spin bikes. Bask in the sun at our beachfront pool featuring cabanas and a poolside concierge. With an array of outdoor activities, including bocce ball, life size chess and water sports there is something for everyone at The Reach. Our intimate boutique-style resort offers indoor and outdoor venues to accommodate over 300 people. We offer 4,700 sq. ft. of flexible meeting space plus an ocean view terrace with panoramic views of the Atlantic Ocean.

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.

Enjoy a stress-free stay at Fairfield Inn & Suites Key West. Our inviting hotel in Key West FL offers everything you need for a great travel experience. Sleep well in our rooms and suites with free Wi-Fi and Marriott bedding. Start your day satisfied with favorites from our free buffet breakfast served daily, and enjoy the convenience of local Key West restaurants near our hotel like Bagatelle, Sloppy Joe's, and Alonzo's. We also have a poolside tiki bar. Stay active with cardio equipment and free weights at our 24-hour fitness center, and unwind in our resort-style outdoor pool. During your stay in our Key West suites and hotel rooms, enjoy easy access to destinations like Duval Street, Mallory Square, and the Ernest Hemingway Home and Museum. Our convenient location near Key West Airport makes our hotel a great choice for your upcoming group stay. Ask about special group rates when you book 10 or more rooms. Whatever brings you to town, enjoy it at Fairfield Inn & Suites Key West.