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Key West is a luminous city island known for its sandy beaches framed by palm trees, lush gardens, and quaint historic places. Beautifully located in the Florida Keys archipelago, this idyllic destination also has a rich mix of hotels — from swanky oceanfront resorts to 5-star boutique hotels.
Most of Key West’s hotels spoil guests with unparalleled ocean views and are smothered top to bottom with a set of incredible amenities like outdoor swimming pools, direct beach access, breezy private balconies, and full-service spas.
With such an extensive choice of hotels, deciding where to stay when visiting Key West might be challenging, so we’ve done the job for you. Here’s a well-curated selection of the ultimate best Key West hotels considering aesthetics, service, location, and value for money.
Whether your focus is sightseeing as much as possible or indulging in some time to yourself, you’re sure to find the perfect fit, no matter your budget or style preferences.
The best part? You can find all these hotels at the best prices at CuddlyNest.
Find Places To Stay In Key West, Florida
Located along the southern edge of Key West, Casa Marina Key West is a wonderful place to base yourself on the island. Filled with swinging palm trees, this 1920s luxury resort is beautifully set within a historic building, listed on the National Register of Historic Places, and plays host to 311 spacious rooms and suites.
All the accommodations are breezy, and light, featuring big windows and glass doors. They are also outfitted with luxe amenities such as plush signature robes, wireless high-speed Internet access, LCD flat-screen television, and Nespresso coffee/tea machine.
Elevate your Key West vacation by staying at the 600 sq. ft. suite Oceanfront King Suite, which boasts a private balcony with stunning ocean views, as well as a lavish separate living area.
Lounge by one of Casa Marina's two oceanfront pools, or sunbathe in the hotel’s,100 feet of beach reserved exclusively for hotel guests, making it the largest private beach on Key West. At the beach, you’ll find Barefoot Billy’s Beach Rentals, where kayaks, stand-up paddleboards, jet-ski, small watercraft, scooters, and bicycles are available for rent.
After lounging all day on the beach, treat yourself to a signature treatment at Spa Al Maré. You can even level up your spa time by booking your session at one of the beach cabanas.
This Key West resort also excels when it comes to dining. Start off the day with a hearty continental breakfast at Flagler’s Ballroom (both indoor or patio seating are available), and head over to Sun Sun Beach Bar & Grill for a breezy lunch with showstopping views of the Atlantic Ocean.
Casa Marina has a convenient location close to Key West's Old Town. When staying at this luscious resort, guests are within a short walk of top attractions like The Hemingway Home and Museum, the Key West Cemetery, and The Key West Butterfly and Nature Conservatory.
Address: 1500 Reynolds St, Key West, FL
Top Amenities: Fitness center, on-site restaurants, pet-friendly rooms, private beach area, on-site spa, outdoor swimming pools
Recommended Read: The 15 Best Things to do in Key West, Florida
DoubleTree Resort By Hilton Grand Key is a great vantage point for exploring Key West. This majestic hotel puts guests just 1.1 mi from the airport and within a 15-minute drive of Duval Street, in Downtown Key West. From here, you’ll be able to easily reach top tourist attractions like Smathers Beach, and The Ernest Hemingway Home.
The resort plays host to over 200 spacious rooms, each with its unique charm and features. Some, for instance, have a private balcony overlooking the outdoor swimming pool, while others come with a whirlpool tub, and separate shower. All of the accommodations, however, come with air conditioning, LCD TV, high-speed internet, and Crabtree and Evelyn bath amenities.
But DoubleTree’s allure goes way beyond the first-class accommodations. Sip on tropical cocktails by the swimming pool, which is majestically shaded by tropical gardens. Stop by Palm Haven restaurant to feast on jet-fresh seafood dishes on a breezy patio, or head over to the state-of-the-art fitness center for a pulse-pounding workout session.
Address: 3990 S Roosevelt Blvd, Key West, FL
Top Amenities: Pet-friendly rooms, outdoor pool, room service, on-site restaurant, pool bar, airport shuttle, business center, meeting rooms, free wifi
The naval-inspired Perry Hotel perfectly combines a modern industrial-chic style with a seafarer's soul. Located on a 220-slip marina on Stock Island (a 15-minute drive from Key West), this waterfront oasis welcomes guests with 100 well-appointed guest rooms that blend contemporary furnishings with a chich rustic décor.
All guest rooms are smothered top to bottom with first-class amenities like oversized private balconies, artisanal bath and body essentials, 49″ flat-screen TVs, high-speed Wi-Fi, and a coffee maker. The private balconies offer views of either the marina, the waterfront pool, or the mangrove.
This luxury hotel also boasts sparkling outdoor pools surrounded by tropical gardens, three dockside restaurants, and a boutique coffee shop serving American coastal comfort food and craft coffee.
Address: 7001 Shrimp Rd, Naval Air Station Key West, FL
Top Amenities: Pet-friendly rooms, outdoor pool, on-site restaurants, meeting venues, private marina
Located at the entry point of Key Westm on North Roosevelt Boulevard, The Gates Hotel is a wonderful getaway for exploring the island.
Gloriously surrounded by lush trees that contrast with the blue skies of Key West, the hotel has 100 guest rooms, all paneled in reclaimed wood. They also feature high-speed wireless internet, coffee maker machines, 48-inch HD TV, and laptop safes. More superior rooms offer private terraces with seating and spectacular views of the outdoor pool.
When not out and about exploring Key West, guests can take a refreshing dip in the hotel's outdoor pool, or sip on specialty rum cocktails at the Rum Row. This tropical-inspired bar also boasts a cigar lounge, where guests can indulge in Rodriguez Cigars while experiencing a taste of Cuban-Key West history.
Address: 3820 N Roosevelt Blvd, Naval Air Station Key West, FL
Top Amenities: On-site restaurants and bars, swimming pool, pet-friendly rooms, on-site food truck
Situated within walking distance of the popular Duval Street, in Downtown Key West, the Santa Maria Suites is an amenity-packed resort where guests can experience pure luxury and comfort.
The hotel harbors 35 comfy and spacious suites, all flaunting designer kitchens with granite counters and stainless-steel appliances, 48" flat-screen TVs, rainfall showers, and free wi-fi. Suites also have balcony or patio access and provide heartwarming views of either the swimming pool or the tropical gardens.
And there’s more! The Santa Maria Suites are home to not only one heated outdoor pool, but two. They’re enclosed by lush gardens that provide fresh shade from the intense Key West sun. Enjoy complimentary non-alcoholic frozen drinks, bottled water, and fresh tropical fruits served poolside throughout the day.
Don't leave the hotel without having dinner at Milagros Restaurant, praised for serving contemporary Latin cuisine with the freshest ingredients.
Address: 1401 Simonton St, Key West, FL
Top Amenities: Concierge service, on-site restaurant, heated outdoor pools, fitness center, beach access, complimentary frozen fruit beverages & ice water, dry cleaning, daily housekeeping
Ocean Key Resort is a true gem in Key West. This luxury resort is perfectly located in the historic Old Town Key West, overlooking the sparkling waters of the Gulf of Mexico.
Rooms and suites are artfully decorated with eclectic hand-painted furnishings and offer show-stopping views of either the ocean or Key West’s historic Duval Street.
And while relaxing in your spacious suite all day might sound tempting, we highly encourage you to enjoy the resort’s incredible common spaces and facilities. There’s a majestic oceanfront pool framed with comfy lounging chairs where guests can sit back and relax while feasting on signature cocktails (try the Spicy Watermelon Margarita).
Whenever you need to escape from the everyday pressures of life, head over to the SpaTerre at Ocean Key Resort. This serene hideaway offers a plethora of unique treatments for those seeking to restore the body, mind, and spirit. The Tropical Essence Massage and the ritual bath. The traditional Japanese soaking tub infused with aromatherapy essence is some of the guest’s favorites.
Another highlight of the resort is the private pier, where guests can watch the Key West sunset while enjoying some live music, tropical drinks, and island-inspired snacks.
Address: 0 Duval St, Key West, FL 33040
Top Amenities: Concierge service, in-room WiFi, swimming pool, on-site spa, business center, private pier
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