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Santa Maria Suites

Enjoy the tropical landscape & magnificent pool views while relaxing on your spacious patio or balcony. Indulge in 960+ sq. ft. of open design interior space with luxury modern finishes. Includes two separate bedrooms w/ king-sized pillow-top beds & separate spa-inspired bathrooms w/ rainfall showers. A bright/airy living room comes equipped w/ a queen-size sleeper sofa, a separate laundry closet w/ a washer and dryer, & a fully equipped kitchen. Some of our Flat suites require the use of stairs

The Sanchez House Room #3

There is no better welcome to Key West than staying in local and famous folk artist Mario Sanchez's birth home. This home was built in the 1860's in the heart of the historic Gato and Merrero cigar factory villages. Featuring original Dade County pine construction, and located right on historic Duval Street, the Sanchez House is guaranteed to offer the historic atmosphere and living a part of Key West many visitors want to experience. Sit on the balcony and enjoy the trade winds & Ocean Breeze.

Steps to Duval St + Free Breakfast, Pool & Spa

Located at the quiet end of Duval Street, The Guesthouses at Southernmost Beach Resort offer an adult-focused sanctuary with a sophisticated Key West vibe. Guests enjoy "stay at one, play at all" access to the entire resort, including 3 pools, a private beach, and oceanfront bars. Walk to the Southernmost Point or relax in lush tropical gardens. Highlights include the beach-chic decor, world-class spa, and daily breakfast, blending boutique intimacy with full-scale luxury amenities.

Marrero's Guest Mansion Adult Only (21+) Room 4

Adult Only Boutique Hotel (21+). Experience the grandeur of their stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Our location in the heart of Old Town, just half a block from Duval Street. This room is simply charming and comfortable and is great for friends traveling together. Features two beds in two separate rooms (1 queen + 1 double) with a Jack & Jill style bathroom in between. (Accommodates up to 3 guests, additional charges apply)

Luxurious Stay | Snorkeling. Outdoor Pool

Poised on the islands famous harbor, The Marker Key West Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an air of modern glamor. Attractions nearby: ✔Mallory Square, once anchorage of pirates ✔Snorkeling ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Amazing views for the top of the Lighthouse Museum ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states

Lively Paradise | Sightseeing. Bar

Indulge in coastal opulence at Hilton Garden Inn Key West, where luxury meets modernity amidst panoramic views, lavish accommodations, and impeccable service. Attractions nearby: ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states ✔Mallory Square, once anchorage of pirates ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Experience breathtaking vistas from the summit of the Lighthouse Museum ✔Snorkeling

Ella's Cottages - Key West Historic Inns

Unwind in our king patio room, offering a relaxing retreat with direct patio access. Enjoy the comfort of a king-size bed, a private bathroom stocked with premium amenities, and thoughtful extras like a hairdryer, hand steamer, and plush robes. Stay connected with free WiFi, and take advantage of conveniences such as air conditioning, a refrigerator, a TV, and yoga mats. Pets are welcome, and a complimentary breakfast is included to complete your stay.

Knight's Key Suites Premium Apartment w/Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. This room features one king, one queen, and one Murphy bed that can accommodate up to six people. full kitchen. Dear guest, we’re sorry to inform you that, due to unexpected circumstances beyond our control, the pool will be closed until Monday 4/20/26. A significant leak was found and emergency repairs are necessary to fix the problem.

Arch House Garden View Room 3

Find the historic and charming Island City House Hotel nestled on William St in Old Town Key West! Located within walking distance to all attractions of Key West, enjoy this 2nd floor private studio with a queen bed, shower/tub combo, kitchenette, living area, private balcony facing the gardens, heated pool, wifi, and TV. We provide you with all amenities you need to enjoy Key West in comfort and style. Please note we do not have elevators.

Steps from the Beach + Free Shuttle & Pool

Experience the vibrant spirit of Cuba in the heart of Key West at Havana Cabana, a waterfront retreat full of charm and character. Classic cars, refreshing mojitos, and lively poolside music set the tone for a nostalgic escape inspired by Cuban art and culture. From the moment you arrive, vintage cars shine in the Florida sun while Flamenco rhythms and the scent of hand‑rolled cigars welcome you into an atmosphere that feels worlds away.

2BR Loft w/Two Full Bathrooms-The Key West Hotel

Welcome to The Key West Hotel—ideally located on Duval Street yet tucked away in a private oasis. Choose from charming rooms in a restored Victorian conch house or a modern poolside retreat, all surrounding a lush courtyard and sparkling pool. Guests can unwind at the exclusive Bali Bar, a tiki-style hideaway serving handcrafted island cocktails with live local music each night. It’s the perfect blend of relaxation and Key West energy.

Minutes to Duval + Free Breakfast. Newly Renovated

Escape to island charm and sunshine at this Hotel in Key West, your relaxing coastal retreat just minutes from Old Town and the airport. Wake up to complimentary breakfast, unwind at the tropical outdoor pool and tiki bar, or rent a bike to explore palm-lined streets and colorful coastal sights. Whether you’re here for adventure or leisure, this hotel blends laid-back comfort with all the essentials for a perfect Key West getaway.