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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.

Premier Unit! Facing Pool&Gulf Hyatt Sunset Harbor

This is one of the Premier Units at the Hyatt Sunset Harbor. One of the few units that faces both the pool and gulf. Enjoy fabulous sunsets and social interaction 2BR/2BA. It doesn't get much better than this location! Close/walking distance to everything - old town, Mallory Square, Mel Fisher Museum, Sloppy Joe's, and all the attractions. This is a premier resort location with pool, hot tub, entertainment such as pool side DJ at the location (depending on scheduling), and resort amenities.

Hyatt Sunset Harbor Key West 2 Bedroom Mallory Sq

Hyatt Residence Club Sunset Harbor has the best location in the heart of Key West’s famed Old Town. Walk to Mallory Square & all the bars/restaurants around Duval Street. Private 2 Bedroom unit sleeps 6 Adults w/ king bed, Queen Bed, Pull out queen sleep sofa, TV, wi-fi, full kitchen for 6. One full Private bathroom and 1 full hallway bathroom with shower/tub. Resort has shared pool, hot tub, BBQ grills, laundry machines for guest use. Easy walk or public transport to Key West attractions!

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

2BR Suite with 1.5 Bathrooms at 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. This room has 1.5 bathrooms.

Knight's Key Suites Deluxe King

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. These rooms feature 1 King-size bed that can accommodate up to 2 people with private bath, refrigerator and microwave. Dear guest, we’re sorry to inform you that, due to unexpected circumstances beyond our control, the pool will be closed until Saturday 7/1/26. A significant leak was found and emergency repairs are necessary to fix the problem.

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.

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.

Near Old Town Key West + Pool. Dining. Shuttle.

Cruise to the beach, nap in the sun, and live like a local at Blue Flamingo Resort Key West. Just minutes from Duval Street, this chill island stay has everything you need—bikes, a breezy pool, and a colorful vibe that feels more like a friend’s place than a resort. Bring your pup, stash the car, and spend your days hopping between beaches, seafood shacks, and sunset spots. Here, the only agenda is island time.

King Room (Limited Pet Friendly Rooms)

A beautiful Historic Hotel . More like a B&B . Our room was clean and bright with amenities . Great to have bike rentals on the property . I rode around the whole island. I’ve worked at hotels my entire life . The Palms is a great place to stay!