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The Sanchez House Room #2

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.

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!

The Jungle Room

Relax in the Jungle room! This gorgeous 1st floor suite is perfect for 2 with century old Dade County pine walls, a king bed, a private deck furnished with a couch and two chaise lounge chairs and a large bathroom with a huge pebble stone walk-in shower. This beautiful room is just steps away from one of our three pools. The suite also features a microwave, fridge, & coffee maker in room. Enjoy our complimentary breakfast, central location, & beautiful grounds while staying with us!

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)

*Near Mallory Square | Resort Pool, Dining + Bar

Experience the charm of island living surrounded by tropical scenery, coastal attractions, and unforgettable ocean adventures. Spend your days exploring historic landmarks, colorful waterfront districts, and vibrant public squares, or get up close to exotic butterflies, native wildlife, and panoramic island views. From snorkeling in crystal-clear waters to discovering local culture and sunset spots, this getaway places some of the area's most iconic experiences within easy reach.

Secluded Island Escape | Sailing. 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 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.

Near Airport + 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.

Two bedrooms bi-level garden view suite

2 bedroom bi-level garden view features two upstairs bedrooms with pillow-top queen beds, ensuite bathrooms (rainfall shower and bathtub), 48-inch TVs, work desks, and spacious closets. The first floor offers a living room with a queen sleeper sofa, 48-inch TV, guest powder room, and balcony with garden views. Enjoy a full kitchen with chef's island and a laundry area with washer and dryer for added convenience.

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, Fairfield Inn, Close to Old Town

Located just 1.8 miles from Key West International Airport, enjoy easy access to Duval Street’s vibrant nightlife and the iconic Hemingway House. Unwind on Smathers Beach or take in the lively sunset celebrations at Mallory Square. Perfect for families, couples, and adventurers, with nearby snorkeling, dining, and cultural spots for a memorable island escape.