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The Sanchez House Room #1

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!

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.

Santa Maria Suites

Step into the two bedroom luxury suite where elegant living spans two stories with a state of the art kitchen and in room washer and dryer unwind in the living room with two seating areas a queen pull out sleeper sofa and a 48 inch LED television upstairs bedrooms each feature a queen bed flat screen TV and large closets while bathrooms offer marble counters and lighted mirrors enjoy the view from your private balcony overlooking the pool and courtyard for a truly elevated stay.

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 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.

Seashell Room

***21 and up age limit*** Enjoy this charming hotel located 2 blocks from the Historic Wharf and 4 blocks to Duval St. This room is appointed with a full bed on our 1st floor with a shower/tub combo, coffee maker, TV, and mini fridge. There is a small staircase to enter the room. Enjoy complimentary continental breakfast on property. Our property sports 2 pools, lush gardens, sitting areas, and all the amenities you would need to enjoy Key West!

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.

Ella's Cottages - Key West Historic Inns

Experience comfort and convenience in our king city single room. This inviting space features a plush king-size bed, private bathroom with premium amenities, and thoughtful touches like a hairdryer, hand steamer, and cozy robes. Enjoy modern comforts including free WiFi, air conditioning, a TV, refrigerator, and yoga mats for your relaxation. Pets are welcome, and a delicious breakfast is included to start your day right.

Havana Cabana at Key West

Havana king features a king bed and sofa bed, air conditioning, microwave, mini-refrigerator, safe, hairdryer, desk, alarm clock, and free wifi. Enjoy Cuba-inspired decor, plush bedding, complimentary coffee, tea, bottled water, luxury bath products, a 55 inch HD TV, and a dedicated workspace. This welcoming room blends comfort, style, and convenience for a relaxing stay with all the essentials and thoughtful amenities.

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.