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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.

Marrero's Guest Mansion Adult Only (21+) Room 7

Adult Only (21+) Boutique Hotel. Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Located in the heart of Old Town, just half a block from Duval Street. This second floor room has a long and distinctly resonant history thanks to the benevolent touch of Enriquetta Marrero, the former wife of the mansion's original owner. Mrs. Marrero's favorite room includes a pillow top king bed, private bath, sitting area, and balcony.

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.

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

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 Saturday 8/1/26. 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.

Deluxe King Studio w/ Pool View – Come Hide

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.

Silver Palms Inn & Historic Homes

Classic king city/balcony offers an inviting island style retreat with soothing colors, a plush king bed, and tranquil city views. Enjoy high speed wired and wireless internet, a 40 inch LCD TV with cable, an iPod docking station, iron and ironing board, hairdryer, in room safe, microwave and fridge, pillow top mattress comfort, and daily housekeeping.

Ideal Mix of Comfort & Value! Free Parking/ Pool

Escape to Amara Cay Resort in Islamorada, where breezy island flair meets boutique elegance. Enjoy private beach access, zero-entry pool with hammocks, and coastal-chic rooms with balconies. Explore kayaking, snorkeling, or hop a water taxi for dining across sister resorts—ideal for couples, families, or relaxed getaways.