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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.

Hyatt Sunset Key West Studio/Kitchenette

Hyatt Residence Club Sunset Harbor is in 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 Studio unit sleeps 2 Adults w/ king bed, TV, wi-fi, kitchenette w/ mini-fridge, microwave, toaster, coffee maker, utensils. Private bathroom with sink and shower/tub. There is no balcony. 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 6

Adult Only Boutique Hotel (21+). Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. This room features one king bed and a full private bath located on the second floor of the mansion. This room is home to the largest veranda in the house and provides guests with a fantastic view of Fleming Street - perfect for relaxing, people watching, or enjoying a drink as you unwind. Also features a room with closet for extra storage.

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.

Marriott Crystal Shores Sleeps 8

Marriott's Crystal Shores, Marco Island (2 Bedroom) The setting for this remarkable resort is perfectly complemented by comfortable and state-of-the art villas that feature a kitchen, multiple televisions, oversized showers, and a balcony with amazing views. Your beautiful two-bedroom two-bath villa is equipped with a washer/dryer, wi-fi, and cable with DVD player. Units are assigned at checkin and may vary slightly from pictures shown. Photos and description courtesy of Marriott.

*Near Smathers Beach | 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.

E11EVEN Money Suite 24/11

Experience Miami from the brand-new E11EVEN Hotel & Residences 24th floor (Just Launched). This stylish studio features a full kitchen, washer and dryer, electric blackout blinds, premium furnishings, and floor-to-ceiling windows. Guests enjoy access to a Vegas-style pool, massive outdoor entertainment screen, and state-of-the-art fitness center. Located directly across from Club E11EVEN and attached to Club Space, with easy access to Miami's top attractions and nightlife.

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

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 8/1/26. A significant leak was found and emergency repairs are necessary to fix the problem.

Key Largo Motel 1 Queen Bed

Welcome to your perfect Florida Keys getaway! This pet friendly delightful, coastal-themed 1-bedroom, 1-bathroom motel room is your temporary escape pod, nestled within the Sun Outdoors Key Largo RV Resort. We're perfectly situated for exploring the best of the Keys, with our own stunning private beach as well as local beaches (where your biggest decision is 'flip-flops or bare feet?', stunning reefs (hello, Nemo!), and fantastic restaurants.

Luxury King Studio – Come Hide at 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.

Coconut Grove Stay + Rooftop Pool. Bar. Dining.

Tucked inside Coconut Grove’s leafy streets, Mayfair House is a Two MICHELIN Key hotel that feels more like a creative retreat than a stay. Grab drinks in the garden courtyard, lounge by the rooftop pool, or explore indie shops and waterfront parks just steps away. With bold design, local art, and laid-back Miami energy, this is where you come to unwind, wander, and live like a local—without ever feeling like a tourist.