Hotels in Monroe County

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!

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.

Near Kaseya Center | Rooftop Pool + Bay Views

The Grayson Hotel Miami, offers modern accommodations with floor-to-ceiling windows showcasing views of the Miami skyline and Biscayne Bay. Enjoy two pools, a 24-hour fitness center, and weekend yoga classes. Located near American Airlines Arena and Brickell City Centre, guests are greeted with a complimentary welcome drink and free WiFi. Guests can enjoy: ✔ 2 swimming pools ✔ Poolside bar ✔ 3 restaurants ✔ Welcome drink ✔ Private parking ✔ Pet-friendly ✔ Bay view

Marrero's Guest Mansion Adult Only (21+) Room 1

Adult Only Boutique Hotel (21+). Experience the grandeur of their stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. This room is deluxe in every sense of the word. Exquisitely vintage and tasteful décor fill this immense room featuring two pillow top queen beds with a private bath, sitting area, and veranda. The high colonial-style ceilings provide for a genuinely stunning room. (Accommodates up to 4 guests, additional charges apply)

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.

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 9/1/26. A significant leak was found and emergency repairs are necessary to fix the problem.

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.

Near Homestead-Miami Speedway | Pool. Bar. Gym.

Stay steps from Miami’s southern gateway at Hilton Garden Inn Homestead, ideal for exploring the Everglades, Biscayne National Park, and the Florida Keys. Enjoy spacious rooms with modern comforts, plus an outdoor pool, fitness center, and free parking. Dine at the on-site restaurant and bar or grab snacks at the 24/7 market. Whether you’re here for nature, road trips, or business, this Homestead hotel makes every stay effortless.

The 27 Wynwood

Experience the creative soul of Wynwood in this chic studio. Blending residential warmth with modern style, the space features a queen bed, full sofa bed, and a sleek kitchen with a dining island. Relax in the spa-style shower or enjoy the Miami sun on your private terrace. Perfectly composed for short or long stays, this is your ideal home base for exploring the neighborhood vibrant energy.

Silver Palms Inn & Historic Homes

Classic double queen city balcony offers a bright tropical retreat with comfortable beds, city views, and handy conveniences for easy Key West stays. Enjoy high speed wired and wireless internet, a 40 inch LCD TV with cable, an iPod docking station, in room safe, microwave and fridge, hairdryer, iron and ironing board, eco friendly bath amenities, pillow top comfort, and daily housekeeping.

Seashell Motel

Queen room features a queen bed and offers a comfortable stay with air conditioning, cable TV, a mini fridge, and a microwave, alongside a private bathroom with a full bath and shower. Guests can also enjoy the courtyard gas grill, coin operated laundry, and free outside lockers during their stay.