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.

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!

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 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.

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.

City View | Rooftop Infinity Pools + Poolside Bar

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

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.

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 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.

Studio queen

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.

Classic King City/Balcony

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.