Hotels in Monroe County

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 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!

Key West Beach Stay + 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.

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!

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)

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

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.

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.

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.

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.

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.