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.

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.

*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.

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.

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 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.

Arch House Garden View Room 4

Find the historic and charming Island City House Hotel nestled on William St in Old Town Key West! Located within walking distance to all attractions of Key West, enjoy this 2nd floor private studio with a queen bed, shower/tub combo, kitchenette, living area, private balcony facing the gardens, heated pool, wifi, and TV. We provide you with all amenities you need to enjoy Key West in comfort and style. Please note we do not have elevators.

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.