Hotels in Monroe County

Santa Maria Suites

Enjoy the tropical landscape & magnificent pool views while relaxing on your spacious patio or balcony. Indulge in 960+ sq. ft. of open design interior space with luxury modern finishes. Includes two separate bedrooms w/ king-sized pillow-top beds & separate spa-inspired bathrooms w/ rainfall showers. A bright/airy living room comes equipped w/ a queen-size sleeper sofa, a separate laundry closet w/ a washer and dryer, & a fully equipped kitchen. Some of our Flat suites require the use of stairs

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.

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)

Scenic Bay View | 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 ✔ Bay view

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

Luxurious King Suite @SLS LUX Brickell Miami

Be one of the first to our Experience luxury living in this stylish 1-bedroom condo at SLS Lux Brickell! Enjoy modern interiors, a full kitchen, a cozy living area, and a private balcony with city views. Building amenities include a rooftop pool, spa, gym, and lounge. Located in the heart of Brickell, you're steps from world-class dining, shopping, and nightlife. Perfect for business or leisure travelers seeking comfort and convenience. Book your Miami getaway today!

Arlo Wynwood Miami

Balcony king invites you to city life in the heart of Wynwood with a stylish airy space and a private terrace overlooking the lively outdoor cocktail lounge Enjoy a restful king bed surrounded by clever design and white oak furnishings Unique amenities include a Nespresso coffee machine walk in shower Pharmacopia bath products and a hand held steamer Recharge between exploring the arts district and relax with comforts like a minibar safe and free local calls.

Ella's Cottages - Key West Historic Inns

Unwind in our king patio room, offering a relaxing retreat with direct patio access. Enjoy the comfort of a king-size bed, a private bathroom stocked with premium amenities, and thoughtful extras like a hairdryer, hand steamer, and plush robes. Stay connected with free WiFi, and take advantage of conveniences such as air conditioning, a refrigerator, a TV, and yoga mats. Pets are welcome, and a complimentary breakfast is included to complete your stay.

Miami Getaway | Swimming. Spa. Central Location.

Dua Miami offers a stylish and comfortable stay with top-notch facilities in the heart of downtown Miami. Guests can enjoy a rooftop pool, a fitness center, and an on-site restaurant. Located just minutes from Miami’s stunning beaches and vibrant nightlife, the hotel provides the perfect base for exploring the city’s attractions. ✔ Outdoor pools ✔ Fitness room ✔ Spa ✔ Good breakfast ✔ Restaurant and bar ✔ Near downtown area and beaches

2BR Loft w/Two Full Bathrooms-The 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.

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.

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.