Hotels in Big Pine Key

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.

Captain's Suite - 2 Bdrm w/ Full Kitchen Sleeps 6

Your spacious, pet-friendly Florida Keys escape starts here. Perched on the second floor of the Sun Outdoors Marathon Motel, is the Captain’s Suite. Whether you’re returning from a day of fishing or sunbathing, this retreat comfortably hosts up to six guests. Recharge in the tranquil queen bedroom or let the kids claim the separate bunk room. At the heart of the suite, you'll find a sun-drenched, open-concept living area and a fully equipped kitchen perfect for whipping up the day's fresh catch

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!

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)

*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.

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

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.

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.

Parmer's Resort, Basic room with two twins

Basic rooms are perfect for travellers who spend time outdoors and just need a comfortable bed and private bath at a great price choose from two twin beds or one queen each room includes a private bath with shower or tub outside porch wi-fi hd tv air conditioning a small refrigerator and in room coffee service making them an ideal simple retreat for two people.

Silver Palms Inn & Historic Homes, La Pensione In.

La pensione guesthouse cortez suite features a king bed, a separate living room, a private entrance, a walk-in shower, a refrigerator, a microwave, a flat screen TV with cable channels, a laptop safe, a safety deposit box, a wardrobe, ironing facilities, air conditioning, and wifi. Adults only and non-smoking.

Seashell Motel, Queen Room

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.

King Room (Limited Pet Friendly Rooms)

A beautiful Historic Hotel . More like a B&B . Our room was clean and bright with amenities . Great to have bike rentals on the property . I rode around the whole island. I’ve worked at hotels my entire life . The Palms is a great place to stay!