Hotels in Big Pine Key

The Sanchez House Room #1

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 Smathers Beach | 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

2BR Suite with 1.5 Bathrooms at 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. This room has 1.5 bathrooms.

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.

Seashell Room

***21 and up age limit*** Enjoy this charming hotel located 2 blocks from the Historic Wharf and 4 blocks to Duval St. This room is appointed with a full bed on our 1st floor with a shower/tub combo, coffee maker, TV, and mini fridge. There is a small staircase to enter the room. Enjoy complimentary continental breakfast on property. Our property sports 2 pools, lush gardens, sitting areas, and all the amenities you would need to enjoy Key West!

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.

Two bedroom suite

Two bedroom suite offers a spacious and comfortable ground-floor stay with multiple sleeping arrangements, including queen beds, a double bed, and a futon in the living area. It features a full kitchen with a coffee maker and microwave. Guests enjoy air-conditioning, a ceiling fan, cable TV, and a hair dryer as part of the in-room amenities. Shared patio with seating as well as access to a charcoal grill in the outdoor area.

Waterfront two bedroom cottage

Enjoy the florida keys in your own private waterfront cottage with two bedrooms a full kitchen living and dining rooms and a private porch overlooking the water each cottage features free wi-fi flat screen tv air conditioning and bath amenities for comfort and relaxation all the privacy of a freestanding cottage with the convenience of resort amenities makes for an unforgettable stay.