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.

Steps to Duval St + 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.

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)

Luxurious Stay | Snorkeling. Outdoor 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 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 6/1/26. A significant leak was found and emergency repairs are necessary to fix the problem.

Steps from the Beach + Free Shuttle & Pool

Experience the vibrant spirit of Cuba in the heart of Key West at Havana Cabana, a waterfront retreat full of charm and character. Classic cars, refreshing mojitos, and lively poolside music set the tone for a nostalgic escape inspired by Cuban art and culture. From the moment you arrive, vintage cars shine in the Florida sun while Flamenco rhythms and the scent of hand‑rolled cigars welcome you into an atmosphere that feels worlds away.

Luxury King Studio – Come Hide at 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.

Near Old Town Key West + Pool. Dining. Shuttle.

Cruise to the beach, nap in the sun, and live like a local at Blue Flamingo Resort Key West. Just minutes from Duval Street, this chill island stay has everything you need—bikes, a breezy pool, and a colorful vibe that feels more like a friend’s place than a resort. Bring your pup, stash the car, and spend your days hopping between beaches, seafood shacks, and sunset spots. Here, the only agenda is island time.

Parmer's Resort

Parmer's resort guest rooms offer everything you need for a simple getaway with private baths outdoor seating a small refrigerator microwave and air conditioning enjoy free wi-fi hd tv in room seattle's best coffee service and thoughtful amenities like a hairdryer and bath products these non smoking rooms are perfect for relaxing after a day of adventure with all the essentials for comfort and convenience.

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!

Hyatt Beach House 2 Bed 2 bath

The luxury of the recently remodeled Hyatt Vacation Club, Stay in a modern, fresh, luxury property, parking included. 2 Bedrooms, 2 Bath, Fully stocked Kitchen, Pool, Private Beach Area, Kayaking, Bar, all on premises.