Hotels a 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.

Marrero's Guest Mansion Adult Only (21+) Room 6

Adult Only Boutique Hotel (21+). Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. This room features one king bed and a full private bath located on the second floor of the mansion. This room is home to the largest veranda in the house and provides guests with a fantastic view of Fleming Street - perfect for relaxing, people watching, or enjoying a drink as you unwind. Also features a room with closet for extra storage.

Seafoam Deluxe King

***21 and up*** Enjoy this charming hotel located 2 blocks from the Historic Wharf and 4 blocks to Duval St. This room is just steps away from our main pool, and appointed with a king bed with a shower/tub combo, Keurig coffee maker, TV, small patio, and mini fridge. Perfect romantic getaway for 2! It shares a small patio with the neighboring room. Our property sports 2 pools, lush gardens, sitting areas, complimentary breakfast, and all the amenities you would need to enjoy Key West!

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.

Coastal Comfort | Sunset-watching. Outdoor Pool

Indulge in coastal opulence at Hilton Garden Inn Key West, where luxury meets modernity amidst panoramic views, lavish accommodations, and impeccable service. Attractions nearby: ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states ✔Mallory Square, once anchorage of pirates ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Experience breathtaking vistas from the summit of the Lighthouse Museum ✔Snorkeling

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 suites are ideal for couples or larger groups seeking extra space with separate bedrooms full kitchens and living areas plus extra sleeping options like sofa beds and trundle beds choose from one two or three bedroom suites each with private baths enjoy outside porches hd tv air conditioning wi-fi and in room seattle's best coffee service for a relaxing and flexible stay.

Ideal Mix of Comfort & Value! Free Parking/ Pool

Escape to Amara Cay Resort in Islamorada, where breezy island flair meets boutique elegance. Enjoy private beach access, zero-entry pool with hammocks, and coastal-chic rooms with balconies. Explore kayaking, snorkeling, or hop a water taxi for dining across sister resorts—ideal for couples, families, or relaxed getaways.