Hotels in Big Pine Key

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 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.

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!

The Jungle Room

Relax in the Jungle room! This gorgeous 1st floor suite is perfect for 2 with century old Dade County pine walls, a king bed, a private deck furnished with a couch and two chaise lounge chairs and a large bathroom with a huge pebble stone walk-in shower. This beautiful room is just steps away from one of our three pools. The suite also features a microwave, fridge, & coffee maker in room. Enjoy our complimentary breakfast, central location, & beautiful grounds while staying with us!

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.

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 8/1/26. 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.

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.

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.

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.

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.