
Hotels in Big Pine Key
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Quick stats about hotels in Big Pine Key

Total holiday rentals
Explore 30 holiday rentals in Big Pine Key

Nightly prices starting at
Big Pine Key holiday rentals start at $256 AUD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Big Pine Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Big Pine Key rentals

4.9 Average rating
Big Pine Key stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated hotels in Big Pine Key
Guests agree: these hotels are highly rated for location, cleanliness and more.

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 7
Adult Only (21+) Boutique Hotel. Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. Located in the heart of Old Town, just half a block from Duval Street. This second floor room has a long and distinctly resonant history thanks to the benevolent touch of Enriquetta Marrero, the former wife of the mansion's original owner. Mrs. Marrero's favorite room includes a pillow top king bed, private bath, sitting area, and balcony.

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.

*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

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.

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.

King room
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.

Double Queen at The Palms
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!
Popular amenities for Big Pine Key hotels
Family-friendly hotels

Two bedroom suite

King city single room

Oceanfront balcony double queen room

Superior Double Queen Pool/Balcony

Havana king room

Two bedroom bi-level pool view suite

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

King room
Hotels with a pool

Parrot Key Hotel & Villas, Selected by hotel

Hyatt Beach House 2 Bed 2 bath

Elegant Villa Stay | Onsite Pools | Parking

Perfect Family Escape with Pool Near Pigeon Key!

Tranquil Island Studio - Perfect for Relaxation

Signature king

King room

1 Queen
Hotels with a patio

Coconut Beach Resort - Key West

Tropical King

Hyatt Windward Pointe-Your place by the beach!

Coconut Beach Resort-Southern Most Point

Corner of Paradise at The Galleon | Gulf-Front

Hyatt Centric Resort Key West

Waterfront 1 Bedroom Suite

Hyatt Vacation Club at Windward Pointe
Destinations to explore
- Rentals with outdoor seating Big Pine Key
- Pet-friendly rentals Big Pine Key
- Beachfront rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Apartment rentals Big Pine Key
- Rentals with a fire pit Big Pine Key
- Waterfront rentals Big Pine Key
- Cottage rentals Big Pine Key
- Rentals with lake access Big Pine Key
- Rentals with a patio Big Pine Key
- Smoking-friendly rentals Big Pine Key
- Villa rentals Big Pine Key
- Fitness-friendly rentals Big Pine Key
- Rentals with breakfast Big Pine Key
- Condo rentals Big Pine Key
- Rentals with pools Big Pine Key
- Family-friendly rentals Big Pine Key
- House rentals Big Pine Key
- Rentals with a kayak Big Pine Key
- Rentals with beach access Big Pine Key
- Rentals with a washing machine and dryer Big Pine Key
- Hotel rooms Monroe County
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Southernmost Point
- Conch Key
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Curry Hammock State Park




