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Key West, FL unique stays
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188 Unique places to stay in Key West, FL

Top Family Unique Stays in Key West, FL

These unique stays in Key West, FL are perfect for families, with beaches nearby and one-of-a-kind accommodation for everyone.

Docked In Paradise - Key West, FL
9.0 8 reviews

Docked In Paradise

houseboat, Stock Island
This Key West houseboat, docked at The Perry Hotel & Marina on Stock Island, offers convenient access to downtown via a free shuttle and is near attractions like the Ernest Hemingway Home and Museum and Southernmost Point.
The one-bedroom, one-bathroom vessel sleeps four guests and features a private deck, air conditioning, and access to hotel amenities including pools, restaurants, and a fitness center.
Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat, docked in a marina a short distance from Duval Street on Stock Island, offers a unique getaway.
The 1-bedroom, 1-bathroom vessel sleeps four comfortably with a queen bed and pull-out sofa, boasting a full kitchen, air conditioning, Wi-Fi, and a relaxing deck; nearby marina amenities include a swimming pool, Jacuzzi, fitness center, and parking.

Best Key West, FL unique accommodations with a garden

Amazing Houseboat With 2nd Floor Observation Deck - Key West, FL
9.8 180 reviews

Amazing Houseboat With 2nd Floor Observation Deck

houseboat, Key West
This Key West houseboat is anchored in shallow waters near Garrison Bight Marina, offering free boat rides to and from the marina.
Sleeping up to three guests, it features a full-size bed, futon, and hammock, plus a full bathroom, kitchen with fridge and microwave, and outdoor cooking equipment; a 20% discount on Island to Island Charters is also included.
Hatteras Sleeps 8 & Selfdrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar - Key West, FL
No reviews

Hatteras Sleeps 8 & Selfdrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar

houseboat, Key West
This unique water-based lodging is anchored offshore Key West Island, a short pontoon boat ride from land, offering open water views and convenient access to downtown Key West, the Ernest Hemingway Home and Museum, and Fort Zachary Taylor Historic State Park. This 1972 53' Hatteras Motoryacht, accommodating up to 8 guests with 3 bedrooms and 2 bathrooms, includes a 20' pontoon boat for exploration, snorkeling gear, and lobstering kits, allowing for "Catch, Clean & Cook" experiences.
*August/september Specials* Off Grid Boat Key West - Key West, FL
9.9 89 reviews

*August/september Specials* Off Grid Boat Key West

boat, Key West
The Shanty Pineapple houseboat, a unique Key West floating accommodation, is moored in Key West's bay and accessible only by water taxi or private boat.
This adult-oriented vessel offers a one-bathroom, three-guest capacity, featuring a basic kitchenette, outdoor shower, a clear kayak, and a DVD player; discounted overnight rates are available with the Salty Sandbars Key West private sandbar boat charter.
Tiki Suites~the Grand Tiki~private Water Stay - Key West, FL
9.8 362 reviews

Tiki Suites~the Grand Tiki~private Water Stay

barge, Key West
This unique floating accommodation is anchored in Key West harbor, just a short boat ride from Mallory Square and the historic Old Town district. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers seeking a special experience. The boat comfortably sleeps two guests in a single bedroom with one bathroom. Amenities include air conditioning, a king-size bed, a Keurig coffee maker, a 50" LED TV, a Blu-ray player, and internet access.
Guests can enjoy breathtaking sunsets from the private deck and explore the surrounding waters with the included paddleboards and snorkel gear. A convenient water shuttle service connects the boat to the main island, with free parking at the shuttle dock.

Frequently Asked Questions about unique stays in Key West, FL

  • What are some hidden gems to explore in Key West, FL?

    For a taste of local history, head to the Key West Lighthouse and Museum. It's a great place to learn about the island's rich maritime past. If you're looking for something a little more off the beaten path, check out the Fort Zachary Taylor Historic State Park. It has beautiful beaches, a historic fort, and plenty of hiking trails.
  • What attractions is Key West, FL famous for?

    Key West is known for its beautiful beaches, vibrant nightlife, and historical sites. The Southernmost Point of the Continental US is a must-see, and Mallory Square is a great place to catch the sunset. The Hemingway House is also a popular attraction, and you can see the famous six-toed cats that roam the property.
  • What clothing or gear is recommended for the climate in Key West, FL?

    Key West is hot and humid year-round, so pack light, breathable clothing. You'll definitely want a swimsuit, sunglasses, and sunscreen. A hat and light jacket are also good ideas, especially for evenings.
  • Which neigbourhood offers the best unique stays in Key West, FL?

    Old Town is the heart of Key West and has some of the most unique accommodations. You can find charming guesthouses, restored Victorian homes, and even a few boutique hotels. It's also a great place to explore the island's history and culture.
  • What should you know about unique stays in Key West, FL before booking?

    Unique stays in Key West can be more expensive than traditional hotels. It's a good idea to book well in advance, especially if you're traveling during peak season. Also, be sure to read the reviews carefully to get a sense of the property and its location.

Popular destinations

Find the Best Unique Stays with a Hot Tub in Key West, FL

A private hot tub at your unique stay makes every trip to Key West, FL truly unforgettable after a day by the water.

Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat, docked in a marina a short distance from Duval Street on Stock Island, offers a unique getaway.
The 1-bedroom, 1-bathroom vessel sleeps four comfortably with a queen bed and pull-out sofa, boasting a full kitchen, air conditioning, Wi-Fi, and a relaxing deck; nearby marina amenities include a swimming pool, Jacuzzi, fitness center, and parking.

Neighborhoods and points of interest in Key West, FL

Best pet friendly Key West, FL unique stays

Among the 188 accommodations in Key West, FL, here are the 1 best pet friendly unique accommodations

5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort - Key West, FL
9.2 5 reviews

5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort

houseboat, Stock Island
This 5-bedroom houseboat accommodation, ideal for travelers seeking a unique waterfront experience in Stock Island, is located in Key West, offering convenient access to the Ernest Hemingway Home and Museum and the Southernmost Point, with Fort Zachary Taylor Historic State Park and Smathers Beach within close proximity.
This houseboat features 5 bedrooms and 5 bathrooms, accommodating up to 10 guests with air conditioning and internet provided for comfort, and offers a memorable lodging option enhanced by the tranquil ambiance of the sea breeze.

Search Coastal Unique Stays near Key West, FL

Plan an eccentric holiday at coastal unique stays in Key West, FL, situated short distances from regional beach-town boardwalks.

Luxurious 40' Sailing Yacht Located In A Beautiful Resort! Vrbo New Offer! - Key West, FL
10 9 reviews

Luxurious 40' Sailing Yacht Located In A Beautiful Resort! Vrbo New Offer!

houseboat, Stock Island

Explore Unusual Accommodations with Swimming Pool in Key West, FL

Dip in whenever you like; these unique stays near the water in Key West, FL come with a swimming pool on-site for your convenience.

Charming 2-bedroom Boat With Ac In Fabulous Key West, Sleeps Up To 8 People - Key West, FL
10 1 review

Charming 2-bedroom Boat With Ac In Fabulous Key West, Sleeps Up To 8 People

houseboat, Stock Island
Docked In Paradise - Key West, FL
9.0 8 reviews

Docked In Paradise

houseboat, Stock Island
5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort - Key West, FL
9.2 5 reviews

5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort

houseboat, Stock Island
Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island