The widest selection of unusual accommodations in Key West, FL

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

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

Browse Coastal Unique Stays in Key West, FL, United States

Wake up to a fresh sea breeze inside a highly unconventional, artistic home right on the sand at unique seashore stays in Key West, FL, United States.

All Inclusive! Snorkel  Sail  Sun & Fun - Key West, FL
9.8 177 reviews

All Inclusive! Snorkel Sail Sun & Fun

boat, Key West
This 45-foot GulfStar Sloop is moored in Key West Harbor, just a short distance from the lively downtown area. The boat has received excellent ratings for its cleanliness, location, and user experience.
The vessel has two bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including air conditioning, a fully equipped kitchen, and a selection of entertainment options, as well as snorkelling equipment and excursions such as sunset sails, day sailing, and fishing trips.

Discover Prime Family Unique Stays in Key West, FL, United States

Plan an unforgettable coastal escape for the family inside an extraordinary, design-forward property at family-friendly unique island stays in Key West, FL, United States.

Docked In Paradise - Key West, FL
9.0 8 reviews

Docked In Paradise

houseboat, Stock Island
This Stock Island houseboat, situated at The Perry Hotel & Marina in Key West, offers convenient access to downtown Key West via a free shuttle service and is within a reasonable distance of attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point.
The one-bedroom, one-bathroom floating home sleeps four guests and includes air conditioning, a relaxing deck, and access to hotel amenities such as pools, restaurants, and a fitness centre.
Beautiful Houseboat In Key West - Key West, FL
9.9 230 reviews

Beautiful Houseboat In Key West

barge, Stock Island
This barge is situated on Stock Island, just a short distance from Key West's Historic District, offering a peaceful escape from the hustle and bustle of the city. The accommodation has received excellent ratings for its cleanliness, location, and overall experience.
The barge features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy a relaxing stay with amenities including a kitchen with a fridge, freezer, and microwave oven, air conditioning, a garden, parking, and internet access.
Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat is located in a marina a short distance (less than 1.6 km) from Duval Street, offering easy access to Key West's attractions.
The vessel sleeps four, featuring a queen bed, pull-out sofa, fully equipped kitchen with fridge, freezer and microwave, plus air conditioning, Wi-Fi, a swimming pool, jacuzzi, and private garden.

Frequently asked questions about unique stays in Key West, FL

  • What clothing or gear is recommended for the climate in Key West, FL?

    Key West is known for its hot and humid weather, so pack light, breathable clothing. You'll want to bring swimwear, sandals, and a hat for sun protection. Don't forget sunscreen, sunglasses, and a light jacket or sweater for the evenings, as it can get chilly at times.
  • What should you know about unique stays in Key West, FL before booking?

    When booking a unique stay in Key West, it's important to consider the location and amenities. Some properties may be located in quieter areas away from the main attractions, while others are in the heart of the action. It's also important to check the reviews and make sure the property is right for your needs.

Popular destinations

Best Key West, FL unusual places with a garden

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
This houseboat in Key West, Stock Island, is a 10-minute walk from Robbie's and a 3-minute drive from the Key West Tropical Forest and Botanical Garden.
This floating accommodation offers two bedrooms, two bathrooms, and space for eight guests, featuring air conditioning, Wi-Fi, a swimming pool, a garden, and onboard fitness facilities.
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
This Stock Island houseboat, docked at the Perry Hotel in Key West, offers convenient access to downtown Key West and attractions such as Smathers Beach and the Ernest Hemingway Home and Museum, though precise distances aren't provided.
The three-bedroom, two-bathroom vessel sleeps five, includes a fully equipped kitchen, a 40-foot yacht for exclusive use, and offers optional excursions including sunset cruises and trips to see dolphins and turtles; a bareboat charter to Dry Tortugas is available for minimum five-night stays.
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 offshore anchoring offers a secluded yacht experience near Key West Island, accessible by boat from downtown Key West, providing open water views and convenient access to landmarks such as the Ernest Hemingway Home and Museum, approximately 1.6 kilometres away.
This 3-bedroom, 2-bathroom yacht accommodates up to 8 guests and includes a smaller boat for exploration, fishing and snorkelling gear, a full indoor kitchen, and spacious outdoor decks, making it an ideal base for water activities and special occasions.

Browse Unique Stays with a Hot Tub in Key West, FL, United States

Watch the stars over the ocean from the bubbling comfort of a custom outdoor soak at unique island stays featuring a hot tub in Key West, FL, United States.

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

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat is located in a marina a short distance (less than 1.6 km) from Duval Street, offering easy access to Key West's attractions.
The vessel sleeps four, featuring a queen bed, pull-out sofa, fully equipped kitchen with fridge, freezer and microwave, plus air conditioning, Wi-Fi, a swimming pool, jacuzzi, and private garden.

Compare Pet-Friendly Unique Stays in Key West, FL, United States

Let your pup lounge in the shade of a unique, tropical architectural marvel at pet-friendly unique island stays in Key West, FL, United States.

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
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
Happys Houseboat Key West - Key West, FL
9.6 300 reviews

Happys Houseboat Key West

houseboat, Key West
Key West Outpost: Eco-vacation - Key West, FL
9.9 83 reviews

Key West Outpost: Eco-vacation

barge, Key West

Our Favourite Unique Stays with Parking in Key West, FL

Make the journey as memorable as the stay itself; book a one-of-a-kind property in Key West, FL with parking right where you need it.

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
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