Compare unique places in Key West, FL from 100+ sites!
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Price per night
Accommodation type
Rating
246 Unique places to stay in Key West, FL
Key West, FL
10/26 – 10/28
$846/nighttotal: $1692 (2 )
Dream Catamaran - 3 Cabin With Ac, Large Shower, Beautiful Views
3 4
houseboat , Stock Island
This houseboat in Stock Island offers a unique Key West experience, located a 10-minute drive from Smathers Beach, a 12-minute drive from other Florida Keys beaches, an 11-minute walk to Robbie's, and a 4-minute drive to the Key West Tropical Forest and Botanical Garden. This accommodation sleeps up to 5 guests in 3 bedrooms and features air conditioning, internet, and allows pets, providing a comfortable base for exploring nearby attractions like the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
Key West, FL
10/14 – 10/16
$443/nighttotal: $886 (2 )
Affordable, Adventurous Houseboat On-the-water In Key West Florida
1 2
houseboat , Stock Island
This houseboat is anchored in Cow Key Channel on the eastern side of Key West, offering a waterfront setting just minutes from Duval Street and attractions like the Ernest Hemingway Home and Museum and Southernmost Point. This eco-friendly vessel provides 200 square feet of living space for up to two guests, featuring a kitchenette, air conditioning, and complimentary kayaks, with proximity to Stock Island's golf courses and waterfront activities.
9.6 288 reviews
Key West, FL
10/14 – 10/16
$642/nighttotal: $1284 (2 )
Happys Houseboat Key West
1 2
houseboat , Key West
This houseboat is located in New Town, Key West, just a short walk from Florida Keys Beaches and within a few miles of Duval Street and Mallory Square. The boat has received excellent ratings for location, cleanliness, and overall user experience. The houseboat has one bedroom and one bathroom, accommodating up to three guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and barbecue grills, perfect for enjoying the beautiful Key West weather and scenic views.
10 6 reviews
Key West, FL
07/24 – 07/28
$715/nighttotal: $2860 (4 )
Southern Bell: Cozy And Relaxing
1 7
barge , Stock Island
This Stock Island barge rental, near Cow Key Marina and Hurricane Hole, offers easy access to kayaking, paddleboarding, and mangrove exploration. The four-bedroom, two-bathroom floating home accommodates eight guests and features a kitchen, air conditioning, and internet access, providing a unique Key West getaway.
Key West, FL
10/14 – 10/16
$961/nighttotal: $1922 (2 )
Original Tiki Suite Unique Floating Bungalow On The Water In Key West, Fl
1 2
houseboat , Key West
This unique houseboat offers a glamping experience anchored near Key West's Meadows neighborhood, providing convenient access within 1 mile to landmarks like the Ernest Hemingway Home and Museum, Southernmost Point, and Fort Zachary Taylor Historic State Park. This one-bedroom, one-bathroom floating accommodation accommodates two guests and features air conditioning, internet, a custom oak bed with a hidden TV, and access to stand-up paddleboards and snorkel gear for on-water activities.
9.0 107 reviews
Key West, FL
10/14 – 10/16
$471/nighttotal: $942 (2 )
Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok
2 2
cabin , Key West
This dog-friendly cottage is located in Old Town Key West, just half a block from Duval Street and within walking distance to the Southernmost Point and Mallory Square. This 810 square foot rental accommodates up to six guests with two bedrooms and one bathroom, offering a private hot tub, full kitchen, free WiFi, and private parking.
8.0 102 reviews
Key West, FL
10/14 – 10/16
$344/nighttotal: $688 (2 )
Amsterdam's Curry Mansion Inn
1 2
manor house , Key West
Amsterdam's Curry Mansion Inn is a 3-star Key West bed and breakfast located steps from Duval Street, a 5-minute walk from the Audubon House and Tropical Gardens, 0.3 miles from Mallory Square, and 0.6 miles from the Ernest Hemingway Home and Museum. This Victorian inn offers individually decorated guest rooms with private pools, an outdoor pool, terrace, garden, picnic area, complimentary Wi-Fi, concierge services, a business center, free self-parking, and three meeting rooms.
Key West, FL
10/14 – 10/16
$783/nighttotal: $1566 (2 )
Delightful 1-bedroom House Boat With Ac In Key West
1 2
houseboat , Stock Island
This unique houseboat offers a waterfront stay in Key West, located conveniently close to the Ernest Hemingway Home and Museum and Southernmost Point, with Fort Zachary Taylor Historic State Park also nearby. This accommodation features 1 bedroom and 1 bathroom for up to 2 guests, includes air conditioning and internet, and provides complimentary kayak use for exploring the marina and waterfront dining options.
9.3 94 reviews
Key West, FL
07/02 – 07/03
$279/nightfor 1 night
The Salty Sunshine Of Key West
1 5
boat , Key West
The Salty Sunshine is anchored in a protected bay just a short distance from Key West's bustling downtown, offering a secluded escape while still being close to all the action. This unique floating accommodation provides a comfortable and relaxing stay for up to six guests. The boat features two bedrooms with queen-sized beds and a sofa sleeper in the living room, along with a fully equipped kitchen, a hot shower, and a spacious top deck perfect for enjoying breathtaking views, stargazing, or simply relaxing.
9.8 538 reviews
Key West, FL
10/14 – 10/16
$804/nighttotal: $1608 (2 )
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 2
barge , Key West
The Tiki Suite barge is anchored in Key West's harbor, a short boat ride from the downtown area and Mallory Square, offering a peaceful escape from the hustle and bustle. The barge has received excellent ratings for its cleanliness, location, and overall experience. The Tiki Suite is a unique glamping vessel that comfortably accommodates two guests. It features a king-size bed, a fully equipped bathroom, a thatched-hut design, and access to stand-up paddleboards, snorkel gear, and a water shuttle service.
Key West, FL
10/14 – 10/16
$431/nighttotal: $862 (2 )
Tranquil 2br Dog Friendly | Hot Tub | Deck
1 2
cabin , Key West
This dog-friendly cottage is located in Key West, just half a block from Duval Street, offering walking access to the Southernmost Point and Mallory Square. This 2-bedroom, 1-bathroom cabin accommodates up to 6 guests and features a private hot tub, a full kitchen with a fridge and microwave oven, air conditioning, complimentary WiFi, and private parking.
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.
9.7 56 reviews
Key West, FL
06/20 – 06/27
$704/nighttotal: $4928 (7 )
Ocean Views! <Br>luxury Suites
1 2
houseboat , Stock Island
This family-friendly houseboat is situated on the waterfront in Stock Island, just a mile from Robbie's and the Key West Tropical Forest and Botanical Garden. The accommodation has earned excellent ratings for its location, cleanliness, and user experience. The houseboat features one bedroom and can comfortably accommodate up to six guests. It offers a range of amenities including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, a garden, parking, and internet access.
9.8 58 reviews
Key West, FL
06/20 – 06/27
$529/nighttotal: $3703 (7 )
Ocean Views! <Br>i Didnt Do It Too
2 2
houseboat , Stock Island
This barge is located on Stock Island, close to Robbie's and Key West Golf Club, offering a unique waterfront experience with stunning bay views. The property has excellent ratings for user experience, location, and cleanliness. The barge features two bedrooms and can comfortably accommodate up to six guests. Amenities include a full kitchen, a spacious living area, a covered patio, a rooftop deck, and a washer and dryer, providing everything you need for a comfortable stay. Guests can enjoy activities such as kayaking, paddleboarding, and boating, exploring the area's abundant marine life.
Best Key West, FL unique accommodations with a garden
9.3 11 reviews
Key West, FL
07/02 – 07/07
$215/nighttotal: $1075 (5 )
Tiny Cottage Retreat - Your Own Stylish Hideaway!
1 2
cabin , Key West
This Key West cottage is located in the Florida Keys, a short distance from beaches and dining. This pet-friendly cabin sleeps two guests and features a loft bedroom with a full-sized bed, a kitchenette with a refrigerator and microwave, air conditioning, internet, and parking, plus a private porch.
10 4 reviews
Key West, FL
10/26 – 10/28
$954/nighttotal: $1908 (2 )
Ocean Views! <Br>no Regrets
2 4
houseboat , Stock Island
This Stock Island houseboat offers stunning waterfront views, located less than a mile from the Key West Tropical Forest and Botanical Garden and Robbie's Marina, with the Lower Keys Medical Center and Florida Keys Community College Library within two miles. This two-bedroom, one-bathroom vessel sleeps four guests and features a kitchen with a fridge and microwave, air conditioning, a terrace, a garden, on-site parking, and reliable internet access—perfect for exploring Stock Island's attractions and enjoying dolphin encounters at Robbie's.
9.9 83 reviews
Key West, FL
06/20 – 06/21
$383/nightfor 1 night
Off Grid Houseboat "Shanty Pineapple
Key West"
1 2
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.
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.
Destinations nearby
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, FL
10/14 – 10/16
$431/nighttotal: $862 (2 )
Tranquil 2br Dog Friendly | Hot Tub | Deck
1 2
cabin , Key West
This dog-friendly cottage is located in Key West, just half a block from Duval Street, offering walking access to the Southernmost Point and Mallory Square. This 2-bedroom, 1-bathroom cabin accommodates up to 6 guests and features a private hot tub, a full kitchen with a fridge and microwave oven, air conditioning, complimentary WiFi, and private parking.
9.0 107 reviews
Key West, FL
10/14 – 10/16
$471/nighttotal: $942 (2 )
Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok
2 2
cabin , Key West
This dog-friendly cottage is located in Old Town Key West, just half a block from Duval Street and within walking distance to the Southernmost Point and Mallory Square. This 810 square foot rental accommodates up to six guests with two bedrooms and one bathroom, offering a private hot tub, full kitchen, free WiFi, and private parking.
Neighborhoods and points of interest in Key West, FL
Best pet friendly Key West, FL unique stays
Among the 246 accommodations in Key West, FL, here are the 3 best pet friendly unique accommodations
Key West, FL
10/17 – 10/24
$385/nighttotal: $2695 (7 )
53' Vintage 3-bedroom Houseboat With Ac & Pontoon`
3 2
houseboat , Key West
This unique houseboat offers a secluded offshore anchorage near Key West Island, providing open water views and privacy, with a short boat ride to downtown attractions like the Ernest Hemingway Home and Museum and Southernmost Point. This vintage yacht accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, spacious decks, air conditioning in all cabins, and includes a complimentary smaller boat for island hopping, snorkeling, and fishing, plus provided gear for an authentic "Catch, Clean & Cook" experience.
9.4 3 reviews
Key West, FL
06/20 – 06/27
$1066/nighttotal: $7462 (7 )
5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort
5 7
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.
Key West, FL
09/02 – 09/05
$400/nighttotal: $1200 (3 )
Boat 53' 3-bedroom With Ac & 20' Pontoon
3 2
houseboat , Key West
This unique houseboat offers an anchored offshore experience in Key West, providing secluded open water views just a short boat ride from downtown attractions like the Ernest Hemingway Home and Museum and Southernmost Point. This 3-bedroom, 2-bathroom vintage yacht accommodates up to 8 guests, featuring a full-sized kitchen, spacious on-deck areas, and a complimentary smaller boat for exploring the waters and nearby sandbars with provided snorkeling and lobstering gear.
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.
9.6 49 reviews
Key West, FL
10/17 – 10/24
$256/nighttotal: $1792 (7 )
Just Chillin' Out On The Ocean: 1/2 Off Charters!
1 2
boat , Key West
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.
Key West, FL
10/14 – 10/16
$355/nighttotal: $710 (2 )
Deluxe Queen At The Curry Mansion - Parking & Heated Pool!