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 Family-Friendly Unique Stays in Key West, FL

Position your group near local beaches with our distinctive family-friendly unique stays in Key West, FL.

Elegant Sailboat Stay - Key West, FL
No reviews

Elegant Sailboat Stay

boat, Stock Island
This luxurious sailboat is moored near Stock Island, Key West, approximately 4 km from Key West International Airport and within 8 km of Ernest Hemingway's Home, Duval Street, and the Southernmost Point.
The 33-square-metre vessel boasts two bedrooms, one bathroom with a whirlpool tub, a fully equipped kitchen, and accommodates up to seven guests, offering access to marina amenities including pools, a gym, restaurants, and bars.
Reas Place - Key West, FL
No reviews

Reas Place

boat, Stock Island
This boat accommodation is situated in Stock Island, offering a 12-minute walk to Safe Harbour and Seaclusion Key West Florida Fishing Charter, with Sunset Watersports also nearby.
This vessel accommodates up to five guests with one bedroom and two bathrooms, featuring air conditioning, WiFi, and private parking, and is located approximately 4 kilometres from Key West International Airport.
Dole Vita - Key West, FL
No reviews

Dole Vita

boat, Stock Island
The Dole Vita is a boat located in Key West, 4 kilometres from Key West International Airport, offering convenient access to Stock Island.
This air-conditioned vessel accommodates up to seven guests across two bedrooms and two bathrooms, featuring a private swimming pool, terrace, fully equipped kitchen, comfortable seating, complimentary WiFi, and private parking.
Eddie Griffiths Overnight Charters And  Vacation Rentals!!!!! - Key West, FL
9.4 43 reviews

Eddie Griffiths Overnight Charters And Vacation Rentals!!!!!

houseboat, Stock Island
This houseboat offers a prime waterfront position in Stock Island's city centre, just 500 meters from the Ernest Hemingway Home and Museum and Southernmost Point.
Accommodating up to six guests across 56 square meters, this floating residence features one bedroom and one bathroom, with amenities including a full kitchen, air conditioning, and an on-site swimming pool, with fishing opportunities directly from the dock.

Best Key West, FL unusual places with a garden

Oceanfront - Break Awai X Away Awai Floating Villas - Key West, FL
No reviews

Oceanfront - Break Awai X Away Awai Floating Villas

boat, Stock Island
This floating villa experience in Stock Island offers oceanfront views and is located 8 kilometres from the Ernest Hemingway Home and Museum and 8.2 kilometres from Duval Street, with Key West International Airport just 4 kilometres away.
The 84 square metre accommodation features four bedrooms, four bathrooms, a fully equipped kitchen, air conditioning, and access to an outdoor swimming pool, accommodating up to 14 guests.
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus - Key West, FL
9.6 5 reviews

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

houseboat, Stock Island
This luxurious houseboat is situated in Key West, Florida, approximately 1.6km from Robbie's Marina and the Key West Tropical Forest & Botanical Garden, and within 3.2km of the Stock Island Yacht Club & Marina and Lower Keys Medical Center.
Offering four bedrooms, four bathrooms, and sleeping up to eight guests, this self-catering vessel boasts a kitchen with fridge and microwave, air conditioning, a swimming pool, terrace, garden, fitness centre, parking, and internet access; nearby activities include dolphin encounters, fishing charters, and exploring the botanical garden.
Key West Outpost: Eco-vacation - Key West, FL
9.9 83 reviews

Key West Outpost: Eco-vacation

barge, Key West
The Outpost is a floating cottage located in the tranquil backcountry waters surrounding Key West, just a short distance from the hustle and bustle of the city. It has received excellent ratings for its location, cleanliness, and overall experience.
The barge has two bedrooms and one bathroom, accommodating up to four guests. It features a fully equipped kitchen, air conditioning, solar-powered amenities, and a spacious deck perfect for enjoying the surrounding natural beauty, with activities like paddle boarding, kayaking, and fishing available.
Tiki Suites ~ Original Tiki ~ Floating Bungalows - Key West, FL
9.8 557 reviews

Tiki Suites ~ Original Tiki ~ Floating Bungalows

barge, Key West
This Tiki Suite barge is moored in Key West harbour, a short boat ride from the main island and offering views of the water and easy access to the downtown area. The barge has received excellent ratings for its cleanliness, location and overall user experience.
The barge sleeps two guests and features a thatched-hut style design with Brazilian hardwood flooring. It comes equipped with a garden, air conditioning, parking, internet, stand-up paddleboards, snorkel gear, Alexa-controlled lighting and music playback, as well as a water shuttle service.

Frequently asked questions about unique stays in Key West, FL

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

    Key West is full of hidden gems! For a unique experience, visit the Key West Lighthouse and Museum, or wander through the Old Town Cemetery, where you'll find quirky and historical headstones. If you're looking for something more adventurous, try kayaking through the mangrove forests of Key West Nature Preserve.
  • What attractions is Key West, FL famous for?

    Key West is known for its laid-back atmosphere and vibrant culture. The Southernmost Point Buoy is a must-see, marking the southernmost point of the continental United States. You can't miss the Ernest Hemingway House, where you'll find six-toed cats roaming the grounds. And, of course, there's always the Key West Butterfly and Nature Conservatory, home to hundreds of tropical butterflies.
  • What clothing or gear is recommended for the climate in Key West, FL?

    Key West is hot and humid year-round. Pack light, breathable clothing like cotton or linen. Don't forget a wide-brimmed hat, sunglasses, and sunscreen for protection from the sun. And bring a light jacket or sweater for the evenings, when it can get a bit chilly.
  • Which neigbourhood offers the best unique stays in Key West, FL?

    Old Town is the heart of Key West and offers a great selection of unique stays. You'll find charming guesthouses, historic homes, and even a few quirky boutiques hotels. The neighbourhood is also close to all the main attractions, so you'll be within walking distance of everything.
  • What should you know about unique stays in Key West, FL before booking?

    Before booking a unique stay in Key West, be sure to check the location and amenities. Some unique stays are located in quiet areas, while others are right in the heart of the action. It's also important to consider the size of the property and the number of guests it can accommodate.

Popular destinations

Search Unusual Places to Stay with a Jacuzzi in Key West, FL

Savour a peaceful evening soak in a hot tub or jacuzzi at these waterside unique stays in Key West, FL.

Two Rustic Cottages With Private Hot Tubs & Private Parking - Dogs Ok - Key West, FL
9.2 101 reviews

Two Rustic Cottages With Private Hot Tubs & Private Parking - Dogs Ok

cabin, Key West
This Key West cottage is located in Old Town, a mere 50 metres from Duval Street and within walking distance of the Key West Lighthouse and Ernest Hemingway Home and Museum.
This 151 square metre holiday home accommodates up to 12 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, and a private hot tub, and is also dog-friendly.
Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok - Key West, FL
9.0 107 reviews

Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok

cabin, Key West
This dog-friendly cottage in Old Town Key West is situated a mere 50 metres from Duval Street, offering convenient walking access to the Southernmost Point and Mallory Square.
The 75 square metre abode accommodates up to six guests, featuring two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a private garden hot tub, and dedicated parking.
Living The Dream Key West Style - Key West, FL
10 62 reviews

Living The Dream Key West Style

houseboat, Stock Island
This Stock Island houseboat, situated in Safe Harbour Marina, is a 15-minute drive (approx. 24km) from Key West's city centre.
The three-bedroom, three-bathroom vessel sleeps six, boasts a spacious saloon, teak finishes, two refrigerators, an ice maker, a propane stove and oven, Starlink Wi-Fi, a private dock with grill, and offers optional sailing excursions including sunset sails and reef snorkelling trips.

Best pet friendly Key West, FL unique stays

Among the 188 accommodations in Key West, FL, here are the 4 best pet friendly unique accommodations

Dream Catamaran - 3 Cabin With Ac, Large Shower, Beautiful Views - Key West, FL
No reviews

Dream Catamaran - 3 Cabin With Ac, Large Shower, Beautiful Views

houseboat, Stock Island
This unique houseboat in Stock Island provides a novel Key West experience, situated a 4-minute drive from the Key West Tropical Forest and Botanical Garden, an 11-minute walk from Robbie's, and within a 12-minute drive of Smathers Beach and other Florida Keys beaches.
This pet-friendly floating abode accommodates up to five guests with three bedrooms and two bathrooms, offering air conditioning, Wi-Fi, and essential toiletries for a comfortable stay near attractions like the Ernest Hemingway Home and Museum.
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.
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 five-bedroom floating home in Key West offers proximity to landmarks such as the Ernest Hemingway Home and Museum and Southernmost Point, with Fort Zachary Taylor Historic State Park and Smathers Beach within 1.6 kilometres.
This houseboat accommodation for ten guests features air conditioning, internet, and allows pets, providing a unique waterfront experience with opportunities to explore attractions like the Key West Tropical Forest and Botanical Garden and the Sails To Rails Museum at Flagler Station.
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle To Downtown - Key West, FL
10 7 reviews

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle To Downtown

houseboat, Stock Island
This houseboat offers a memorable stay in Key West, located near the Ernest Hemingway Home and Museum and the Southernmost Point, with Fort Zachary Taylor Historic State Park and Smathers Beach within 1.5 kilometres.
This floating accommodation provides two bedrooms, one bathroom, air conditioning, internet, a microwave, and allows pets, with nearby attractions including the Key West Tropical Forest and Botanical Garden and the Sails To Rails Museum at Flagler Station.

Discover Unique Stays by the Sea in Key West, FL

Explore beautiful shoreline paths whilst basing your trip at comfortable, coastal unique stays in Key West, FL.

40ft Sailboat, 3 Bdrm, 2 Bath, Sleeps Up To 6 - Key West, FL
10 1 review

40ft Sailboat, 3 Bdrm, 2 Bath, Sleeps Up To 6

houseboat, Stock Island

Top Luxury Unique Stays in Key West, FL

Discover a luxury unique stay on the Key West, FL coast, blending premium quality with singular character.

Waterfront & Heated Pool - Break Awai Floating Villa - Key West, FL
No reviews

Waterfront & Heated Pool - Break Awai Floating Villa

boat, Stock Island

Guest-Favourite Unique Stays with a Pool in Key West, FL

Dive into an on-site swimming pool whenever you fancy at these coastal unique stays in Key West, FL.

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
Strictly Pleasure | Unique Yacht Stay In The Keys - Key West, FL
10 18 reviews

Strictly Pleasure | Unique Yacht Stay In The Keys

barge, Stock Island
Key West Houseboat Haven -Where Ocean Breezes & Margaritas Meet - Key West, FL
No reviews

Key West Houseboat Haven -Where Ocean Breezes & Margaritas Meet

houseboat, Stock Island
Wake Up On The Water | Luxury Marina | Key West - Key West, FL
10 10 reviews

Wake Up On The Water | Luxury Marina | Key West

boat, Stock Island
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