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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246 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.

The Salty Sunshine Of Key West - Key West, FL
9.3 94 reviews
Key West, FL
26/10 – 28/10
£179/nighttotal: £358 (2 )

The Salty Sunshine Of Key West

1 4
boat , Key West
The Salty Sunshine is moored in a sheltered bay just a short distance from Key West's lively downtown area, offering a peaceful escape from the bustling city. This location provides easy access to the island's shops, restaurants, and bars, while still offering a sense of tranquility and privacy.
The vessel offers two bedrooms, each with a queen-sized bed, comfortably accommodating up to six guests. The Salty Sunshine is equipped with a kitchen featuring a fridge and microwave, a hot shower, and a sofa bed in the living room, ensuring a comfortable stay.
Affordable, Adventurous Houseboat On-the-water In Key West Florida - Key West, FL
Key West, FL
14/10 – 16/10
£331/nighttotal: £662 (2 )

Affordable, Adventurous Houseboat On-the-water In Key West Florida

1 2
houseboat , Stock Island
This unique houseboat offers an oceanfront retreat in Cow Key Channel on Stock Island, just minutes by car from Duval Street, providing secluded views with easy access to amenities.
The 19 square meter vessel accommodates two guests with one bedroom and bathroom, featuring a kitchenette, air conditioning, solar and wind power, complimentary kayaks, and fishing opportunities from its private deck.
Docked In Paradise - Key West, FL
9.0 7 reviews
Key West, FL
26/10 – 28/10
£381/nighttotal: £762 (2 )

Docked In Paradise

1 4
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.

Best Key West, FL unusual places with a garden

The Grand Tiki At Tiki Suites  A Floating Oasis In Key West - Key West, FL
10 1 review
Key West, FL
14/10 – 16/10
£807/nighttotal: £1614 (2 )

The Grand Tiki At Tiki Suites A Floating Oasis In Key West

1 2
houseboat , Key West
This unique floating retreat is anchored in the Meadows district, offering proximity to Key West landmarks such as the Ernest Hemingway Home and Museum and Southernmost Point, with the precise location being in shallow waters off the coast of Florida.
This 1-bedroom, 1-bathroom houseboat accommodates two guests and features artisan-crafted elements, a handmade king-size bed with an integrated TV, and is equipped for water activities with paddleboards and snorkel gear, all accessible via a water shuttle for a secluded adventure.
Ocean Views! <Br>no Regrets - Key West, FL
10 4 reviews
Key West, FL
14/10 – 16/10
£692/nighttotal: £1384 (2 )

Ocean Views! <Br>no Regrets

2 2
houseboat , Stock Island
This Stock Island houseboat offers stunning waterfront views, located less than 1.6km from the Key West Tropical Forest and Botanical Garden and Robbie's Marina, famous for its tarpon feeding, and within 3.2km of the Lower Keys Medical Center and Florida Keys Community College Library.
Sleeping up to four guests, this two-bedroom, one-bathroom vessel boasts a kitchen with fridge and microwave, air conditioning, a terrace, garden, parking, and excellent internet access; enjoy a unique houseboat stay with on-site amenities.
Amazing Houseboat With 2nd Floor Observation Deck - Key West, FL
9.9 176 reviews
Key West, FL
23/06 – 24/06
£262/nightfor 1 night

Amazing Houseboat With 2nd Floor Observation Deck

1 2
barge , Key West
This unique houseboat is moored in shallow waters near Garrison Bight Marina in Key West, Florida, offering easy access to the marina and its facilities.
Sleeping up to three guests, the vessel features a kitchen with fridge, freezer and microwave, one bedroom, one bathroom, and outdoor space including decks, plus paddleboards, snorkeling gear and a 20% discount on Island to Island Charters.
Tiki Suites ~ Original Tiki ~ Private Water Stay - Key West, FL
9.8 538 reviews
Key West, FL
14/10 – 16/10
£600/nighttotal: £1200 (2 )

Tiki Suites ~ Original Tiki ~ Private Water Stay

1 2
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.

Destinations nearby

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.

Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok - Key West, FL
9.0 107 reviews
Key West, FL
14/10 – 16/10
£351/nighttotal: £702 (2 )

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

2 2
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.

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

Boat 53'  3-bedroom With Ac & 20' Pontoon - Key West, FL
Key West, FL
02/07 – 07/07
£278/nighttotal: £1390 (5 )

Boat 53' 3-bedroom With Ac & 20' Pontoon

3 2
houseboat , Key West
This unique houseboat, anchored offshore Key West Island, offers a secluded waterfront experience within a 1.6 kilometre boat ride to downtown attractions including the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
Accommodating up to eight guests, this vessel features three bedrooms, two bathrooms, air conditioning, and a complimentary smaller boat for exploring the surrounding waters, with opportunities for fishing, lobstering, snorkelling, and swimming directly from the deck.
53' Vintage 3-bedroom Houseboat With Ac & Pontoon` - Key West, FL
Key West, FL
17/10 – 24/10
£287/nighttotal: £2009 (7 )

53' Vintage 3-bedroom Houseboat With Ac & Pontoon`

3 2
houseboat , Key West
This unique offshore anchored houseboat offers a secluded Key West experience, with its precise location approximately 1.6 kilometres offshore, providing unparalleled open water views and independent exploration via a self-drive dinghy to reach downtown Key West's attractions such as the Ernest Hemingway Home and Museum.
This three-bedroom, two-bathroom floating accommodation comfortably sleeps eight guests and boasts a fully equipped kitchen, extensive on-deck amenities for entertaining and fishing, and includes complimentary snorkelling gear and lobstering kits for an authentic boating lifestyle with vintage yacht ambiance.
Luxurious 40' Sailing Yacht Located In A Beautiful Resort! Vrbo New Offer! - Key West, FL
10 9 reviews
Key West, FL
26/10 – 28/10
£569/nighttotal: £1138 (2 )

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

3 4
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.

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.

5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort - Key West, FL
9.4 3 reviews
Key West, FL
20/06 – 27/06
£795/nighttotal: £5565 (7 )

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

5 7
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.

Affordable, Efficient, Cozy, Key West Houseboat - Key West, FL
10 1 review
Key West, FL
20/06 – 21/06
£204/nightfor 1 night

Affordable, Efficient, Cozy, Key West Houseboat

1 2
boat , Key West

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.

Historic Cigar Barons Mansion - Key West, FL
9.8 301 reviews
Key West, FL
02/09 – 05/09
£217/nighttotal: £651 (3 )

Historic Cigar Barons Mansion

1 2
B&B , Key West
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