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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246 Unique places to stay in 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.
Key West, FL
06/07 – 09/07
£312/nighttotal: £936 (3 )
Boat 53' 3-bedroom With Ac & 20' Pontoon
3 6
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.
Key West, FL
29/12 – 31/12
£155/nighttotal: £310 (2 )
Key West Sailboat Getaway
1 2
houseboat , Stock Island
This unique sailboat accommodation is docked at Perry Resort and Marina on Stock Island, just 4.8 kilometres from downtown Key West's attractions, including the Ernest Hemingway Home and Museum and the Southernmost Point. This houseboat, suitable for up to three guests, offers one bedroom and one bathroom, with onboard amenities such as a kitchenette, mini fridge, coffee maker, and a back deck grill, plus access to resort facilities and discounted charter opportunities.
9.7 24 reviews
Key West, FL
06/01 – 08/01
£699/nighttotal: £1398 (2 )
Sentient Waters: 63’ Boat, Free Snorkel Gear, Etc.
2 5
boat , Stock Island
This 65-foot yacht, 'Sentient', is moored in a prime Key West marina, offering private waterfront views and direct access to fishing and diving, just 1.6 kilometres from Duval Street and Mallory Square. This floating accommodation provides space for six guests with two bedrooms and two bathrooms, featuring a sundeck, a fully equipped kitchen, and access to on-site amenities including swimming pools and a fitness centre.
9.8 352 reviews
Key West, FL
31/07 – 02/08
£639/nighttotal: £1278 (2 )
Tiki Suites~the Grand Tiki~private Water Stay
1 2
barge , Key West
This unique floating accommodation is anchored in Key West harbour, just a short boat ride (around 1.6 kilometres) from the historic Old Town district and Mallory Square. The boat has received excellent ratings for its location, cleanliness, and overall experience. The tiki boat offers a comfortable and spacious layout, accommodating up to two guests. It comes equipped with modern amenities like air conditioning, a hot water shower, a Keurig coffee maker, and a 50" LED TV, as well as two inflatable paddleboards and two sets of snorkel gear for exploring the surrounding waters.
Key West, FL
29/12 – 31/12
£1262/nighttotal: £2524 (2 )
Luxurious 4-bedroom Catamaran, Sleeps Up To 8 In Delightful Key West
4 2
houseboat , Stock Island
This Stock Island houseboat offers a luxurious four-bedroom, four-bathroom floating home, conveniently located for exploring Key West attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point, both within a short driving distance. The 8-guest vessel boasts a fully equipped kitchen, private patio, access to an on-site swimming pool, free Wi-Fi, and laundry facilities, ensuring a comfortable and convenient stay.
9.0 7 reviews
Key West, FL
24/07 – 25/07
£361/nightfor 1 night
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.
Key West, FL
14/10 – 16/10
£265/nighttotal: £530 (2 )
Deluxe Queen At The Curry Mansion - Parking & Heated Pool!
1 2
ryokan , Key West
Ryokan. You will be based in Key West. Facilities and services: a swimming pool, a washing machine and an iron. Take advantage of the Free Parking with this accommodation.
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.
10 1 review
Key West, FL
29/12 – 31/12
£627/nighttotal: £1254 (2 )
40ft Sailboat, 3 Bdrm, 2 Bath, Sleeps Up To 6
3 2
houseboat , Stock Island
This luxury yacht, docked at Perry Marina on Stock Island, Key West, offers easy access via free shuttle to Key West's attractions such as the Ernest Hemingway Home and Museum and Smathers Beach, with the exact distances not specified. The 12-metre vessel boasts three staterooms, two bathrooms, sleeping up to six guests, and includes a kitchen with a fridge, air conditioning, and access to Perry Marina's pools, restaurants, fitness centre, and free parking.
9.2 100 reviews
Key West, FL
28/06 – 02/07
£800/nighttotal: £3200 (4 )
Two Rustic Cottages With Private Hot Tubs & Private Parking - Dogs Ok
4 4
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.
9.3 56 reviews
Key West, FL
29/12 – 31/12
£314/nighttotal: £628 (2 )
Elegant Sailboat Stay
1 2
boat , Stock Island
This Hunter 380 sailboat, part of the Perry Hotel and Marina's unique accommodation offering, is moored on Stock Island, a 15-minute shuttle ride (approx. 2.4km) from Key West's Old Town. The vessel features two bedrooms, one bathroom, and sleeps up to four guests, boasting a full galley, air conditioning, and access to the marina's swimming pool, fitness centre, and parking.
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.
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.
9.8 58 reviews
Key West, FL
02/07 – 05/07
£484/nighttotal: £1452 (3 )
Ocean Views! <Br>i Didnt Do It Too
2 4
houseboat , Stock Island
This barge is situated on Stock Island in Key West, close to Robbie's and the Key West Golf Club, offering a peaceful waterfront location. It has consistently received excellent ratings for user experience, location, and cleanliness. The barge features two bedrooms, comfortably accommodating up to six guests. It is equipped with a full kitchen, a spacious rooftop deck with stunning views, and modern amenities like a washer and dryer, dishwasher, and air conditioning, as well as access to kayaking, paddleboarding, and boating.
9.7 56 reviews
Key West, FL
27/06 – 04/07
£536/nighttotal: £3752 (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 property has received excellent ratings for location, cleanliness and user experience. This floating home has one bedroom and can accommodate up to six guests. Amenities include a kitchen with a fridge, microwave oven and dishwasher, air conditioning, a terrace, a garden and parking. Guests can also enjoy internet access, a playground and a smoke-free environment.
Key West, FL
06/01 – 08/01
£414/nighttotal: £828 (2 )
Wake Up On The Water With Southernmost Serenity
2 5
houseboat , Stock Island
This unique waterfront yacht stay is situated at Perry Hotel & Marina on Stock Island, offering convenient access to the attractions of Key West, just 4.8 kilometres away. This two-bedroom houseboat accommodates up to five guests, featuring a kitchen with a fridge and microwave, air conditioning, internet, and resort-style amenities including two swimming pools and a jacuzzi, with complimentary shuttle service to Old Town Key West available every half hour.
Best Key West, FL unusual places with a garden
9.9 83 reviews
Key West, FL
29/12 – 31/12
£386/nighttotal: £772 (2 )
Off Grid Houseboat "Shanty Pineapple
Key West"
1 2
boat , Key West
The Shanty Pineapple houseboat, a unique floating accommodation in Key West Bay, is accessible only by water taxi and its precise location within the bay is unspecified. This adults-oriented vessel offers a king/twin pull-out bed, one bathroom, sleeps three guests, includes a kayak, and provides adult entertainment options alongside optional water food delivery and private sandbar boat charters.
10 4 reviews
Key West, FL
02/07 – 05/07
£664/nighttotal: £1992 (3 )
Ocean Views! <Br>no Regrets
2 4
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.
10 60 reviews
Key West, FL
29/12 – 31/12
£387/nighttotal: £774 (2 )
Living The Dream Key West Style
3 2
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.
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.
Key West, FL
14/10 – 16/10
£321/nighttotal: £642 (2 )
Tranquil 2br Dog Friendly | Hot Tub | Deck
1 2
cabin , Key West
This two-bedroom cottage is situated in Key West, a mere 50 metres from Duval Street, providing convenient walking access to the Southernmost Point, Key West Butterfly and Nature Conservatory, and Mallory Square. This pet-friendly lodge accommodates up to six guests and features a private garden with a hot tub, a fully equipped kitchen, air conditioning, and private parking, ensuring a comfortable stay with free WiFi and flatscreen cable TV.
9.0 107 reviews
Key West, FL
28/06 – 02/07
£322/nighttotal: £1288 (4 )
Cozy Cottage With Private Hot Tub, Tranquil Garden & Parking - Dogs Ok
2 4
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.
8.8 93 reviews
Key West, FL
28/06 – 02/07
£322/nighttotal: £1288 (4 )
Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location
2 4
cabin , Key West
This cottage is located in Old Town Key West, just 50 metres from Duval Street, and within walking or cycling distance of the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. This 75 square metre property accommodates up to six guests with two bedrooms and one bathroom, featuring a private garden with a hot tub, a kitchen, air conditioning, complimentary WiFi, and private parking.
10 1 review
Key West, FL
06/01 – 08/01
£403/nighttotal: £806 (2 )
Wake Up On The Water With Southernmost Serenity
2 5
barge , Stock Island
Experience a unique waterfront stay aboard this comfortable yacht, docked at the Perry Hotel & Marina on Stock Island, offering convenient access to downtown Key West attractions just 5 kilometres away, with a complimentary shuttle service running every half hour. This yacht accommodation sleeps up to five guests across two bedrooms, featuring a kitchen with a fridge and microwave, air conditioning, a swimming pool, jacuzzi, garden, fitness centre, and on-site parking, plus access to marina showers and bathrooms, and opportunities for water sports and excursions.
Best pet friendly Key West, FL unique stays
Among the 246 accommodations in Key West, FL, here are the 4 best pet friendly unique accommodations
10 1 review
Key West, FL
29/12 – 31/12
£532/nighttotal: £1064 (2 )
Stay Aboard Elegant Sailboat
2 2
houseboat , Stock Island
This Hunter 380 sailboat, part of the Perry Hotel and Marina on Stock Island, offers convenient access to Key West's Old Town via a free 15-minute shuttle service (approx. 8km). The two-bedroom, one-bathroom vessel sleeps four, includes air conditioning, internet access, and provides access to hotel amenities such as two swimming pools and a gym; nearby attractions include the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
Key West, FL
29/12 – 31/12
£625/nighttotal: £1250 (2 )
Dream Catamaran - 3 Cabin With Ac, Large Shower, Beautiful Views
3 2
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.
8.0 102 reviews
Key West, FL
06/07 – 09/07
£831/nighttotal: £2493 (3 )
Amsterdam's Curry Mansion Inn
3 6
manor house , Key West
Amsterdam's Curry Mansion Inn, a 3-star Key West guesthouse, enjoys a central location, steps from Duval Street and within 0.8km of the Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. This Victorian bed and breakfast offers individually decorated rooms with private pools, an outdoor pool, a terrace, and free Wi-Fi, plus a garden, restaurant and parking.
Key West, FL
29/12 – 27/01
£282/nighttotal: £8178 (29 )
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.
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.
Key West, FL
29/12 – 31/12
£748/nighttotal: £1496 (2 )
Original Tiki Suite Unique Floating Bungalow On The Water In Key West, Fl
1 2
houseboat , Key West
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.
Key West, FL
29/12 – 31/12
£587/nighttotal: £1174 (2 )
Delightful 1-bedroom House Boat With Ac In Key West
1 2
houseboat , 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.
9.8 37 reviews
Key West, FL
06/01 – 08/01
£1010/nighttotal: £2020 (2 )
Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps Up To 8
4 5
boat , Stock Island
8.7 6 reviews
Key West, FL
06/01 – 08/01
£489/nighttotal: £978 (2 )
Dream Catamaran
1 5
boat , Stock Island
10 4 reviews
Key West, FL
06/01 – 08/01
£752/nighttotal: £1504 (2 )
New Vrbo Listing! Elegant 40' Yacht In 5-star Resort
3 5
houseboat , Stock Island
Key West, FL
06/01 – 08/01
£1056/nighttotal: £2112 (2 )
Oceanfront - Break Awai X Away Awai Floating Villas
