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.
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.
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.
Affordable, Adventurous Houseboat On-the-water In Key West Florida - Key West, FL
10 1 review

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

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.

Best Key West, FL unusual places with a garden

Waterfront & Heated Pool - Break Awai Floating Vil - Key West, FL
10 3 reviews

Waterfront & Heated Pool - Break Awai Floating Vil

boat, Stock Island
This luxury houseboat is located at Perry Marina in Stock Island, offering convenient shuttle service to Key West Historic Seaport, approximately 3.5 kilometres away, and is close to Higgs Beach.
This houseboat accommodation provides a fully stocked kitchen, private washer and dryer, air conditioning, a swimming pool, and a rooftop deck, with a guest capacity of 4 across 2 bedrooms and 2 bathrooms.
Key West Sailboat Getaway - Key West, FL
9.0 2 reviews

Key West Sailboat Getaway

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.
Luxurious 4-bedroom Catamaran, Sleeps Up To 8 In Delightful Key West - Key West, FL
No reviews

Luxurious 4-bedroom Catamaran, Sleeps Up To 8 In Delightful Key West

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.
Tiny Cottage Retreat - Your Own Stylish Hideaway! - Key West, FL
9.5 17 reviews

Tiny Cottage Retreat - Your Own Stylish Hideaway!

cabin, Key West
This compact dwelling in the Florida Keys is located a mere 1.6 kilometres from the beaches, eateries, and attractions of Key West, offering a convenient base for exploring the area.
This cosy cabin, suitable for two guests, features one bedroom with a full-sized bed in a loft accessible by a spiral staircase, a kitchenette equipped with a fridge and microwave, and air conditioning, with pets welcome.

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.

Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location - Key West, FL
8.8 94 reviews

Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location

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.
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.
Tranquil 2br Dog Friendly | Hot Tub | Deck - Key West, FL
8.0 4 reviews

Tranquil 2br Dog Friendly | Hot Tub | Deck

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.
Two Rustic Cottages With Private Hot Tubs & Private Parking - Dogs Ok - Key West, FL
9.2 100 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.

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

Special Offer! 50 Foot Luxury Sailing Catamaran In Five Star Resort, Key West! - Key West, FL
10 4 reviews

Special Offer! 50 Foot Luxury Sailing Catamaran In Five Star Resort, Key West!

houseboat, Stock Island
This Stock Island houseboat, a spacious floating home, is situated a short distance from Robbie's Marina (a 10-minute walk) and the Key West Tropical Forest and Botanical Garden (a 4-minute drive, approximately 2.4 km).
The 167 square metre (1800 square feet) vessel boasts six bedrooms, six bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, swimming pool, parking, Wi-Fi, laundry facilities, and a games room with billiards.
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.
Happys Houseboat Key West - Key West, FL
9.6 291 reviews

Happys Houseboat Key West

houseboat, Key West
This houseboat is located in New Town, Key West, just a short drive from Florida Keys Beaches and within easy reach of Duval Street and Mallory Square. The property has received excellent ratings for location, cleanliness and user experience.
This floating accommodation has one bedroom and one bathroom, comfortably sleeping up to three guests. Enjoy al fresco dining on the terrace, relax in the garden, and make use of the kitchen facilities, which include a fridge and microwave.
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
This uniquely docked yacht, Strictly Pleasure, is situated at Perry Marina in Stock Island, offering marina views and convenient access to downtown Key West, approximately 8 kilometres away, via the local trolley service.
This pet-friendly accommodation provides two bedrooms, two bathrooms, and can host up to four guests, featuring a galley kitchen with a fridge, freezer, and microwave, air conditioning, a swimming pool, garden, and fitness centre, with parking available directly in front of the vessel.

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

Key West Outpost: Eco-vacation

barge, 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.

Spacious 52' Sailboat | 6 Cabins | Dockside Escape - Key West, FL
No reviews

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

cabin, 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.

Sentient Waters: 63 Boat, Free Snorkel Gear, Etc. - Key West, FL
9.8 35 reviews

Sentient Waters: 63 Boat, Free Snorkel Gear, Etc.

boat, Stock Island
Waterfront & Heated Pool - Away Awai Floating Vill - Key West, FL
9.9 84 reviews

Waterfront & Heated Pool - Away Awai Floating Vill

boat, Stock Island
Key West Sailboat Getaway - Key West, FL
10 15 reviews

Key West Sailboat Getaway

boat, Stock Island
40ft Yacht, 3 Bdrm, 2 Bath, Sleeps Up To 6 - Key West, FL
9.4 10 reviews

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

boat, Stock Island
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