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.

Alhambra - Key West, FL
9.7 308 reviews

Alhambra

castle, Key West
This Key West guesthouse is situated in a historic neighbourhood, a short walk from Duval Street and the attractions of Historic Downtown Key West.
Offering a master suite with a private entrance, a Florida room, a heated Jacuzzi, and access to a shared pool and garden, this family-friendly property includes a fridge, freezer, microwave, dishwasher, and outdoor grill; parking is also available.
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.
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
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.
Ocean Views! <Br>i Didnt Do It Too - Key West, FL
9.8 32 reviews

Ocean Views! <Br>i Didnt Do It Too

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.

Best Key West, FL unusual places with a garden

*August/september Specials* Off Grid Boat Key West - Key West, FL
9.9 89 reviews

*August/september Specials* Off Grid Boat Key West

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.
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.
Carriage House At Grand Maloney - Key West, FL
No reviews

Carriage House At Grand Maloney

hotel, Key West
Hotel listing in a 2-star hotel. This accommodation is based in Key West.
Facilities and services include a swimming pool, free parking and an iron. Take advantage of the garden in this hotel!

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.

Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat is located in a marina a short distance (less than 1.6 km) from Duval Street, offering easy access to Key West's attractions.
The vessel sleeps four, featuring a queen bed, pull-out sofa, fully equipped kitchen with fridge, freezer and microwave, plus air conditioning, Wi-Fi, a swimming pool, jacuzzi, and private garden.

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

Sailboat Stay  Marina Pools  Sleeps 4  Stock Island, Key West - Key West, FL
10 2 reviews

Sailboat Stay Marina Pools Sleeps 4 Stock Island, Key West

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.
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.
51' Luxury Yacht In Key West - Key West, FL
10 9 reviews

51' Luxury Yacht In Key West

houseboat, Stock Island
This 51-foot luxury yacht, situated in Stock Island, Key West, offers convenient access to attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point, all within a reasonable distance.
The four-bedroom, four-bathroom vessel sleeps up to ten guests and boasts upscale amenities, promising a unique Key West experience with potential for water-based activities.
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.

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.

Waterfront & Heated Pool - Away Awai Floating Villa - Key West, FL
9.6 5 reviews

Waterfront & Heated Pool - Away Awai Floating Villa

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.

Ocean Views! <Br>no Regrets - Key West, FL
10 4 reviews

Ocean Views! <Br>no Regrets

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.

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
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
5 Cabin Catamaran Sailboat "Devine Sailing" At The Perry Hotel Marina & Resort - Key West, FL
9.4 3 reviews

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

houseboat, Stock Island
3br In Resort Village, Pools, Free Kayak & Shuttle - Key West, FL
10 16 reviews

3br In Resort Village, Pools, Free Kayak & Shuttle

boat, Stock Island
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