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Key West, FL unique stays
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188 Unique places to stay in Key West, FL

Top Family Unique Stays in Key West, FL

These unique stays in Key West, FL are perfect for families, with beaches nearby and one-of-a-kind accommodation for everyone.

Dole Vita - Key West, FL
No reviews

Dole Vita

boat, Stock Island
Dole Vita, a boat accommodation, is located near Key West International Airport, 2.5 miles away, offering convenient access to Stock Island attractions.
This family-friendly vessel accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a private swimming pool, a terrace, free WiFi, and on-site 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 houseboat is anchored in Cow Key Channel on the eastern side of Key West, offering a waterfront setting just minutes from Duval Street and attractions like the Ernest Hemingway Home and Museum and Southernmost Point.
This eco-friendly vessel provides 200 square feet of living space for up to two guests, featuring a kitchenette, air conditioning, and complimentary kayaks, with proximity to Stock Island's golf courses and waterfront activities.
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 location in downtown Key West, just a short distance from the Ernest Hemingway Home and Museum and Southernmost Point.
This 600-square-foot floating accommodation sleeps up to six guests and features a full kitchen, air conditioning, a swimming pool, and direct fishing access from the dock.
Key West Oasis:charming Retreat - Key West, FL
9.8 8 reviews

Key West Oasis:charming Retreat

boat, Stock Island
This Key West houseboat, docked in a marina a short distance from Duval Street on Stock Island, offers a unique getaway.
The 1-bedroom, 1-bathroom vessel sleeps four comfortably with a queen bed and pull-out sofa, boasting a full kitchen, air conditioning, Wi-Fi, and a relaxing deck; nearby marina amenities include a swimming pool, Jacuzzi, fitness center, and parking.

Best Key West, FL unique accommodations with a garden

Amazing Houseboat With 2nd Floor Observation Deck - Key West, FL
9.8 178 reviews

Amazing Houseboat With 2nd Floor Observation Deck

barge, Key West
This Key West houseboat is anchored in shallow waters near Garrison Bight Marina, offering free boat rides to and from the marina.
Sleeping up to three guests, it features a full-size bed, futon, and hammock, plus a full bathroom, kitchen with fridge and microwave, and outdoor cooking equipment; a 20% discount on Island to Island Charters is also included.
3-bedroom House Boat In Tranquil Key West With Ac - Key West, FL
No reviews

3-bedroom House Boat In Tranquil Key West With Ac

houseboat, Key West
This pet-friendly houseboat offers a unique Key West experience, located a 6-minute walk from Bayview Park and a 15-minute walk from the Studios of Key West.
This spacious 1500-square-foot vessel accommodates up to 10 guests across 3 bedrooms and 2.5 bathrooms, featuring a full kitchen, air conditioning, internet, and on-site boating and watersports equipment.
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
The Purpus, a luxury Bali 4.1 sailing catamaran, is docked at a Key West marina on Stock Island, offering easy access to attractions like the Ernest Hemingway Home and Museum and Smathers Beach.
This four-bedroom, four-bathroom houseboat sleeps eight guests and features a full kitchen, air conditioning, a swimming pool, and a private concierge, plus convenient access to marina amenities including restaurants, bars, and laundry facilities.
Amsterdam's Curry Mansion Inn - Key West, FL
7.9 108 reviews

Amsterdam's Curry Mansion Inn

manor house, Key West
Amsterdam's Curry Mansion Inn is a 3-star Key West bed and breakfast located steps from Duval Street, a 5-minute walk from the Audubon House and Tropical Gardens, 0.3 miles from Mallory Square, and 0.6 miles from the Ernest Hemingway Home and Museum.
This Victorian inn offers individually decorated guest rooms with private pools, an outdoor pool, terrace, garden, picnic area, complimentary Wi-Fi, concierge services, a business center, free self-parking, and three meeting rooms.

Frequently Asked Questions about unique stays in Key West, FL

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

    For a taste of local history, head to the Key West Lighthouse and Museum. It's a great place to learn about the island's rich maritime past. If you're looking for something a little more off the beaten path, check out the Fort Zachary Taylor Historic State Park. It has beautiful beaches, a historic fort, and plenty of hiking trails.
  • What attractions is Key West, FL famous for?

    Key West is known for its beautiful beaches, vibrant nightlife, and historical sites. The Southernmost Point of the Continental US is a must-see, and Mallory Square is a great place to catch the sunset. The Hemingway House is also a popular attraction, and you can see the famous six-toed cats that roam the property.
  • What clothing or gear is recommended for the climate in Key West, FL?

    Key West is hot and humid year-round, so pack light, breathable clothing. You'll definitely want a swimsuit, sunglasses, and sunscreen. A hat and light jacket are also good ideas, especially for evenings.
  • Which neigbourhood offers the best unique stays in Key West, FL?

    Old Town is the heart of Key West and has some of the most unique accommodations. You can find charming guesthouses, restored Victorian homes, and even a few boutique hotels. It's also a great place to explore the island's history and culture.
  • What should you know about unique stays in Key West, FL before booking?

    Unique stays in Key West can be more expensive than traditional hotels. It's a good idea to book well in advance, especially if you're traveling during peak season. Also, be sure to read the reviews carefully to get a sense of the property and its location.

Popular destinations

Find the Best Unique Stays with a Hot Tub in Key West, FL

A private hot tub at your unique stay makes every trip to Key West, FL truly unforgettable after a day by the water.

Living The Dream Key West Style - Key West, FL
10 61 reviews

Living The Dream Key West Style

houseboat, Stock Island
This Stock Island houseboat, located at Safe Harbour Marina, is a 15-minute drive from Key West's downtown.
The 60-foot Catalina/Morgan Schooner offers three bedrooms, three bathrooms, sleeps six, and features a fully equipped galley, two refrigerators, an ice maker, Starlink WiFi, and a private dock with a grill; optional sunset sails and snorkeling trips are available.

Neighborhoods and points of interest in Key West, FL

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

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, the Ernest Hemingway Home and Museum, and Fort Zachary Taylor.
The 40-foot yacht, included with the rental, features three staterooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, plus access to hotel amenities like two pools and a shuttle; optional excursions range from sunset cruises to multi-day bareboat charters to the Dry Tortugas.
Key West Sailboat Getaway - Key West, FL
10 8 reviews

Key West Sailboat Getaway

boat, Stock Island
This unique sailboat accommodation is docked at Perry Resort and Marina on Stock Island, offering a distinctive stay just minutes from downtown Key West's attractions.
This sailboat accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring an onboard kitchenette, a grill, and access to resort amenities including pools, a fitness center, and a restaurant, with opportunities for discounted boat charters.
Sailboat Stay  Marina Pools  Sleeps 4  Stock Island, Key West - Key West, FL
10 1 review

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 a unique Key West stay with a complimentary shuttle to Old Town, approximately 15 minutes away.
This two-bedroom, one-bathroom vessel sleeps four, features air conditioning, internet access, and allows pets; guests enjoy marina and hotel amenities, including pools and a gym, plus easy access to attractions like the Ernest Hemingway Home and Museum.
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, located in Stock Island, Key West, offers convenient access to the Ernest Hemingway Home and Museum, Southernmost Point, Fort Zachary Taylor Historic State Park, and Smathers Beach.
This four-bedroom, four-bathroom vessel sleeps ten guests and boasts prime waterfront views, promising a unique Key West experience with potential for nearby water activities.

Search Coastal Unique Stays near Key West, FL

Plan an eccentric holiday at coastal unique stays in Key West, FL, situated short distances from regional beach-town boardwalks.

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

Waterfront & Heated Pool - Break Awai Floating Villa

houseboat, Stock Island

Explore Unusual Accommodations with Swimming Pool in Key West, FL

Dip in whenever you like; these unique stays near the water in Key West, FL come with a swimming pool on-site for your convenience.

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

Waterfront & Heated Pool - Break Awai Floating Villa

boat, 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
Sealab: 6 Cabin / 6 Head 52 Ft Catamaran With Hotel Pools And A Captains Lounge - Key West, FL
8.0 5 reviews

Sealab: 6 Cabin / 6 Head 52 Ft Catamaran With Hotel Pools And A Captains Lounge

houseboat, Stock Island
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