The widest selection of unusual accommodations in Key West, FL

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

Best family friendly Key West, FL unique stays

Among the 246 accommodations in Key West, FL, here are the 4 best family friendly unique accommodations

Affordable, Adventurous Houseboat On-the-water In Key West Florida - Key West, FL
Key West, FL
14/10 – 16/10
A$630/nighttotal: A$1260 (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.
Ocean Views! <Br>luxury Suites - Key West, FL
9.7 56 reviews
Key West, FL
11/07 – 18/07
A$1201/nighttotal: A$8407 (7 )

Ocean Views! <Br>luxury Suites

1 4
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.
The Salty Sunshine Of Key West - Key West, FL
9.3 94 reviews
Key West, FL
24/07 – 25/07
A$361/nightfor 1 night

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.
Ocean Views! <Br>i Didnt Do It Too - Key West, FL
9.8 58 reviews
Key West, FL
28/06 – 02/07
A$885/nighttotal: A$3540 (4 )

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.

Best Key West, FL unusual places with a garden

Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps Up To 8 - Key West, FL
9.8 37 reviews
Key West, FL
06/01 – 08/01
A$1925/nighttotal: A$3850 (2 )

Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps Up To 8

4 5
boat , Stock Island
The luxury catamaran Purpus, available for charter, is moored at Perry Marina on Stock Island, approximately 6-8 km from Key West's Duval Street and its attractions.
This four-bedroom, four-bathroom vessel sleeps eight guests, offering a full kitchen, air conditioning, a swimming pool, and easy water access for various water sports, plus proximity to resort amenities at the marina.
Wake Up On The Water With Southernmost Serenity - Key West, FL
10 1 review
Key West, FL
06/01 – 08/01
A$769/nighttotal: A$1538 (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.
Ocean Views! <Br>no Regrets - Key West, FL
10 4 reviews
Key West, FL
14/10 – 16/10
A$1319/nighttotal: A$2638 (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.
Tiki Suites ~ Original Tiki ~ Private Water Stay - Key West, FL
9.8 538 reviews
Key West, FL
14/10 – 16/10
A$1143/nighttotal: A$2286 (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 clothing or gear is recommended for the climate in Key West, FL?

    Key West is known for its hot and humid weather, so pack light, breathable clothing. You'll want to bring swimwear, sandals, and a hat for sun protection. Don't forget sunscreen, sunglasses, and a light jacket or sweater for the evenings, as it can get chilly at times.
  • What should you know about unique stays in Key West, FL before booking?

    When booking a unique stay in Key West, it's important to consider the location and amenities. Some properties may be located in quieter areas away from the main attractions, while others are in the heart of the action. It's also important to check the reviews and make sure the property is right for your needs.

Destinations nearby

Best Key West, FL unique stays with a jacuzzi

Among the 246 accommodations in Key West, FL, here are the 4 best unique accommodations with a jacuzzi

Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location - Key West, FL
8.8 93 reviews
Key West, FL
28/06 – 02/07
A$614/nighttotal: A$2456 (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.
Tranquil 2br Dog Friendly | Hot Tub | Deck - Key West, FL
Key West, FL
14/10 – 16/10
A$613/nighttotal: A$1226 (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.
Wake Up On The Water With Southernmost Serenity - Key West, FL
Key West, FL
06/01 – 08/01
A$789/nighttotal: A$1578 (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.
Living The Dream Key West Style - Key West, FL
10 60 reviews
Key West, FL
29/12 – 31/12
A$737/nighttotal: A$1474 (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.

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

Dream Catamaran - 3 Cabin With Ac, Large Shower, Beautiful Views - Key West, FL
Key West, FL
29/12 – 31/12
A$1192/nighttotal: A$2384 (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.
Boat 53'  3-bedroom With Ac & 20' Pontoon - Key West, FL
Key West, FL
30/10 – 04/11
A$605/nighttotal: A$3025 (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.
Stay Aboard Elegant Sailboat - Key West, FL
10 1 review
Key West, FL
29/12 – 31/12
A$1015/nighttotal: A$2030 (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.
Dream Catamaran - Key West, FL
8.7 6 reviews
Key West, FL
06/01 – 08/01
A$932/nighttotal: A$1864 (2 )

Dream Catamaran

1 5
boat , Stock Island
This 42-foot Manta sailing catamaran, SeaJaz, is docked at the Perry Hotel & Marina in Stock Island, offering exclusive use for a tropical escape with access to hotel amenities and shuttle service to Key West's attractions, situated just 4.8 kilometres from the heart of Key West.
This private charter accommodation sleeps up to five guests across three cabins and two bathrooms, featuring Starlink Internet, air conditioning, a kitchen with fridge and freezer, and complimentary water sports equipment for excursions like sailing lessons and sunset cruises.
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