Find & Compare Unique Stays in Florida Keys, FL

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Florida Keys, FL unique stays
Choose your unique accommodation
Price per night
Accommodation type
Rating

The Most Popular Unique Places to Stay in Florida Keys, FL

Cool Places to Stay with a Pool in Florida Keys, FL

Aqua Lodge Houseboat "Captain's Quarters" - Florida Keys, FL
9.6 15 reviews

Aqua Lodge Houseboat "Captain's Quarters"

houseboat, Tavernier
Experience a unique stay on this houseboat, perfectly located in a protected cove at Mile Marker 91.7 Bayside in Tavernier, Florida Keys, near the Hurricane Monument and Indian Key Historic State Park.
Enjoy waterfront access and stunning views from this 2-bedroom houseboat, offering a swimming pool, garden, and complimentary WiFi for up to 4 guests.
Aqua Lodge Houseboat "The Grey Lady" - Florida Keys, FL
9.8 75 reviews

Aqua Lodge Houseboat "The Grey Lady"

barge, Tavernier
Experience waterfront living on the open waters of Mangrove Marina & Resort in Tavernier, just 1.5 miles from Hurricane Monument and Indian Key Historic State Park.
This houseboat offers a unique stay with four bedrooms, two bathrooms, and a private patio, perfect for exploring attractions like John Pennekamp Coral Reef State Park.
Nice Boat In The Fl Keys - Florida Keys, FL
8.4 191 reviews

Nice Boat In The Fl Keys

boat, Key Largo
Explore a unique stay on this boat in Key Largo, Florida, offering immediate access to jet ski and paddleboard rentals and a 2-minute walk to scuba diving excursions.
This boat accommodates four guests with a full-size bed, sofa bed, and features a shared swimming pool and a garden for a one-of-a-kind stay.
Cabins At Bonefish Bay - Florida Keys, FL
9.4 118 reviews

Cabins At Bonefish Bay

cabin, Marathon
Centrally located in Marathon, this cabin is 0.6 miles from Curry Hammock State Park and within 3 miles of Sunset Park Beach and Coco Plum Beach.
Enjoy an unusual accommodation with a pool, free WiFi, and complimentary bicycles for exploring this unique stay.

Unique Places to Stay with a Hot Tub in Florida Keys, FL

Oceanfront Mansion With Boat & Jet Ski - Florida Keys, FL
No reviews

Oceanfront Mansion With Boat & Jet Ski

chalet, Key Largo
Directly on the oceanfront in Key Largo, this chalet offers a unique stay just 4.7 miles from Pigeon Key and 5.8 miles from John Pennekamp State Park.
This expansive 1990 sq ft chalet accommodates up to 29 guests with a private beach, swimming pool, jacuzzi, and on-site water sports for an unusual accommodation experience.
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups - Florida Keys, FL
10 178 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups

bungalow, Islamorada, Village of Islands
Matecumbe, Islamorada offers a tropical getaway, just 0.2 miles from the Keys History & Discovery Center and History of Diving Museum.
This 2-bedroom apartment provides a unique stay for up to 5 guests, featuring a pool, jacuzzi, and concierge service.
Elegant Sailboat Stay - Florida Keys, FL
No reviews

Elegant Sailboat Stay

boat, Stock Island
This Stock Island boat offers a unique stay, located 1.1 miles from Safe Harbor and 2.5 miles from Key West International Airport, near the Ernest Hemingway Home and Museum.
Enjoy this unusual accommodation with 360 square feet, accommodating up to 7 guests with a full kitchen, two pools, and a fitness center.

Find cool places to stay

Unique Family-Friendly Stays in Florida Keys, FL

Islamorada Bungalow 4 - Florida Keys, FL
9.7 94 reviews

Islamorada Bungalow 4

bungalow, Islamorada, Village of Islands
Just 500 feet from Islamorada's world-class fishing spots and pristine beaches, this bungalow offers a unique stay in the Village of Islands.
This 950 sq ft bungalow accommodates four guests with two bedrooms, one bathroom, and a private patio, perfect for an unusual accommodation experience.
Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature - Florida Keys, FL
No reviews

Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature

manor house, Homestead
Located in Homestead's Redland district, this farm offers a nature-filled getaway just 1 mile from the Coral Castle Museum.
This unique stay boasts a swimming pool, ping pong, and pool tables, accommodating up to 12 guests for an unusual accommodation experience.
Islamorada Bungalow 3 - Florida Keys, FL
9.6 83 reviews

Islamorada Bungalow 3

bungalow, Islamorada, Village of Islands
Located in Islamorada, Village of Islands, this bungalow offers a unique stay just a short walk from pristine beaches and world-class fishing spots.
Enjoy this family-friendly bungalow with a full kitchen, private porch, and access to a community heated pool, perfect for exploring the Florida Keys.
Charming Nature Farmhouse Getaway  Spacious, Peaceful, Relaxing - Florida Keys, FL
9.6 27 reviews

Charming Nature Farmhouse Getaway Spacious, Peaceful, Relaxing

manor house, Princeton
Discover a unique stay in Miami-Dade County's Redland area, just 20 miles from Miami International Airport and near Coral Castle Museum.
This family-friendly farm offers a private swimming pool, basketball court, and campfire space for a one-of-a-kind retreat.

Unique Pet-Friendly Accommodation in Florida Keys, FL

Beautiful Views New Cabin 2/1 - Florida Keys, FL
9.6 118 reviews

Beautiful Views New Cabin 2/1

cabin, Marathon
Experience a unique stay in Marathon, Florida Keys, with private waterfront access to canals and the Gulf for kayaking and sunset viewing.
This cabin accommodates four guests and offers a fully equipped kitchen, AC, and complimentary kayaks for exploring the scenic waterways.
"Manatee" Houseboat With Rooftop Sunset View - Florida Keys, FL
9.4 404 reviews

"Manatee" Houseboat With Rooftop Sunset View

boat, Tavernier
Experience a unique stay on this waterfront houseboat in Tavernier's Community Harbor, located at Mile Marker 91.7 Bayside, offering a tranquil oasis near Key Largo and Islamorada.
This spacious 900 square foot houseboat boasts 4 bedrooms, a rooftop deck for sunset views, and is perfect for water adventures like snorkeling and motor boating.
Delightful Sailfish Aqua Lodge! Cabana Club Access! - Florida Keys, FL
9.4 40 reviews

Delightful Sailfish Aqua Lodge! Cabana Club Access!

chalet, Key Colony Beach
Discover this unique stay in Key Colony Beach, located just 500 feet from Captain Hooks Marina and Dive Center and Florida Keys Country Club.
This 3-bedroom chalet accommodates 4 guests and offers a fully equipped kitchen, air conditioning, and a swimming pool, perfect for an unusual accommodation experience.
Amsterdam's Curry Mansion Inn - Florida Keys, FL
8.0 104 reviews

Amsterdam's Curry Mansion Inn

manor house, Key West
Located in a historic district, this manor house offers convenient access to Key West attractions.
Enjoy a unique stay with complimentary WiFi, a private garden, and an on-site restaurant for an unusual accommodation experience.
©2026 funkystays.com