
Hotel vacation rentals in Windley Key
Find and book unique hotels on Airbnb
Top-rated hotels in Windley Key
Guests agree: these hotels are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windley Key hotels
Family-friendly hotels

Humidor House King Room - Adults Only

Conch House 3 Bedroom Suite at Grassy Flats Resort

Motel Room in Marathon

Oceanfront King Family Suite

Conch House 2 Bedroom Suite at Grassy Flats Resort

Azul del Mar Deluxe Sea View Suite (Celeste)

Knight's Key Suites Deluxe King

Conch Key Villas Unit #4- Overlooking Florida Bay
Hotels with a pool

Great Location to Stay! Room w/ 2 Queen Beds, Pool

Breathtaking Waterfront Hotel w/ / Outdoor Pools

Breathtaking Beachfront Stay+Private Beach Access

Ultimate Getaway! Private Beach Access, Pools

King Suite Sea View

Kingsail Resort Apartment 102

Hit the pool or take kayaks out on the ocean

Best Value, Quality Stay! Pets Allowed, Pool
Hotels with a patio

Oceanfront Queen

Conch Key Villas #2 Peaceful waterfront lodging

Cozy Studio in Marathon

Resort View Family Suite

Spacious 2BR/2BA Private Condo

Oceanfront King Suite Beach Walkout Room

Anchorage Resort and Yacht Club

Snappers - Honeymoon Ocean View
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Family-friendly rentals Windley Key
- House rentals Windley Key
- Rentals with pools Windley Key
- Beachfront rentals Windley Key
- Serviced apartment rentals Windley Key
- Rentals with beach access Windley Key
- Rentals with a washer and dryer Windley Key
- Rentals with a patio Windley Key
- Rentals with a kayak Windley Key
- Rentals with an EV charger Windley Key
- Rentals with outdoor seating Windley Key
- Fitness-friendly rentals Windley Key
- Pet-friendly rentals Windley Key
- Waterfront rentals Windley Key
- Hotel rentals Monroe County
- Hotel rentals Florida
- Hotel rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Deering Estate
- Theater of the Sea
- Conch Key
- Far Beach
- Everglades Alligator Farm
- Monkey Jungle
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
- Schnebly Redland's Winery & Brewery