
Waterfront holiday rentals in Windley Key
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Top-rated waterfront rentals in Windley Key
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Windley Key
Waterfront apartment rentals

Beachside Unit 22 - Private Beach on Atlantic

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

Key Largo, Florida - Gem by the Sea

#1 Island Hideaway 89 - OCEAN FRONT

Escape to the Seaside!

Ocean Side Paradise Awaits!

Best Place to see the sunset

Boho FL Keys Condo
Waterfront house rentals

Dock, Beach Club, January avail., tennis, golf

Luxury Waterfront Retreat with Dockage & Pool

A Pirates Great Escape ~ 3bed/2baths Ocean View B

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

Easy Ocean Access 30' Dock House Pool Cabana Club

Sunsets In Palms Paradise

Waterfront House with 37 ft Dock & Cabana Club

Water, Water Everywhere! "The Wheel House"
Waterfront apartment rentals

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

Reel Large END Unit in Ocean Point Suites

Your Happy Place - Oceanfront

Kawama Breeze

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Ocean Views at Ocean Pointe

Modern and Coastal Ocean Pointe 2307

Bright & Sunny Suite w/ Magnificent Ocean Views
Destinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Zoo Miami
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Windley Key Fossil Reef Geological State Park
- Deering Estate
- Theater of the Sea
- Monkey Jungle
- Far Beach
- Sandspur Beach
- EAA Air Museum
- Cocoa Plum Beach
- Horseshoe Beach
- Keys' Meads
- Long Key State Park
- Sea Oats Beach
- Everglades Alligator Farm