A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

3 Star Hotels in Windley Key, Islamorada

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windley Key 3 Star Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Windley Key 3-star hotels

A beach with palm trees and lounge chairs.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Leihla
€201
includes taxes & fees
5 Oct - 6 Oct
Chesapeake Beach Resort
A balcony with a view of the sea, a table, and two chairs.
A bedroom with a bed, a TV mounted on the wall, a window with blinds, and a chandelier.
A marina with boats docked along a waterfront, surrounded by buildings and palm trees.
A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

2. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Ysabella
€147
includes taxes & fees
5 Oct - 6 Oct
Waterside Suites & Marina
Two hands holding wine glasses with a beach and ocean view in the background.
A beach with palm trees, a sandy path, and a building with a balcony.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.
An aerial view of a resort with a swimming pool, beach area, and dock.

3. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
United States
Lwigy
€118
includes taxes & fees
5 Oct - 6 Oct
Bayside Inn Key Largo
Terrace/patio
A resort with a swimming pool, lounge chairs, and palm trees.
A beach with palm trees and a clear view of the ocean.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

4. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Michael
€155
includes taxes & fees
7 Oct - 8 Oct
Lime Tree Bay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

5. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Siobhan
€156
includes taxes & fees
12 Oct - 13 Oct
Fisher Inn Resort & Marina
A poolside area with a water feature, a palm tree, and lounge chairs.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.
A marina with boats docked, a building with a blue roof, and a clear view of the water.

6. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
United States
Arthur
€150
includes taxes & fees
12 Oct - 13 Oct
Ocean Pointe Suites at Key Largo
A balcony with a view of a beach, a pool, and a thatched-roof structure.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
A beach scene with two yellow beach chairs and a person lying on one.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

7. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
€164
includes taxes & fees
18 Oct - 19 Oct
Hadley Resort and Marina
Exterior
A view from a window overlooking a beach with palm trees and a wooden pier.
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
View from property

8. Casa Morada

Casa Morada
Matecumbe
United States
David
€170
includes taxes & fees
28 Oct - 29 Oct
Casa Morada
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A hotel room with a bed, a TV, a sofa, and a balcony with a view.
A resort with a pool, multiple buildings, and a waterfront view.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

9. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
€127
includes taxes & fees
5 Oct - 6 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A balcony with a view of the ocean and palm trees.
A beach wedding setup with a sandy aisle, white chairs, and floral decorations.
A white building with a pool, surrounded by palm trees and a thatched-roof structure.
A modern living room with two grey sofas, a coffee table, and a TV. Large windows offer views of a beach and palm trees.

10. Azul del Mar

Azul del Mar
Key Largo
United States
Loney
€151
includes taxes & fees
18 Oct - 19 Oct
Azul del Mar
A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.
A modern room with a large window, a grey sofa, a lamp, and a view of a pool and palm trees.
A pool area with lounge chairs, a thatched umbrella, and a marina in the background.
A modern kitchen with a curved island, stainless steel appliances, and a menu board.

11. Courtyard by Marriott Key Largo

Courtyard by Marriott Key Largo
Key Largo
United States
Anna
€152
includes taxes & fees
11 Oct - 12 Oct
Courtyard by Marriott Key Largo
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A beach with palm trees, a wooden pier, and beach chairs.
A beachside resort with a pool area, lounge chairs, and palm trees.
A coastal resort with a marina, clear blue water, and lush greenery.

12. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
€255
includes taxes & fees
5 Oct - 6 Oct
Pines & Palms Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A building with a staircase leading to a balcony, surrounded by greenery.
A hotel with a parking lot, a swimming pool, and a view of the ocean.
A pathway leading to a building with a white exterior, surrounded by lush greenery and palm trees.

13. Sunset Inn

Sunset Inn
Matecumbe
United States
Ivan
Sunset Inn
A balcony with two white chairs overlooking a marina with boats, a building with a green roof, and palm trees.
A bar area with a thatched roof, wooden furniture, and a variety of bottles.
A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and thatched umbrellas.
A hotel room with a large bed, a desk with a chair, a television, and a window with curtains.

14. Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
Key Largo
United States
suany
€174
includes taxes & fees
7 Oct - 8 Oct
Holiday Inn Key Largo by IHG
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beach with palm trees, a thatched-roof hut, and lounge chairs.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

15. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
€149
includes taxes & fees
5 Oct - 6 Oct
Coconut Cove Resort and Marina
A covered outdoor area with a pool, palm trees, and a wooden deck.
A hotel room with a large bed, a desk with a television, a chair, a desk lamp, and a window with curtains.
A pool area with lounge chairs and a pool, surrounded by a building with multiple balconies and a garden.
A building with a colorful fish mural on the wall, a door, and a window.

16. Key Largo Inn

Key Largo Inn
Key Largo
United States
Rolando
€107
includes taxes & fees
5 Oct - 6 Oct
Key Largo Inn
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.
A kitchen with white cabinets, a microwave, a stove, and a refrigerator.
A pool area with a white fence, a lifebuoy, and palm trees in the background.
A boat with a covered deck, metal railings, and a table with chairs.

17. Treasure Harbor

Treasure Harbor
Islamorada
United States
Laura
€223
includes taxes & fees
5 Oct - 6 Oct
Treasure Harbor
A beach with lounge chairs, palm trees, and a view of the water.
A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.
A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

18. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
United States
Annie
€159
includes taxes & fees
12 Oct - 13 Oct
Atlantic Bay Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A wooden boardwalk leading to a building with a brick wall and a white roof.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.
A beach with palm trees, a thatched umbrella, and lounge chairs.

19. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
€163
includes taxes & fees
6 Oct - 7 Oct
Drop Anchor
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
Exterior
A bar area with a counter, stools, and potted plants.

20. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
€389
includes taxes & fees
18 Oct - 19 Oct
Bayside Villas by Islander Resort
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Top Windley Key Hotel Reviews

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted less than an hour ago
Coconut Cove Resort and Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Exceeded all my expectations, definitely going back. Highly recommend"
Payman 3-night trip
Posted 10 days ago
Drop Anchor

Explore a world of travel with Expedia