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

Windley Key 2 Stars Hotels

  • 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 2 Star Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Windley Key 2-star hotels

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A beach with palm trees, lounge chairs, and a view of the ocean.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

1. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
₩137,312
₩154,477 total
includes taxes & fees
Oct 12 - Oct 13
Rock Reef Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A clear blue pool with lounge chairs and palm trees.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

2. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Cory
₩158,059
₩177,815 total
includes taxes & fees
Oct 15 - Oct 16
Hampton Inn Key Largo Manatee Bay
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A balcony with a view of the sea, a beach, and a thatched hut.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.
A waterfront pier with wooden posts and a wooden walkway extending into the water.

3. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
United States
Payton
₩159,079
₩178,971 total
includes taxes & fees
Oct 12 - Oct 13
Sunset Cove Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

4. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Zack
₩111,151
₩146,746 total
includes taxes & fees
Oct 4 - Oct 5
Breezy Palms Resort
A beach with palm trees, a dock, and a boat named "STYX".
A thatched-roof hut surrounded by lush greenery and vibrant red flowers.
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.
A pathway leading to a building surrounded by lush tropical vegetation and a view of the sea.

5. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
United States
Kathleen
₩124,402
₩139,952 total
includes taxes & fees
Oct 6 - Oct 7
The Pelican Key Largo Cottages
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.
A swimming pool with a rock waterfall feature and a 3 ft depth marker.
A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.
A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.

6. Creekside Inn

Creekside Inn
Tavernier
United States
Terry
₩194,258
₩218,557 total
includes taxes & fees
Oct 6 - Oct 7
Creekside Inn
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.
A beach with lounge chairs, kayaks, and a wooden pier.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

7. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
₩126,219
₩157,292 total
includes taxes & fees
Oct 7 - Oct 8
Drift Hotel
A white building with a purple door, surrounded by palm trees.
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.
A beach with a boat docked near the shore, a thatched-roof structure, and palm trees.
A beach with a thatched hut, palm trees, and a calm sea.

8. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
P
₩113,080
₩165,401 total
includes taxes & fees
Oct 5 - Oct 6
Amoray Dive Resort
A multi-story hotel with balconies, palm trees, and a view of the water.
A beachside area with palm trees, a wooden bench, and a wheelchair-accessible sign.
A spacious lobby with a reception desk, seating area, and a large aquarium display.
A marina with boats docked, surrounded by palm trees.

9. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Francisco
₩187,641
₩249,349 total
includes taxes & fees
Oct 28 - Oct 29
Marina Del Mar Resort and Marina
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A beachfront property with a white building, a balcony with a white railing, and palm trees.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

10. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Kayla
₩131,546
₩186,236 total
includes taxes & fees
Oct 6 - Oct 7
La Jolla Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.
A pathway lined with palm trees and a speed limit sign of 5 MPH.
A sunset over a calm body of water with a dock and lounge chairs.

11. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
ANDREW
₩124,816
₩159,538 total
includes taxes & fees
Oct 4 - Oct 5
Seafarer Key Largo
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.
A beachside resort with lounge chairs, a pool, and palm trees.

12. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
United States
Karen
₩218,428
₩283,980 total
includes taxes & fees
Oct 3 - Oct 4
Kona Kai Resort and Gallery - Adults Only
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.
A sign for Matecumbe Resort with a full kitchen and heated pool.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

13. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
angel
₩195,480
₩219,915 total
includes taxes & fees
Oct 8 - Oct 9
Matecumbe Resort
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.
A tropical resort with a wooden deck leading to a blue door, surrounded by lush greenery and palm trees.
A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.
A reception desk with a floral arrangement, framed welcome sign, and a check-in/out schedule.

14. Island Bay Resort

Island Bay Resort
Tavernier
United States
Katie Lyn
Island Bay Resort
A pier extending into clear blue water with boats docked.
An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.
An aerial view of a coastal hotel with a pool, multiple buildings, and a pier extending into the water.
A beachside area with thatched umbrellas, picnic tables, and a pool.

15. Edgewater Lodge

Edgewater Lodge
Long Key
United States
Leda
₩243,332
₩273,754 total
includes taxes & fees
Oct 25 - Oct 26
Edgewater Lodge
A beach with rows of sun loungers and palm trees.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

16. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
₩213,049
₩239,680 total
includes taxes & fees
Oct 18 - Oct 19
Ragged Edge Resort & Marina
A pool area with palm trees and a building with a white roof.
A wooden deck overlooking clear turquoise water with a backdrop of dense green foliage and a clear blue sky.
A spacious interior with a central open area, a balcony with a railing, and a tiled floor.
A coastal scene with rocky shores, a wooden pier, and calm water.

17. Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
United States
Ben
₩206,476
₩232,287 total
includes taxes & fees
Oct 3 - Oct 4
Bahia Bay Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.
A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

18. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
₩252,902
₩284,505 total
includes taxes & fees
Oct 6 - Oct 7
The Ocean View Inn & Pub
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A compact, well-lit room with a bed, bedside table, and a small seating area.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.
A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

19. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
₩260,640
₩311,546 total
includes taxes & fees
Oct 12 - Oct 13
Sands of Islamorada
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.
A balcony with wicker chairs, a glass table, and a vase with red flowers.
A gazebo with a bench, surrounded by trees and gravel.
A covered outdoor area with a table and chairs, a wooden deck, and a view of palm trees and the ocean.

20. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
Rock Harbor
United States
jazmin
Coconut Bay Resort Key Largo
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windley Key.
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
₩205,051
₩307,042 total
Oct 6 - Oct 7
includes taxes & fees
9.2/10 Wonderful! (1,789 reviews)
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
₩166,362
₩225,332 total
Oct 6 - Oct 7
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
Waterside Suites & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

99490 Overseas Hwy Key Largo FL
₩167,377
₩222,237 total
Oct 15 - Oct 16
includes taxes & fees
8.6/10 Excellent! (1,851 reviews)
Bayside Inn Key Largo
Still don't see what you're looking for?
See all properties in Windley Key.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"So serene and peaceful Love this place!!"
Kathleen 2-night trip
Posted 19 hours ago
The Pelican Key Largo Cottages

Explore a world of travel with Expedia