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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A beach with palm trees, lounge chairs, and a view of the ocean.

1. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Jared
₩101,803
₩114,529 total
includes taxes & fees
Oct 27 - Oct 28
Rock Reef Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A clear blue pool with lounge chairs and palm trees.
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
Mee
₩159,349
₩179,267 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key Largo Manatee Bay
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A waterfront pier with wooden posts and a wooden walkway extending into the water.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.
A balcony with a view of the sea, a beach, and a thatched hut.

3. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
Canada
Alexey
₩156,107
₩175,627 total
includes taxes & fees
Oct 20 - Oct 21
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 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.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

4. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Gavin
₩130,890
₩168,542 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms Resort
A beach with palm trees, a dock, and a boat named "STYX".
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.
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

5. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
United States
SUSAN
₩123,805
₩139,281 total
includes taxes & fees
Oct 26 - Oct 27
The Pelican Key Largo Cottages
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.
A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.
A wooden sign with the name 'Creekside' above a white pergola entrance.
A swimming pool with a rock waterfall feature and a 3 ft depth marker.

6. Creekside Inn

Creekside Inn
Tavernier
United States
Terry
₩183,553
₩206,489 total
includes taxes & fees
Nov 12 - Nov 13
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 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.
A beach with lounge chairs, kayaks, and a wooden pier.

7. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
₩147,435
₩180,874 total
includes taxes & fees
Oct 21 - Oct 22
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 bedroom with a bed, nightstands, a bench, a TV, a painting, and a view through a glass door.

8. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
Kirsten
₩109,075
₩160,241 total
includes taxes & fees
Oct 20 - Oct 21
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 swimming pool with lounge chairs and palm trees.
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
₩185,214
₩245,891 total
includes taxes & fees
Nov 1 - Nov 2
Marina Del Mar Resort and Marina
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beachfront property with a white building, a balcony with a white railing, and palm trees.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
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
Brett
₩190,931
₩252,329 total
includes taxes & fees
Oct 22 - Oct 23
La Jolla Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A pathway lined with palm trees and a speed limit sign of 5 MPH.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.
A bakery display case with various muffins and frittatas labeled with flavors like blueberry, cranberry orange, banana walnut, chocolate, egg cheese vegetable fritta, egg sausage fritta, and egg cheese fritta.

11. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
Soraya
₩128,125
₩162,903 total
includes taxes & fees
Oct 25 - Oct 26
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 beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.
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.

12. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
United States
Billy
₩214,347
₩278,672 total
includes taxes & fees
Oct 20 - Oct 21
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 wooden cabinets, a refrigerator, and a window with curtains.
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.

13. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
angel
₩192,132
₩216,148 total
includes taxes & fees
Oct 20 - Oct 21
Matecumbe Resort
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.
A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.
A bedroom with a bed, a ceiling fan, a mirror, and a lamp.
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.
A beachside area with thatched umbrellas, picnic tables, and a pool.
An aerial view of a coastal hotel with a pool, multiple buildings, and a pier extending into the water.
A beach with a thatched umbrella, lounge chairs, and a pool.

15. Edgewater Lodge

Edgewater Lodge
Long Key
United States
Leda
₩265,516
₩298,712 total
includes taxes & fees
Oct 20 - Oct 21
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
₩209,400
₩235,574 total
includes taxes & fees
Oct 29 - Oct 30
Ragged Edge Resort & Marina
A pool area with palm trees and a building with a white roof.
A coastal scene with rocky shores, a wooden pier, and calm water.
A coastal property with a grassy lawn, palm trees, and a white fence overlooking the sea.
A spacious interior with a central open area, a balcony with a railing, and a tiled floor.

17. Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
United States
Ben
₩202,939
₩228,307 total
includes taxes & fees
Oct 20 - Oct 21
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 bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.
A bedroom with a bed, a nightstand, a chair, and a door.

18. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
₩248,571
₩279,646 total
includes taxes & fees
Oct 28 - Oct 29
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 beach with an American flag, palm trees, and a barbecue area.

19. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
₩256,176
₩306,210 total
includes taxes & fees
Oct 27 - Oct 28
Sands of Islamorada
An aerial view of a tropical resort with clear waters, a dock, and several kayaks.
A gazebo with a bench, surrounded by trees and gravel.
A house with a covered porch, surrounded by palm trees and lush greenery.
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
₩201,539
₩301,783 total
Oct 20 - Oct 21
includes taxes & fees
9.4/10 Exceptional! (1,799 reviews)
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

201 Ocean Drive Key Largo FL
₩163,512
₩221,472 total
Oct 20 - Oct 21
includes taxes & fees
9/10 Wonderful! (1,502 reviews)
Waterside Suites & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

99490 Overseas Hwy Key Largo FL
₩153,933
₩206,530 total
Oct 20 - Oct 21
includes taxes & fees
8.6/10 Excellent! (1,862 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

Explore a world of travel with Expedia