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

Windley Key Hotels from S$133

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Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
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16 Oct - 18 Oct

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Our top choices for Windley Key hotels

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A beach with palm trees, a thatched-roof hut, and lounge chairs.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

1. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
S$178
includes taxes & fees
8 Oct - 9 Oct
Coconut Cove Resort and Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.
A pool area with lounge chairs and a sign indicating a drop-off zone.
A wooden boardwalk leading to a building with a brick wall and a white roof.

2. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
S$231
includes taxes & fees
8 Oct - 9 Oct
Drop Anchor
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A resort with a pool, beach, and ocean view.
A beach with palm trees, a clear blue sky, and a calm sea.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

3. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
S$403
includes taxes & fees
19 Oct - 20 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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 covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Siobhan
S$260
includes taxes & fees
12 Oct - 13 Oct
Fisher Inn Resort & Marina
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
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.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.
A bedroom with a bed, a nightstand, a chair, and a door.

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
S$268
includes taxes & fees
7 Oct - 8 Oct
The Ocean View Inn & Pub
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.
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.

6. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Cory
S$186
includes taxes & fees
20 Oct - 21 Oct
Hampton Inn Key Largo Manatee Bay
A beach with palm trees and lounge chairs.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

7. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Leihla
S$274
includes taxes & fees
8 Oct - 9 Oct
Chesapeake Beach Resort
A balcony with a view of the sea, a table, and two chairs.
A swimming pool with lounge chairs and umbrellas, a fenced area, and a building with a door.
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.

8. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Ysabella
S$195
includes taxes & fees
12 Oct - 13 Oct
Waterside Suites & Marina
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 pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A beach with palm trees, lounge chairs, and a view of the ocean.

9. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
S$133
includes taxes & fees
20 Oct - 21 Oct
Rock Reef Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A beach with lounge chairs, kayaks, and a wooden pier.
A tree with string lights, a wooden bench, and a building in the background.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

10. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
S$151
includes taxes & fees
29 Oct - 30 Oct
Drift Hotel
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.
A modern kitchen with wooden cabinets, a central island with stools, and a ceiling fan.
A marina with docks, lounge chairs, and a clear view of the water.
A beach with a row of palm trees, a rocky breakwater, and boats on the water.

11. Dolphin Point Villas

Dolphin Point Villas
Key Largo
United States
Ernest
S$198
includes taxes & fees
12 Oct - 13 Oct
Dolphin Point Villas
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

12. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
S$325
includes taxes & fees
18 Oct - 19 Oct
Cheeca Lodge & Spa
Two hands holding wine glasses with a beach and ocean view in the background.
A bed with white and turquoise pillows, a bottle of champagne, and two glasses on a round table.
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.

13. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
United States
Lwigy
S$187
includes taxes & fees
7 Oct - 8 Oct
Bayside Inn Key Largo
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 bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

14. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Brett
S$194
includes taxes & fees
12 Oct - 13 Oct
La Jolla Resort
A beach with thatched umbrellas, wooden chairs, and a wooden pier 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.
A garden with various trees and a gravel path.

15. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
United States
Payton
S$168
includes taxes & fees
12 Oct - 13 Oct
Sunset Cove Beach Resort
A white building with a purple door, surrounded by palm trees.
A bedroom with a bed, nightstands, a bench, a TV, a painting, and a view through a glass door.
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.
A beach with a thatched hut, palm trees, and a calm sea.

16. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
P
S$156
includes taxes & fees
7 Oct - 8 Oct
Amoray Dive 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 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.
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

17. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
ANDREW
S$154
includes taxes & fees
8 Oct - 9 Oct
Seafarer Key Largo
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
A hotel room with a bed, a TV, a sofa, and a balcony with a view.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
S$182
includes taxes & fees
14 Oct - 15 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A beach with palm trees, a dock, and lounge chairs.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

19. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
S$305
includes taxes & fees
20 Oct - 21 Oct
Amara Cay Resort
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.
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.

20. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Michael
S$233
includes taxes & fees
7 Oct - 8 Oct
Lime Tree Bay Resort
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Stay near popular Windley Key attractions

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)
Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.
See properties

Hog Heaven

After visiting Hog Heaven, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this relaxing area or enjoy its fishing spots.
See properties

Learn more about Windley Key

Check out the local area in Windley Keyโ€”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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Clean, comfortable rooms. On site amenities were fantastic!"
chris 3-night trip
Posted less than an hour ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 1 hour ago
Amara Cay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great place. We stay here every year"
Pamela 2-night trip
Posted 5 hours ago
Waterside Suites & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
Morgan 2-night trip
Posted 7 hours ago
Cheeca Lodge & Spa
Islander Resort

Islander Resort

10/10 Excellent
"Muy buenas condiciones , recomendado para una experiencia inolvidable"
Carlos 1-night trip
Posted 14 hours ago
Islander Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"All together great"
Joshua 1-night trip
Posted 20 hours ago
The Pelican Key Largo Cottages
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Excellent place"
Manny 4-night trip
Posted 22 hours ago
Reefhouse Resort & Marina
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Itโ€™s always good to visit this resort so many things to do"
Angel A 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Exactly the experience we wanted. Great views, great location, fishing off the dock."
Jean-luc 2-night trip
Posted 1 day ago
Bayside Inn Key Largo

More cheap stays in Windley Key

Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
S$133
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (1,187 reviews)
Rock Reef Resort
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
S$138
7 Oct - 8 Oct
includes taxes & fees
9/10 Wonderful! (755 reviews)
Breezy Palms Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
S$145
8 Oct - 9 Oct
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
The Pelican Key Largo Cottages
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
S$168
12 Oct - 13 Oct
includes taxes & fees
Sunset Cove Beach Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
S$186
20 Oct - 21 Oct
includes taxes & fees
8.8/10 Excellent! (1,097 reviews)
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
S$205
11 Oct - 12 Oct
includes taxes & fees
7.8/10 Good! (1,022 reviews)
Creekside Inn

Hotels in Windley Key with star rating

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