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Windley Key Hotels

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Check prices for these dates

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 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.

1. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
€150
includes taxes & fees
27 Oct - 28 Oct
Coconut Cove Resort and Marina
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 beach with palm trees, a thatched umbrella, and lounge chairs.
A pool area with lounge chairs and a sign indicating a drop-off zone.

2. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
€143
includes taxes & fees
14 Oct - 15 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 coastal resort with a beach, a swimming pool, and multiple buildings.
A beach with palm trees, a clear blue sky, and a calm 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
€307
includes taxes & fees
3 Nov - 4 Nov
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.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
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.

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
€181
includes taxes & fees
10 Nov - 11 Nov
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 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 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
€187
includes taxes & fees
14 Oct - 15 Oct
The Ocean View Inn & Pub
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.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Phelicia
€203
includes taxes & fees
18 Oct - 19 Oct
Chesapeake Beach Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A beach with palm trees, lounge chairs, and a view of the ocean.
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.

7. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
€77
includes taxes & fees
27 Oct - 28 Oct
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 tropical garden with palm trees, various colorful plants, and a seating area with chairs.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

8. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Samantha
€130
includes taxes & fees
20 Oct - 21 Oct
Hampton Inn Key Largo Manatee Bay
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A tree with string lights, a wooden bench, and a building in the background.
A beach with lounge chairs, kayaks, and a wooden pier.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

9. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
€117
includes taxes & fees
15 Oct - 16 Oct
Drift Hotel
A wooden deck with rustic furniture, a grill, and a view of the beach 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 beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

10. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Brett
€153
includes taxes & fees
14 Oct - 15 Oct
La Jolla Resort
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.
A beach with a row of palm trees, a rocky breakwater, and boats on the water.
A marina with docks, lounge chairs, and a clear view of the water.
A waterfront property with a large building, a dock, lounge chairs, and a thatched-roof area.

11. Dolphin Point Villas

Dolphin Point Villas
Key Largo
United States
Ernest
€152
includes taxes & fees
25 Oct - 26 Oct
Dolphin Point Villas
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 resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

12. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
€221
includes taxes & fees
18 Oct - 19 Oct
Amara Cay Resort
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.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
€136
includes taxes & fees
14 Oct - 15 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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 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.

14. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Ysabella
€148
includes taxes & fees
20 Oct - 21 Oct
Waterside Suites & Marina
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A resort with a swimming pool, lounge chairs, and palm trees.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

15. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Katie
€157
includes taxes & fees
14 Oct - 15 Oct
Lime Tree Bay Resort
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 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.

16. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
Canada
Alexey
€118
includes taxes & fees
20 Oct - 21 Oct
Sunset Cove Beach Resort
A beach with rows of sun loungers and palm trees.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
Three Adirondack chairs facing a sunset over a body of water.

17. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
€121
includes taxes & fees
18 Oct - 19 Oct
Ragged Edge Resort & Marina
Two hands holding wine glasses with a beach and ocean view in the background.
An aerial view of a resort with a swimming pool, beach area, and dock.
A bed with white and turquoise pillows, a bottle of champagne, and two glasses on a round table.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.

18. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
United States
Lwigy
€131
includes taxes & fees
15 Oct - 16 Oct
Bayside Inn Key Largo
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.

19. Amoray Dive Resort

Amoray Dive Resort
Key Largo
United States
Ariana
€123
includes taxes & fees
15 Oct - 16 Oct
Amoray Dive 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 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.

20. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
United States
Soraya
€127
includes taxes & fees
20 Oct - 21 Oct
Seafarer Key Largo
View all properties

Hotels recommended for families in Windley Key

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 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.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
€150
includes taxes & fees
27 Oct - 28 Oct
Coconut Cove Resort and Marina
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 beach with palm trees, a thatched umbrella, and lounge chairs.
A pool area with lounge chairs and a sign indicating a drop-off zone.

Drop Anchor

Drop Anchor
Islamorada
€143
includes taxes & fees
14 Oct - 15 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 coastal resort with a beach, a swimming pool, and multiple buildings.
A beach with palm trees, a clear blue sky, and a calm sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
€307
includes taxes & fees
3 Nov - 4 Nov
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.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
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.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
€181
includes taxes & fees
10 Nov - 11 Nov
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 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 bedroom with a bed, a nightstand, a chair, and a door.

The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
€187
includes taxes & fees
14 Oct - 15 Oct
The Ocean View Inn & Pub
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A beach with palm trees, lounge chairs, and a view of the ocean.
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.

Rock Reef Resort

Rock Reef Resort
Rock Harbor
€77
includes taxes & fees
27 Oct - 28 Oct
Rock Reef Resort
A wooden deck with rustic furniture, a grill, and a view of the beach 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 beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

La Jolla Resort

La Jolla Resort
Matecumbe
€153
includes taxes & fees
14 Oct - 15 Oct
La Jolla Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A tree with string lights, a wooden bench, and a building in the background.
A beach with lounge chairs, kayaks, and a wooden pier.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

Drift Hotel

Drift Hotel
Key Largo
€117
includes taxes & fees
15 Oct - 16 Oct
Drift Hotel
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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 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

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Fabulous resort, great arrangement with Snook bar next door. The bantams were intriguing. Room good, but, dirty pair of underpants left in a draw by a previous guest."
Rene 1-night trip
Posted 2 hours ago
Bayside Inn Key Largo
Rock Reef Resort

Rock Reef Resort

10/10 Excellent
"This was an old Florida atmosphere. The staff was very helpful. The room was clean and very comfortable. There was nice soap and shampoo and conditioner in the bathroom and it had the old Florida feel."
Dawn 1-night trip
Posted 3 hours ago
Rock Reef Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"Hallways quite loud in the mornings by staff, like they forget people are on vacation and sleeping. Pool itself is nice. Sand is very rocky so must wear shoes."
Kristen 4-night trip
Posted 3 hours ago
Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"10/10 recommend!"
Jessica 3-night trip
Posted 3 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
Katie 4-night trip
Posted 1 day ago
Lime Tree Bay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Easy checkin. Good pool. Balconies overlook an inlet with docked boats. Saw a lot of fish swimming, as well as divers taking lessons."
Charles 1-night trip
Posted 1 day ago
Waterside Suites & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"I loved the staff, management has done a great job! The food, the views, amazing!"
Idian 1-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"
Sadie 9-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Room was spacious, tidy, kitchen had everything you needed. Absolutely wonderful"
Doreen 1-night trip
Posted 1 day ago
Reefhouse Resort & Marina

More cheap stays in Windley Key

Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
€77
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (1,186 reviews)
Rock Reef Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
€98
26 Oct - 27 Oct
includes taxes & fees
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
€113
18 Oct - 19 Oct
includes taxes & fees
9/10 Wonderful! (767 reviews)
Breezy Palms Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
€118
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Sunset Cove Beach Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
€130
20 Oct - 21 Oct
includes taxes & fees
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
€139
12 Nov - 13 Nov
includes taxes & fees
Creekside Inn

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