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

Find hotels in Windley Key, FL from Rp1.409.620

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Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 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 bathroom with a glass shower enclosure, a toilet, a sink with a marble countertop, and a mirror with a wooden frame.
A beach with palm trees, a clear blue sky, and a calm sea.
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.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
Rp4.281.680
Rp6.125.918 total
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.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
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.

2. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Siobhan
Rp2.883.690
Rp3.828.228 total
includes taxes & fees
8 Nov - 9 Nov
Fisher Inn Resort & Marina
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 beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
Rp2.667.100
Rp3.000.487 total
includes taxes & fees
26 Oct - 27 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 beach with palm trees, a thatched umbrella, and lounge chairs.
A wooden boardwalk leading to a building with a brick wall and a white roof.

4. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
Rp1.835.006
Rp2.690.882 total
includes taxes & fees
15 Oct - 16 Oct
Drop Anchor
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
A bedroom with a bed, a nightstand, a chair, and a door.
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.

5. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
Rp3.334.770
Rp3.751.482 total
includes taxes & fees
15 Oct - 16 Oct
The Ocean View Inn & Pub
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 spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
Rp3.562.100
Rp5.316.390 total
includes taxes & fees
19 Oct - 20 Oct
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

7. Islander Resort

Islander Resort
Matecumbe
United States
Steven
Rp3.723.200
Rp5.497.448 total
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
A beach with palm trees and lounge chairs.
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.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

8. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Phelicia
Rp2.703.795
Rp4.048.645 total
includes taxes & fees
18 Oct - 19 Oct
Chesapeake Beach Resort
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.
A poolside area with blue chairs and a thatched-roof structure.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
A spacious bar area with high ceilings and large windows, offering views of the ocean.

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
United States
Manny
Rp3.920.100
Rp5.126.202 total
includes taxes & fees
15 Oct - 16 Oct
Reefhouse Resort & Marina
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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.

10. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
Rp2.766.892
Rp4.421.781 total
includes taxes & fees
18 Oct - 19 Oct
Amara Cay Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

11. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Samantha
Rp2.071.101
Rp2.329.988 total
includes taxes & fees
20 Oct - 21 Oct
Hampton Inn Key Largo Manatee Bay
Restaurant
A person snorkeling in clear blue water.
A sunset over a calm sea with a pier extending into the water.
A modern living room with a view of the ocean, a comfortable chair, a small table, and a decorative plant.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Alan
Rp5.269.402
Rp6.914.905 total
includes taxes & fees
28 Oct - 29 Oct
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a large pool, palm trees, and a beach.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

13. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Jorge
Rp4.707.700
Rp6.282.991 total
includes taxes & fees
1 Nov - 2 Nov
Playa Largo Resort & Spa, Autograph Collection
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

14. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
Rp9.343.800
Rp11.685.389 total
includes taxes & fees
15 Oct - 16 Oct
The Islands of Islamorada
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A garden with various trees and a gravel path.
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.

15. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
Canada
Alexey
Rp2.094.300
Rp2.356.177 total
includes taxes & fees
20 Oct - 21 Oct
Sunset Cove Beach Resort
A balcony with two white chairs overlooking a marina with boats, a building with a green roof, and palm trees.
A hotel room with a large bed, a desk with a chair, a television, and a window with curtains.
A restaurant with indoor seating, a long counter, and large windows.
A bar area with a thatched roof, wooden furniture, and a variety of bottles.

16. Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
Key Largo
United States
suany
Rp3.114.600
Rp3.503.925 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Key Largo by IHG
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
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.
A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
Rp1.917.090
Rp2.724.335 total
includes taxes & fees
15 Oct - 16 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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 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.

18. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
United States
Lwigy
Rp2.065.123
Rp2.770.763 total
includes taxes & fees
15 Oct - 16 Oct
Bayside Inn Key Largo
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 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.

19. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Brett
Rp2.420.080
Rp3.226.117 total
includes taxes & fees
15 Oct - 16 Oct
La Jolla 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 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.

20. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
United States
Ysabella
Rp2.193.645
Rp2.971.288 total
includes taxes & fees
15 Oct - 16 Oct
Waterside Suites & Marina
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 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.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
Rp2.667.100
Rp3.000.487 total
includes taxes & fees
26 Oct - 27 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 beach with palm trees, a thatched umbrella, and lounge chairs.
A wooden boardwalk leading to a building with a brick wall and a white roof.

Drop Anchor

Drop Anchor
Islamorada
Rp1.835.006
Rp2.690.882 total
includes taxes & fees
15 Oct - 16 Oct
Drop Anchor
A bathroom with a glass shower enclosure, a toilet, a sink with a marble countertop, and a mirror with a wooden frame.
A beach with palm trees, a clear blue sky, and a calm sea.
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.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Rp4.281.680
Rp6.125.918 total
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.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
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.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
Rp2.883.690
Rp3.828.228 total
includes taxes & fees
8 Nov - 9 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 bedroom with a bed, a nightstand, a chair, and a door.
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.

The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
Rp3.334.770
Rp3.751.482 total
includes taxes & fees
15 Oct - 16 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 wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

Rock Reef Resort

Rock Reef Resort
Rock Harbor
Rp1.252.996
Rp1.409.620 total
includes taxes & fees
28 Oct - 29 Oct
Rock Reef Resort
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 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.

La Jolla Resort

La Jolla Resort
Matecumbe
Rp2.420.080
Rp3.226.117 total
includes taxes & fees
15 Oct - 16 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 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.
A tree with string lights, a wooden bench, and a building in the background.

Drift Hotel

Drift Hotel
Key Largo
Rp1.901.875
Rp2.340.984 total
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

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

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

10/10 Excellent
"Awesome Place"
ROBERT 3-night trip
Posted less than an hour ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"The beach proximity was much better than most other hotels in the Keys. They have small walk-in sand beaches. Much better than coral or concrete barriers or rocks at other hotels along the Keys. This area has sea grass in the shallows. Not expecting to walk on grass, but it was fine. This location on the gulf side of the Keys had no Sargassum while the Atlantic side had significant decaying Sargassum in the summer. This is not your typical sandy gulf beach, but it was nice with no waves and calm warm water to lounge in. Watching the sunset while lounging in the water was a wonderful new experience. The pool area was very nice and convenient to the beach. Covered self parking was awesome considering the sunny climate. Nice bonus feature is the convenience of the onsite watersports business. We enjoyed a jet ski tour of the mangroves and Highway 1. Very convenient to restaurants and diving/snorkeling businesses."
Leonard 4-night trip
Posted 18 hours ago
Reefhouse Resort & Marina
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 21 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 22 hours ago
Rock Reef 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 2 days ago
Lime Tree Bay Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Everything was wonderful, clean room, nice and cool. Beach area had floats and paddle boards for guest use. Enjoyed a short walk to a great restaurant."
Tracy 1-night trip
Posted 2 days ago
Sunset Cove Beach Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 2 days ago
Fisher Inn Resort & Marina

More cheap stays in Windley Key

Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
Rp1.252.996
Rp1.409.620 total
28 Oct - 29 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
Rp1.744.144
Rp1.962.162 total
26 Oct - 27 Oct
includes taxes & fees
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
Rp1.755.990
Rp2.261.128 total
15 Oct - 16 Oct
includes taxes & fees
9/10 Wonderful! (768 reviews)
Breezy Palms Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
Rp2.071.101
Rp2.329.988 total
20 Oct - 21 Oct
includes taxes & fees
Hampton Inn Key Largo Manatee Bay
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
Rp2.094.300
Rp2.356.177 total
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Sunset Cove Beach Resort
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
Rp2.462.503
Rp2.770.204 total
12 Nov - 13 Nov
includes taxes & fees
Creekside Inn

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