𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Windley Key from RM351 (2026) - Fully Refundable Options

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

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Go beyond your typical stay in Windley Key

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Our top choices for Windley Key hotels

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 covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

1. Fisher Inn Resort & Marina

Islamorada

Siobhan

RM658

RM874 total

includes taxes & fees

8 Nov - 9 Nov

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

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 resort with thatched-roof structures, palm trees, and a sandy beach area.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

2. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

RM609

RM685 total

includes taxes & fees

26 Oct - 27 Oct

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

Islamorada

Liosbel

RM969

RM1,389 total

includes taxes & fees

18 Oct - 19 Oct

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 pool area with lounge chairs and a sign indicating a drop-off zone.

A beach with palm trees, a thatched umbrella, and lounge chairs.

4. Drop Anchor

Islamorada

Payman

RM455

RM655 total

includes taxes & fees

13 Oct - 14 Oct

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 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.

5. The Ocean View Inn & Pub

Islamorada

Maria

RM761

RM856 total

includes taxes & fees

12 Oct - 13 Oct

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.

6. Hampton Inn Key Largo Manatee Bay

Key Largo

Samantha

RM533

RM599 total

includes taxes & fees

21 Oct - 22 Oct

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

7. Chesapeake Beach Resort

Matecumbe

Richard

RM617

RM924 total

includes taxes & fees

13 Oct - 14 Oct

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A bar area with a wooden counter, bar stools, and potted plants.

8. Islander Resort

Matecumbe

Steven

RM1,066

RM1,498 total

includes taxes & fees

18 Oct - 19 Oct

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.

An aerial view of a resort with a swimming pool, beach area, and dock.

9. Bayside Inn Key Largo

Key Largo

Lwigy

RM441

RM598 total

includes taxes & fees

11 Oct - 12 Oct

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

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.

10. Cheeca Lodge & Spa

Matecumbe

Morgan

RM772

RM1,167 total

includes taxes & fees

13 Oct - 14 Oct

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A resort with a pool, multiple buildings, and a waterfront view.

A hotel room with a bed, a TV, a sofa, and a balcony with a view.

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

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

Key Largo

Omar Ahmad

RM401

RM580 total

includes taxes & fees

14 Oct - 15 Oct

A balcony with two white chairs overlooking a marina with boats, a building with a green roof, and palm trees.

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and thatched umbrellas.

A bar area with a thatched roof, wooden furniture, and a variety of bottles.

A restaurant with indoor seating, a long counter, and large windows.

12. Holiday Inn Key Largo by IHG

Key Largo

suany

RM711

RM800 total

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with rustic furniture, a grill, and a view of the beach 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 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.

13. La Jolla Resort

Matecumbe

Brett

RM520

RM700 total

includes taxes & fees

13 Oct - 14 Oct

A balcony with a view of the sea, a table, and two chairs.

A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

A bedroom with a bed, a TV mounted on the wall, a window with blinds, and a chandelier.

14. Waterside Suites & Marina

Key Largo

Ysabella

RM501

RM678 total

includes taxes & fees

11 Oct - 12 Oct

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

Key Largo

Alexey

RM478

RM538 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.

A pool area with lounge chairs, a thatched umbrella, and a marina in the background.

A marina with multiple boats docked, surrounded by palm trees and buildings.

A modern room with a large window, a grey sofa, a lamp, and a view of a pool and palm trees.

16. Courtyard by Marriott Key Largo

Key Largo

Anna

RM621

RM699 total

includes taxes & fees

13 Oct - 14 Oct

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 hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

A resort pool with palm trees, beach chairs, and umbrellas.

17. Amara Cay Resort

Matecumbe

Danielle

RM631

RM1,009 total

includes taxes & fees

18 Oct - 19 Oct

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 pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

18. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Tania

RM1,074

RM1,434 total

includes taxes & fees

1 Nov - 2 Nov

A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.

A spacious bar area with high ceilings and large windows, offering views of the ocean.

A poolside area with blue chairs and a thatched-roof structure.

A spacious living room with large windows, comfortable seating, and decorative plants.

19. Reefhouse Resort & Marina

Key Largo

Manny

RM895

RM1,170 total

includes taxes & fees

12 Oct - 13 Oct

A multi-story hotel with balconies, palm trees, and a view of the water.

A marina with boats docked, surrounded by palm trees.

A swimming pool with lounge chairs and palm trees.

A spacious lobby with a reception desk, seating area, and a large aquarium display.

20. Marina Del Mar Resort and Marina

Key Largo

Francisco

RM567

RM752 total

includes taxes & fees

24 Oct - 25 Oct

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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

Top Windley Key Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

"We loved this resort. The view is amazing, especially at sunset! They have numerous paddleboards, kayaks and bikes available to use and a lovely pool. Highly recommend this place!!"

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

10/10 Excellent

"Clean room, nice sandy beach, great location, my dog was supper happy, I will return every year."

Reefhouse Resort & Marina

10/10 Excellent

"Spacious room and beautiful property."

Chesapeake Beach Resort

10/10 Excellent

"Un lugar muy tranquilo y una vista hermosa. Excelente para relajarse, meditar y descansar."

Sunset Cove Beach Resort

10/10 Excellent

"Very nice clean hotel with friendly staff."

The Pelican Key Largo Cottages

8/10 Good

"It’s a nice quiet location with beautiful sunset views with new docks to explore the water."

Fisher Inn Resort & Marina

10/10 Excellent

"This was a lovely hotel in a good location. Rooms were clean the staff was lovely! The only thing I would say was the water pressure wasn’t great and not very hot either. Breakfast was good."

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!"

Coconut Cove Resort and Marina

10/10 Excellent

"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."

More cheap stays in Windley Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

RM312

RM351 total

25 Oct - 26 Oct

includes taxes & fees

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

RM398

RM447 total

11 Oct - 12 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

RM415

RM532 total

21 Oct - 22 Oct

includes taxes & fees

9/10 Wonderful! (763 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

RM478

RM538 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

RM533

RM599 total

21 Oct - 22 Oct

includes taxes & fees

Creekside Inn

90611 Old Highway Tavernier FL

RM582

RM654 total

11 Oct - 12 Oct

includes taxes & fees

Windley Key hotels from RM351

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windley Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windley Key hotels

1. Fisher Inn Resort & Marina

2. Coconut Cove Resort and Marina

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

4. Drop Anchor

5. The Ocean View Inn & Pub

6. Hampton Inn Key Largo Manatee Bay

7. Chesapeake Beach Resort

8. Islander Resort

9. Bayside Inn Key Largo

10. Cheeca Lodge & Spa

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

12. Holiday Inn Key Largo by IHG

13. La Jolla Resort

14. Waterside Suites & Marina

15. Sunset Cove Beach Resort

16. Courtyard by Marriott Key Largo

17. Amara Cay Resort

18. Playa Largo Resort & Spa, Autograph Collection

19. Reefhouse Resort & Marina

20. Marina Del Mar Resort and Marina

Stay near popular Windley Key attractions

Windley Key Fossil Reef Geological State Park

Hog Heaven

Learn more about Windley Key

Top Windley Key Hotel Reviews

Lime Tree Bay Resort

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

Reefhouse Resort & Marina

Chesapeake Beach Resort

Sunset Cove Beach Resort

The Pelican Key Largo Cottages

Fisher Inn Resort & Marina

Amara Cay Resort

Coconut Cove Resort and Marina

More cheap stays in Windley Key

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Sunset Cove Beach Resort

Hampton Inn Key Largo Manatee Bay

Creekside Inn

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