𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Windley Key (2026)

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

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.

1. Fisher Inn Resort & Marina

Islamorada

Alexandra

₹11,164

₹15,643 total

includes taxes & fees

21 Sept - 22 Sept

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 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.

2. Coconut Cove Resort and Marina

Islamorada

Jasmine

₹14,079

₹15,839 total

includes taxes & fees

10 Sept - 11 Sept

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

3. Drop Anchor

Islamorada

Marianela

₹10,042

₹14,605 total

includes taxes & fees

10 Sept - 11 Sept

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A beach with palm trees, a clear blue sky, and a calm sea.

A coastal resort with a beach, a swimming pool, and multiple buildings.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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

Islamorada

Ana

₹17,311

₹26,385 total

includes taxes & fees

15 Sept - 16 Sept

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 swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

5. The Ocean View Inn & Pub

Islamorada

Maria

₹17,604

₹19,804 total

includes taxes & fees

6 Oct - 7 Oct

A beach with palm trees and lounge chairs.

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

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.

6. Chesapeake Beach Resort

Matecumbe

Suresh

₹10,930

₹17,611 total

includes taxes & fees

13 Sept - 14 Sept

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 spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

7. Cheeca Lodge & Spa

Matecumbe

Mian

₹14,079

₹22,750 total

includes taxes & fees

9 Sept - 10 Sept

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 swimming pool with a rock waterfall feature and a 3 ft depth marker.

A wooden sign with the name 'Creekside' above a white pergola entrance.

8. Creekside Inn

Tavernier

Cristy

₹11,736

₹13,203 total

includes taxes & fees

16 Sept - 17 Sept

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 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.

9. Amara Cay Resort

Matecumbe

Amy

₹13,438

₹22,027 total

includes taxes & fees

15 Sept - 16 Sept

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.

10. Rock Reef Resort

Rock Harbor

charlotte

₹10,271

₹11,555 total

includes taxes & fees

10 Sept - 11 Sept

Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.

A poolside area with lounge chairs and umbrellas, surrounded by palm trees.

A bathroom with a white vanity, a mirror, a sink, a cabinet, and a towel rack.

A dining area with a wooden table, woven placemats, and chairs.

11. Coconut Palm Inn

Tavernier

judith

₹17,774

₹23,717 total

includes taxes & fees

9 Sept - 10 Sept

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 tree with string lights, a wooden bench, and a building in the background.

A beach with lounge chairs, kayaks, and a wooden pier.

12. Drift Hotel

Key Largo

Sheily

₹8,697

₹10,847 total

includes taxes & fees

21 Sept - 22 Sept

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.

13. La Jolla Resort

Matecumbe

Tamara

₹15,218

₹19,778 total

includes taxes & fees

22 Sept - 23 Sept

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 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.

14. Islander Resort

Matecumbe

Sonia

₹18,497

₹27,187 total

includes taxes & fees

15 Sept - 16 Sept

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

A beach scene with two yellow beach chairs and a person lying on one.

15. Hadley Resort and Marina

Matecumbe

RAIBEL

₹12,771

₹17,450 total

includes taxes & fees

9 Sept - 10 Sept

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.

Three Adirondack chairs facing a sunset over a body of water.

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

16. Ragged Edge Resort & Marina

Islamorada

Marianne

₹6,602

₹7,427 total

includes taxes & fees

13 Sept - 14 Sept

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.

17. Hampton Inn Key Largo Manatee Bay

Key Largo

Susanna

₹12,320

₹13,860 total

includes taxes & fees

29 Sept - 30 Sept

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

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

Key Largo

Felicitia

₹9,270

₹13,425 total

includes taxes & fees

23 Sept - 24 Sept

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

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

19. Waterside Suites & Marina

Key Largo

Harry

₹8,228

₹11,914 total

includes taxes & fees

21 Sept - 22 Sept

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

A pool area with clear blue water, white lounge chairs, and palm trees.

A gated entrance to a resort with palm trees and a clear sky.

20. The Islands of Islamorada

Matecumbe

Christian

₹38,269

₹49,027 total

includes taxes & fees

10 Sept - 11 Sept

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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

An archaeological site with stone structures and metal machinery.

Top Windley Key Hotel Reviews

Chesapeake Beach Resort

8/10 Good

"Recommend putting in desk in the rooms, There is no location for a desk anywhere. Some of us still work during vacation,"

Rock Reef Resort

10/10 Excellent

"Muy tranquila, limpieza, buena ubicación, pero en la pequeña playa hay un cocodrilo"

Reefhouse Resort & Marina

10/10 Excellent

"Excellent"

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

8/10 Good

"Room was clean and comfortable beds, views were amazing. Rocks Bar was great, food and drinks."

Fisher Inn Resort & Marina

10/10 Excellent

"Everything was great!"

Bayside Inn Key Largo

8/10 Good

"Bastante tranquilo cerca de diferentes restaurants los cayats fueron gratis No me gusto la piscina demasiado pequeño"

Drop Anchor

10/10 Excellent

"Everything was nice and clean. I enjoyed my stay there."

Islander Resort

10/10 Excellent

"Everything is super great beside Beach If you looking to swim in the ocean not best pick"

Waterside Suites & Marina

10/10 Excellent

"Todo estaba limpio y cómodo..excelente para lugar"

More cheap stays in Windley Key

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

₹8,486

₹9,547 total

15 Sept - 16 Sept

includes taxes & fees

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

₹10,271

₹11,555 total

10 Sept - 11 Sept

includes taxes & fees

9.2/10 Wonderful! (1,182 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

₹10,282

₹11,567 total

13 Sept - 14 Sept

includes taxes & fees

9.2/10 Wonderful! (1,015 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

₹11,736

₹13,203 total

16 Sept - 17 Sept

includes taxes & fees

7.8/10 Good! (1,020 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

₹12,320

₹13,860 total

29 Sept - 30 Sept

includes taxes & fees

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL

₹13,134

₹17,434 total

9 Sept - 10 Sept

includes taxes & fees

8.6/10 Excellent! (1,880 reviews)

Hotels in Windley Key with star rating

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Book Hotels in Windley Key on Expedia.com

Windley Key Hotels from ₹7,427

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. Drop Anchor

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

5. The Ocean View Inn & Pub

6. Chesapeake Beach Resort

7. Cheeca Lodge & Spa

8. Creekside Inn

9. Amara Cay Resort

10. Rock Reef Resort

11. Coconut Palm Inn

12. Drift Hotel

13. La Jolla Resort

14. Islander Resort

15. Hadley Resort and Marina

16. Ragged Edge Resort & Marina

17. Hampton Inn Key Largo Manatee Bay

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

19. Waterside Suites & Marina

20. The Islands of Islamorada

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

Chesapeake Beach Resort

Rock Reef Resort

Reefhouse Resort & Marina

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

Fisher Inn Resort & Marina

Bayside Inn Key Largo

Drop Anchor

Islander Resort

Waterside Suites & Marina

More cheap stays in Windley Key

The Pelican Key Largo Cottages

Rock Reef Resort

Sunset Cove Beach Resort

Creekside Inn

Hampton Inn Key Largo Manatee Bay

Marina Del Mar Resort and Marina

Hotels in Windley Key with star rating

Explore a world of travel with Expedia

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