Hotels in Windley Key - Best Windley Key Hotels from £65 - Fully Refundable Options

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

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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

Islamorada

Hailey Ritch and Patrick

£125

includes taxes & fees

28 Oct - 29 Oct

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.

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

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

Islamorada

Robyn

£142

includes taxes & fees

28 Oct - 29 Oct

A beachside patio with white furniture, palm trees, and a thatched umbrella.

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

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

A wooden boardwalk leading to a building with a brick wall and a white roof.

3. Drop Anchor

Islamorada

Leydis

£132

includes taxes & fees

22 Oct - 23 Oct

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

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

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.

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

Islamorada

Liosbel

£256

includes taxes & fees

3 Nov - 4 Nov

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

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

£157

includes taxes & fees

28 Oct - 29 Oct

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.

6. Rock Reef Resort

Rock Harbor

Jared

£65

includes taxes & fees

27 Oct - 28 Oct

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

Matecumbe

Bryan

£200

includes taxes & fees

15 Nov - 16 Nov

A beach with palm trees and lounge chairs.

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.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

8. Chesapeake Beach Resort

Matecumbe

Dianne

£158

includes taxes & fees

26 Oct - 27 Oct

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 bar area with a thatched roof, wooden chairs, and a view of the ocean.

9. Cheeca Lodge & Spa

Matecumbe

Patricia

£216

includes taxes & fees

19 Nov - 20 Nov

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.

10. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

£110

includes taxes & fees

3 Nov - 4 Nov

A beach with palm trees and a clear view of the ocean.

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.

11. Lime Tree Bay Resort

Long Key

Christopher Michael

£132

includes taxes & fees

22 Oct - 23 Oct

A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

A sunset over a calm body of water with a dock and lounge chairs.

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.

12. Seafarer Key Largo

Rock Harbor

Soraya

£91

includes taxes & fees

25 Oct - 26 Oct

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 modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

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

13. Drift Hotel

Key Largo

kelly

£99

includes taxes & fees

22 Oct - 23 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 waterfront pier with wooden posts and a wooden walkway extending into the water.

A balcony with a view of the sea, a beach, and a thatched hut.

14. Sunset Cove Beach Resort

Key Largo

Alexey

£93

includes taxes & fees

27 Oct - 28 Oct

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 waterfront property with a large building, a dock, lounge chairs, and a thatched-roof area.

A marina with docks, lounge chairs, and a clear view of the water.

15. Dolphin Point Villas

Key Largo

Ernest

£119

includes taxes & fees

25 Oct - 26 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.

A beach with palm trees, a sandy path, and a building with a balcony.

16. Bayside Inn Key Largo

Key Largo

Rosa

£119

includes taxes & fees

27 Oct - 28 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 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.

17. Waterside Suites & Marina

Key Largo

Ysabella

£115

includes taxes & fees

22 Oct - 23 Oct

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 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.

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

Key Largo

Omar Ahmad

£114

includes taxes & fees

28 Oct - 29 Oct

A beach with lounge chairs, palm trees, and a view of the water.

A compact living space with a balcony, a television, and a dining area.

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

19. Atlantic Bay Resort

Tavernier

Annette

£123

includes taxes & fees

26 Oct - 27 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 resort pool with palm trees, beach chairs, and umbrellas.

A beach with palm trees, a dock, and lounge chairs.

20. Amara Cay Resort

Matecumbe

Ronald

£174

includes taxes & fees

18 Nov - 19 Nov

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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.

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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

Cheeca Lodge & Spa

10/10 Excellent

"We had a great time. The facilities were great. My wife particularly enjoyed the spa and I had a great time playing their nine hole gold course. The food was delicious and the entire staff was extremely helpful. My only reservation was limited connection to the wifi in my room."

Fisher Inn Resort & Marina

10/10 Excellent

"Two king size beds made the stay comfortable for a family."

Rock Reef Resort

8/10 Good

"Couches need to be replaced. Very old. Need to be updated, especially since the only tv is in that room. The bed was very comfortable . The girl at the front desk was very nice and very helpful. This is our third time going there we would go again. Please update the furniture.😊"

Reefhouse Resort & Marina

8/10 Good

"The hotel needs more amenities and activities."

Islander Resort

10/10 Excellent

"Resort was always clean during our stay. All of the staff were incredibly nice and helpful! Lots of activities on the property to keep you entertained."

Bayside Inn Key Largo

8/10 Good

"I rented a suite (# 401), supposed to be the best. The problem is that I found a lot of deficiencies inside. First fan and light bulb in the room wasn’t working, no light bulb in the lamp corner of the room. Fan and light bulb not working either in dining table. The sofa was broken on the left side. My wife had to clean the stove and top of the refrigerator because too much dust and grease. I called maintenance and case was resolved more or less, but believe me for the price you paid for the suite I deserve better. Housekeeping should monitor better and check everything before rent any property. Outside the property was well maintained. Thanks to give me the the opportunity to explain a review of the place. However all staff on premises were very nice, helpful, courteous and friendly. Hope my review will be considered for future reference."

Lime Tree Bay Resort

10/10 Excellent

"We always stay at Lime Tree Bay. If you find yourself driving down U.S. 1, be sure to stop and enjoy the Exceptional Service, Beauty, and one of the Best stays we have loved many times, in Layton, Lime Tree Bay and the Keys await you!"

Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"Every employee was very nice, tiki bartender was so friendly, the breakfast was amazing, big room with coffee and refrigerator were nice to have, pool, beach and kayaks were fun. easy parking and access right into the room, can’t wait to come back after the remodel. Sunset from the beach was a highlight."

Chesapeake Beach Resort

10/10 Excellent

"The room we had was exceptional, the view was awesome. The bar area was a nice amenity. Although this is a pet friendly hotel, seems like some people do not feel the need to pick up after their pets, if you know what I mean. So that was why I couldn’t give the grounds a five star."

More cheap stays in Windley Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

£65

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (1,196 reviews)

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

£82

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

£93

27 Oct - 28 Oct

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

£95

22 Oct - 23 Oct

includes taxes & fees

9/10 Wonderful! (773 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

£106

18 Nov - 19 Nov

includes taxes & fees

7.8/10 Good! (1,017 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

£110

3 Nov - 4 Nov

includes taxes & fees

8.8/10 Excellent! (1,115 reviews)

Hotels in Windley Key with star rating

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Find hotels in Windley Key, FL from £65

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. Coconut Cove Resort and Marina

2. Fisher Inn Resort & Marina

3. Drop Anchor

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

5. The Ocean View Inn & Pub

6. Rock Reef Resort

7. Islander Resort

8. Chesapeake Beach Resort

9. Cheeca Lodge & Spa

10. Hampton Inn Key Largo Manatee Bay

11. Lime Tree Bay Resort

12. Seafarer Key Largo

13. Drift Hotel

14. Sunset Cove Beach Resort

15. Dolphin Point Villas

16. Bayside Inn Key Largo

17. Waterside Suites & Marina

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

19. Atlantic Bay Resort

20. Amara Cay Resort

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

Cheeca Lodge & Spa

Fisher Inn Resort & Marina

Rock Reef Resort

Reefhouse Resort & Marina

Islander Resort

Bayside Inn Key Largo

Lime Tree Bay Resort

Hampton Inn Key Largo Manatee Bay

Chesapeake Beach Resort

More cheap stays in Windley Key

Rock Reef Resort

The Pelican Key Largo Cottages

Sunset Cove Beach Resort

Breezy Palms Resort

Creekside Inn

Hampton Inn Key Largo Manatee Bay

Hotels in Windley Key with star rating

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