Top 10 Hotels in Windley Key, FL from ₩105,603 - Competitive Prices

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Our top choices for Windley Key hotels

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.

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

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

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

Islamorada

Liosbel

₩320,767

₩458,930 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

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

2. Fisher Inn Resort & Marina

Islamorada

Siobhan

₩213,219

₩283,628 total

includes taxes & fees

Oct 18 - Oct 19

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 wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

3. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

₩199,809

₩224,786 total

includes taxes & fees

Oct 26 - Oct 27

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

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

4. Drop Anchor

Islamorada

Payman

₩149,406

₩215,018 total

includes taxes & fees

Oct 18 - Oct 19

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 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

Islamorada

Maria

₩249,828

₩281,046 total

includes taxes & fees

Oct 18 - Oct 19

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

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

Matecumbe

Kristin

₩266,859

₩398,282 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A wooden pier leading to a beach with palm trees and a row of beach huts.

7. Islander Resort

Matecumbe

Steven

₩278,928

₩411,848 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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.

8. Reefhouse Resort & Marina

Key Largo

Manny

₩293,679

₩384,036 total

includes taxes & fees

Oct 18 - Oct 19

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

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

9. Chesapeake Beach Resort

Matecumbe

Phelicia

₩202,558

₩303,309 total

includes taxes & fees

Oct 18 - Oct 19

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

A clear blue pool with lounge chairs and palm trees.

A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

10. Hampton Inn Key Largo Manatee Bay

Key Largo

Samantha

₩153,142

₩172,284 total

includes taxes & fees

Oct 26 - Oct 27

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

11. Amara Cay Resort

Matecumbe

Danielle

₩207,285

₩331,263 total

includes taxes & fees

Oct 19 - Oct 20

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

A cozy living room with a pool table, a large bookshelf, and comfortable seating.

A beachfront hotel with multiple balconies, a pool, and a beach area with lounge chairs.

A child sitting on a beach with sand toys and a green bucket nearby.

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

Key Largo

Alan

₩362,486

₩481,727 total

includes taxes & fees

Oct 27 - Oct 28

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

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

13. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Jorge

₩374,139

₩494,836 total

includes taxes & fees

Nov 1 - Nov 2

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

A waterfront pier with wooden posts and a wooden walkway 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.

14. Sunset Cove Beach Resort

Key Largo

Alexey

₩156,897

₩176,516 total

includes taxes & fees

Oct 20 - Oct 21

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

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

A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

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

15. The Islands of Islamorada

Matecumbe

Christian

₩700,002

₩875,426 total

includes taxes & fees

Oct 18 - Oct 19

Two hands holding wine glasses with a beach and ocean view in the background.

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

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.

16. Bayside Inn Key Largo

Key Largo

Lwigy

₩170,294

₩225,106 total

includes taxes & fees

Oct 18 - Oct 19

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.

17. Holiday Inn Key Largo by IHG

Key Largo

suany

₩219,924

₩247,415 total

includes taxes & fees

Oct 20 - Oct 21

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

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

A modern kitchen with a curved island, stainless steel appliances, and a menu board.

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

18. Courtyard by Marriott Key Largo

Key Largo

Anna

₩203,966

₩229,462 total

includes taxes & fees

Nov 9 - Nov 10

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

A resort with a swimming pool, lounge chairs, and palm trees.

A spacious living area with a large island, wooden furniture, and a ceiling fan.

19. Lime Tree Bay Resort

Long Key

Christopher Michael

₩166,094

₩247,201 total

includes taxes & fees

Oct 18 - Oct 19

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 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.

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

Key Largo

Omar Ahmad

₩143,621

₩204,097 total

includes taxes & fees

Oct 26 - Oct 27

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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

Fisher Inn Resort & Marina

10/10 Excellent

"Very nice stay, plenty of room, enjoyed pool & water view. The breakfast was yummy too, loved those special waffles!!!"

Islander Resort

10/10 Excellent

"Very nice experience and cosy hotel in the Keys, super recommended!"

Chesapeake Beach Resort

10/10 Excellent

"Great location"

Rock Reef Resort

10/10 Excellent

"Great place and cheap for what you get. Stayed there twice now"

Lime Tree Bay Resort

10/10 Excellent

"What to say really. We had a n absolute nightmare of a day on our way down to the hotel. We were due to land at Key West at 1200 but that turned into landing in Miami and then an 8 hour delay before finally touching down. The staff at the hotel were great contacting us throughout the day and being so friendly and attentive! We arrived finally at the hotel at 2230 and Robin at the check in was so fantastic staying back for us to be able to be checked in! We even got an upgrade. The only downside was due to the mess caused by flights, we were in the room for just a few hours. The resort was beautiful. The view from The balcony to the sea. The room was just so unbelievable it was like the stuff you get in dreams. Such a beautiful resort, beautiful room and I am certain we will be back! Thank you!"

Reefhouse Resort & Marina

10/10 Excellent

"The room was clean and the property was beautiful."

Waterside Suites & Marina

10/10 Excellent

"Esther was really helpful. Very nice and professional. Room was spotless!! Balcony with a beautiful view."

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."

More cheap stays in Windley Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

₩93,869

₩105,603 total

Oct 28 - Oct 29

includes taxes & fees

9.2/10 Wonderful! (1,192 reviews)

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

₩124,432

₩139,987 total

Oct 26 - Oct 27

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

₩131,552

₩169,395 total

Oct 18 - Oct 19

includes taxes & fees

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

₩153,142

₩172,284 total

Oct 26 - Oct 27

includes taxes & fees

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

₩156,897

₩176,516 total

Oct 20 - Oct 21

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

₩184,481

₩207,533 total

Nov 12 - Nov 13

includes taxes & fees

Hotels in Windley Key with star-rating

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Book Hotels in Windley Key on Expedia.com

Find hotels in Windley Key, FL from ₩105,603

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

2. Fisher Inn Resort & Marina

3. Coconut Cove Resort and Marina

4. Drop Anchor

5. The Ocean View Inn & Pub

6. Cheeca Lodge & Spa

7. Islander Resort

8. Reefhouse Resort & Marina

9. Chesapeake Beach Resort

10. Hampton Inn Key Largo Manatee Bay

11. Amara Cay Resort

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

13. Playa Largo Resort & Spa, Autograph Collection

14. Sunset Cove Beach Resort

15. The Islands of Islamorada

16. Bayside Inn Key Largo

17. Holiday Inn Key Largo by IHG

18. Courtyard by Marriott Key Largo

19. Lime Tree Bay Resort

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

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

Fisher Inn Resort & Marina

Islander Resort

Chesapeake Beach Resort

Rock Reef Resort

Lime Tree Bay Resort

Reefhouse Resort & Marina

Waterside Suites & Marina

Sunset Cove Beach Resort

More cheap stays in Windley Key

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Hampton Inn Key Largo Manatee Bay

Sunset Cove Beach Resort

Creekside Inn

Hotels in Windley Key with star-rating

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