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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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 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.

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

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

Islamorada

Liosbel

₹22,597

₹32,330 total

includes taxes & fees

18 Nov - 19 Nov

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

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.

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

2. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

₹14,129

₹15,895 total

includes taxes & fees

26 Oct - 27 Oct

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

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.

3. Fisher Inn Resort & Marina

Islamorada

Robyn

₹14,076

₹18,918 total

includes taxes & fees

25 Oct - 26 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 pool area with lounge chairs and a sign indicating a drop-off zone.

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

4. Drop Anchor

Islamorada

Leydis

₹10,888

₹15,568 total

includes taxes & fees

27 Oct - 28 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 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.

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

₹17,600

₹19,799 total

includes taxes & fees

28 Oct - 29 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.

6. Cheeca Lodge & Spa

Matecumbe

Patricia

₹17,671

₹26,789 total

includes taxes & fees

19 Nov - 20 Nov

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 clear blue pool with lounge chairs and palm trees.

7. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

₹10,883

₹12,244 total

includes taxes & fees

17 Nov - 18 Nov

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

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

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

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

8. Islander Resort

Matecumbe

Bryan

₹16,234

₹25,197 total

includes taxes & fees

15 Nov - 16 Nov

A beach with palm trees and lounge chairs.

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

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.

9. Chesapeake Beach Resort

Matecumbe

Dianne

₹13,396

₹20,384 total

includes taxes & fees

3 Nov - 4 Nov

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

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

10. Amara Cay Resort

Matecumbe

Ronald

₹14,925

₹23,699 total

includes taxes & fees

16 Nov - 17 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.

An aerial view of a resort with a large pool, sun loungers, and palm trees.

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

11. Reefhouse Resort & Marina

Key Largo

Manny

₹20,689

₹27,054 total

includes taxes & fees

26 Oct - 27 Oct

An aerial view of a resort with a large pool, palm trees, and a beach.

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

A beach with clear water, a wooden pier, and lounge chairs under a tree.

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

12. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Jorge

₹28,624

₹37,410 total

includes taxes & fees

15 Nov - 16 Nov

A beach with lounge chairs and a pier extending into the water.

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

A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

A spacious living room with a pool table, bookshelves, and comfortable seating.

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

Key Largo

Alan

₹25,582

₹34,008 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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.

14. Courtyard by Marriott Key Largo

Key Largo

Anna

₹13,518

₹15,208 total

includes taxes & fees

26 Oct - 27 Oct

A pool with a rock feature, lounge chairs, and palm trees.

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

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.

15. Holiday Inn Key Largo by IHG

Key Largo

suany

₹15,493

₹17,429 total

includes taxes & fees

26 Oct - 27 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 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.

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

Key Largo

Omar Ahmad

₹10,297

₹14,580 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

17. Bayside Inn Key Largo

Key Largo

joseph g

₹12,042

₹15,918 total

includes taxes & fees

27 Oct - 28 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 garden with various trees and a gravel path.

18. Sunset Cove Beach Resort

Key Largo

Alexey

₹11,095

₹12,482 total

includes taxes & fees

29 Oct - 30 Oct

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 beach with wooden lounge chairs, palm trees, and a clear 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

Matecumbe

Brett

₹13,570

₹17,933 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

20. Atlantic Bay Resort

Tavernier

Annette

₹11,801

₹15,410 total

includes taxes & fees

25 Oct - 26 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

The Pelican Key Largo Cottages

10/10 Excellent

"Great location"

Amara Cay Resort

10/10 Excellent

"We had a great stay here. The front desk staff greeted us with genuine warmth and made the check-in process completely seamless. The room was spotless, quiet, and very comfortable. The housekeeping team worked had to keep everything fresh and well-maintained. The bed was comfortable, and the bathroom had a great shower with quality toiletries. The range of amenities really stood out, from the reliable high-speed Wi-Fi and well-equipped fitness center to the breakfast options available in the morning. We would happily stay here again!"

Lime Tree Bay Resort

10/10 Excellent

"Very clean and relaxing stay. Lots of free activities to do line kayaking and biking. Easy in and out to the main road."

Waterside Suites & Marina

8/10 Good

"The room was clean and grounds kept nice. Kitchenette - I wish there were better utensils to cook with. The bed was very firm - we sleep on a firm mattress at home, but this was a very firm mattress. Good location and the patio is nice. Didn't even realize there was a pool until the last day we were here."

Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"The staff were wonderful, especially Jolene. The first impression is this hotel needs some TLC. The hotel is going through a renovation, which will be great, but it has so much character now. I ended up loving this quirky hotel. We stayed twice - first we had a room not renovated and second a room that was renovated. The little beach is nice - some people there saw Manatees, but we weren't so lucky. The landscaping in the courtyard is very nice and we were greeted with Iguanas and Ibis, which was fun. The pool looked very inviting and many guests were using it. I'd love to have an opportunity to come back to this hotel."

Rock Reef Resort

10/10 Excellent

"The room was nice and clean. Being able to walk down to the water was nice. The staff was very friendly and helpful."

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

10/10 Excellent

"The hotel is expensive enough anyway without hidden extras Stealth tax what they’ve now labelled resort $50 a night tax plus $25 per night car parking Shame because it has a lovely vibe about the place"

Coconut Cove Resort and Marina

10/10 Excellent

"Our stay here was wonderful. Though some things may need updated the overall ambiance of the resort over rode that. The managing staff are very helpful & hardworking. It’s a beautiful piece of oceanfront property & so easy to navigate whether you want to swim, boat, fish or just relax."

Fisher Inn Resort & Marina

8/10 Good

"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some nice breakfast options. The evening staff member was great, and the fire pits were a lovely amenity and a great place to relax. There were a couple of things that could have been better. Our accommodation included a cocktail promotion, but when we asked about redeeming it, the employee told us it wasn’t their promotion and then offered us a pop instead. The response felt dismissive and left us feeling that the advertised perk wasn’t being honoured. We would have appreciated a more helpful explanation and a genuine effort to resolve the issue, rather than simply being offered a soda or water. Also, we only saw three bikes available, which really isn’t enough for a property of this size. It would have been helpful to have clearer information about the limited availability. Overall, a great location with spacious, clean rooms and some nice amenities, but a little more attention to guest service and clearer communication about the included perks and available bikes would have made the experience even better."

More cheap stays in Windley Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

₹7,235

₹8,140 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (1,191 reviews)

Drift Hotel

95320 Overseas Hwy Key Largo FL

₹7,752

₹9,788 total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

₹10,883

₹12,244 total

17 Nov - 18 Nov

includes taxes & fees

8.8/10 Excellent! (1,116 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

₹11,095

₹12,482 total

29 Oct - 30 Oct

includes taxes & fees

Amoray Dive Resort

104250 Overseas Hwy Key Largo FL

₹9,267

₹13,083 total

25 Oct - 26 Oct

includes taxes & fees

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL

₹11,945

₹16,105 total

30 Oct - 31 Oct

includes taxes & fees

Hotels in Windley Key with star rating

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Windley Key Hotels from ₹8,140

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. Coconut Cove Resort and Marina

3. Fisher Inn Resort & Marina

4. Drop Anchor

5. The Ocean View Inn & Pub

6. Cheeca Lodge & Spa

7. Hampton Inn Key Largo Manatee Bay

8. Islander Resort

9. Chesapeake Beach Resort

10. Amara Cay Resort

11. Reefhouse Resort & Marina

12. Playa Largo Resort & Spa, Autograph Collection

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

14. Courtyard by Marriott Key Largo

15. Holiday Inn Key Largo by IHG

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

17. Bayside Inn Key Largo

18. Sunset Cove Beach Resort

19. La Jolla Resort

20. Atlantic Bay 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

The Pelican Key Largo Cottages

Amara Cay Resort

Lime Tree Bay Resort

Waterside Suites & Marina

Hampton Inn Key Largo Manatee Bay

Rock Reef Resort

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

Coconut Cove Resort and Marina

Fisher Inn Resort & Marina

More cheap stays in Windley Key

Rock Reef Resort

Drift Hotel

Hampton Inn Key Largo Manatee Bay

Sunset Cove Beach Resort

Amoray Dive Resort

Marina Del Mar Resort and Marina

Hotels in Windley Key with star rating

Explore a world of travel with Expedia

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