Windley Key Holiday Parks

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Recommended hotels in Windley Key

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

1. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

P12,157 total

includes taxes & fees

Nov 1 - Nov 2

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

2. Drop Anchor

Islamorada

Leydis

P11,373 total

includes taxes & fees

Oct 29 - Oct 30

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

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

Islamorada

Liosbel

P21,883 total

includes taxes & fees

Nov 3 - Nov 4

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

4. Fisher Inn Resort & Marina

Islamorada

Jose

P12,854 total

includes taxes & fees

Oct 29 - Oct 30

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

5. The Ocean View Inn & Pub

Islamorada

Maria

P13,453 total

includes taxes & fees

Oct 29 - Oct 30

A beach with palm trees and lounge chairs.

6. Chesapeake Beach Resort

Matecumbe

Phelicia

P14,463 total

includes taxes & fees

Nov 3 - Nov 4

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

7. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

P9,456 total

includes taxes & fees

Nov 17 - Nov 18

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

8. Cheeca Lodge & Spa

Matecumbe

Patricia

P16,833 total

includes taxes & fees

Nov 1 - Nov 2

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

9. Drift Hotel

Key Largo

kelly

P6,626 total

includes taxes & fees

Oct 29 - Oct 30

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

10. Islander Resort

Matecumbe

DEBORAH

P18,212 total

includes taxes & fees

Nov 15 - Nov 16

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

11. Rock Reef Resort

Rock Harbor

Sean

P5,992 total

includes taxes & fees

Oct 29 - Oct 30

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.

12. Amara Cay Resort

Matecumbe

Ronald

P16,767 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Key Largo

Omar Ahmad

P9,185 total

includes taxes & fees

Oct 29 - Oct 30

A beach with palm trees, thatched-roof huts, and lounge chairs.

14. Breezy Palms Resort

Matecumbe

Gavin

P8,287 total

includes taxes & fees

Nov 3 - Nov 4

A beach with palm trees, a thatched-roof structure, and kayaks.

15. Kona Kai Resort and Gallery - Adults Only

Rock Harbor

Billy

P8,298 total

includes taxes & fees

Oct 29 - Oct 30

16. Lime Tree Bay Resort

Long Key

Christopher Michael

P11,787 total

includes taxes & fees

Nov 2 - Nov 3

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

17. Waterside Suites & Marina

Key Largo

Josue

P10,614 total

includes taxes & fees

Nov 2 - Nov 3

A beach with rows of sun loungers and palm trees.

18. Ragged Edge Resort & Marina

Islamorada

Nathalie

P9,469 total

includes taxes & fees

Nov 1 - Nov 2

A beach with palm trees, a dock, and a boat named "STYX".

19. The Pelican Key Largo Cottages

Key Largo

SUSAN

P7,182 total

includes taxes & fees

Nov 1 - Nov 2

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

20. Bayside Inn Key Largo

Key Largo

joseph g

P9,898 total

includes taxes & fees

Oct 29 - Oct 30

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Top Windley Key Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"Nice beach walkable property Great breakfast made to order"

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

10/10 Excellent

"This was by far the best hotel I have ever stayed in. It caters for all of your needs and you don’t have to leave the hotel at all if you don’t want to. They have thought about every little detail. I hope to come back one day"

Islander Resort

10/10 Excellent

"I booked Islander Resor, and I’m genuinely happy I did. From the moment I arrived, I felt I had made the right choice. The resort has a beautiful, peaceful atmosphere that immediately makes you feel relaxed and comfortable. What impressed me most was the attention to detail. I naturally notice these things wherever I go, and I truly appreciated the thought behind every element. From the restaurant’s dishware and lighting to the outdoor furniture, landscaping, and decorative touches, everything feels carefully selected and beautifully put together. It’s clear that someone put real care into creating this experience. One of the things I loved most was the location. You can wake up to a gorgeous sunrise right at the resort, spend the day enjoying the property without needing to go anywhere, and then drive just a few minutes to the bayside for an incredible sunset with a cocktail in hand. To me, great hospitality is about how a place makes you feel, not just what it offers. Islander Resort made me feel comfortable, relaxed, and genuinely happy to be there. I left with wonderful memories and a real appreciation for the people behind this beautiful property. I would absolutely return and highly recommend it!"

The Pelican Key Largo Cottages

8/10 Good

"My room looked different than the one on the website did not include a table and chairs and the small fridge was next to bathroom, room was pretty outdated and close to highway which made it hard to sleep even with mask and ear plugs, the a/c works well but very noisy. Now the office staff were super helpful and excellent customer service very friendly, the grounds are beautiful plenty of chairs and places to sit to eat or relax, very pretty, I loved that my room had couple of chairs outside front door of room that was a nice addition,"

Find out more about Windley Key