Windley Key Condo Resorts

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

No exact matches found, but these alternatives could be just right

Recommended hotels in Windley Key

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

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

Islamorada

Liosbel

P19,439 total

includes taxes & fees

Nov 29 - Nov 30

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

2. Drop Anchor

Islamorada

Leydis

P10,605 total

includes taxes & fees

Nov 12 - Nov 13

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

3. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

P12,069 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Fisher Inn Resort & Marina

Islamorada

Susan

P12,945 total

includes taxes & fees

Nov 29 - Nov 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

P13,304 total

includes taxes & fees

Nov 16 - Nov 17

A beach with palm trees and lounge chairs.

6. Chesapeake Beach Resort

Matecumbe

Olga Vasiliy

P14,357 total

includes taxes & fees

Nov 10 - Nov 11

A bathroom with a large bathtub, a view of the sea, and a pier with boats.

7. Cheeca Lodge & Spa

Matecumbe

Brandon

P17,606 total

includes taxes & fees

Nov 19 - Nov 20

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

8. Hampton Inn Key Largo Manatee Bay

Key Largo

Joliene

P9,321 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

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

Key Largo

ruben

P9,018 total

includes taxes & fees

Nov 17 - Nov 18

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

10. Rock Reef Resort

Rock Harbor

keith

P6,448 total

includes taxes & fees

Nov 15 - Nov 16

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.

11. Amara Cay Resort

Matecumbe

Amir

P16,645 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a wooden bed, a nightstand, a lamp, and a view of the outdoors through large windows.

12. Drift Hotel

Key Largo

kelly

P8,159 total

includes taxes & fees

Nov 9 - Nov 10

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

13. Sunset Cove Beach Resort

Key Largo

Alexey

P8,677 total

includes taxes & fees

Nov 29 - Nov 30

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

14. Breezy Palms Resort

Matecumbe

Gavin

P8,227 total

includes taxes & fees

Nov 10 - Nov 11

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

15. La Jolla Resort

Matecumbe

Jane

P11,244 total

includes taxes & fees

Nov 8 - Nov 9

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

16. Islander Resort

Matecumbe

DEBORAH

P18,752 total

includes taxes & fees

Nov 15 - Nov 16

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

17. Waterside Suites & Marina

Key Largo

Bryan

P10,537 total

includes taxes & fees

Nov 9 - Nov 10

18. Lime Tree Bay Resort

Long Key

Mark Blair

P11,701 total

includes taxes & fees

Nov 17 - Nov 18

A beach with rows of sun loungers and palm trees.

19. Ragged Edge Resort & Marina

Islamorada

Nathalie

P10,051 total

includes taxes & fees

Nov 18 - Nov 19

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

20. Creekside Inn

Tavernier

Markevus

P10,167 total

includes taxes & fees

Nov 29 - Nov 30

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Windley Key Hotel Reviews

Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"Breakfast offered several options and was fresh and hot."

Amara Cay Resort

10/10 Excellent

"I had heard great things about this property and decided to stay here with a group of friends. We were a little disappointed when we arrived in the hallway that we were staying on was under construction. This was not disclosed at the time of our booking and when we ask The front desk about it, they didn’t really have a solution for us. Also, the staff at the front desk seemed to need a little bit more training however they were very friendly. The restaurant in the tiki bar were really nice and the food was good."