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

Cheap Hotels & Resorts in Windley Key from NZ$190

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Check availability on Windley Key Cheap Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Windley Key cheap hotels

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.
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.

1. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Alexandra
NZ$309
includes taxes & fees
30 Sept - 1 Oct
Fisher Inn Resort & Marina
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.

2. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
NZ$323
includes taxes & fees
5 Oct - 6 Oct
Drop Anchor
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 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.

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
NZ$272
includes taxes & fees
4 Oct - 5 Oct
Coconut Cove Resort and Marina
A resort with a large pool, palm trees, and a view of the ocean.
A beach with palm trees, a clear blue sky, and a calm sea.
A waterfront restaurant with outdoor seating, palm trees, and a view of the water.
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
NZ$556
includes taxes & fees
5 Oct - 6 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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 bedroom with a bed, a nightstand, a chair, and a door.
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

The Ocean View Inn & Pub
Islamorada
United States
Maria
NZ$370
includes taxes & fees
30 Sept - 1 Oct
The Ocean View Inn & Pub
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

6. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Kayla
NZ$227
includes taxes & fees
30 Sept - 1 Oct
La Jolla Resort
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
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.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
NZ$260
includes taxes & fees
6 Oct - 7 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

8. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
NZ$378
includes taxes & fees
8 Oct - 9 Oct
Chesapeake Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

9. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Zack
NZ$190
includes taxes & fees
4 Oct - 5 Oct
Breezy Palms Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
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.
A tropical resort with a swimming pool, palm trees, and a waterfall.

10. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
NZ$401
includes taxes & fees
4 Oct - 5 Oct
Cheeca Lodge & Spa
View all properties

Top Windley Key Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Amazing place would definitely recommend"
Steven 2-night trip
Posted 1 day ago
Islander Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Great location directly overlooking the bay. Rooms were nice and clean and had great facilities. Use of kayaks and paddle boards included but unable to use due to it being windy. On site independent restaurant also worth a visit."
Richard 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"This resort was absolutely beautiful!! The pool was amazing, a resort style pool. The resort had its own private beach area and a dock. Had plenty of seating everywhere, many cool sitting areas around the property. The only negative thing I could say is that the staff didn’t pick up trash and towels around the pool which seemed odd and it was off season so it wasn’t busy. It’s such a beautiful resort that I would think that would be a priority to keep it clean. Another cool thing is that they have a water taxi and shuttle to their 2 sister resorts which you can utilize all of those amenities as well. They also included bike rentals, paddle boards and kayaking on site which is convenient. You can also bring your private boat there and leave it at the dock for a fee. I would absolutely stay there again!"
Melissa 1-night trip
Posted 1 day ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"Ya’ll just need a microwave."
Nathalee 3-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"
Ysabella 2-night trip
Posted 2 days ago
Waterside Suites & Marina
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Great getaway for weekend and bring the dog"
Brian 4-night trip
Posted 3 days ago
Sunset Cove Beach Resort

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