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

Find Cheap Hotels in Windley Key, FL

  • 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 availability on Windley Key Cheap Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Windley Key cheap hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
NT$4,812
NT$7,205 total
includes taxes & fees
Oct 5 - Oct 6
Chesapeake Beach Resort

2. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Francisco
NT$4,374
NT$5,819 total
includes taxes & fees
Oct 7 - Oct 8
Marina Del Mar Resort and Marina

3. Creekside Inn

Creekside Inn
Tavernier
United States
Terry
NT$4,559
NT$5,128 total
includes taxes & fees
Oct 5 - Oct 6
Creekside Inn
View all properties

Top Windley Key Hotel Reviews

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Always my to go place in the Keys! Very friendly staff. Clean rooms."
Lisandra 2-night trip
Posted 2 hours ago
Bayside Inn Key Largo
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"Great stay. Will stay there again"
Tim 1-night trip
Posted 3 hours ago
Hampton Inn Key Largo Manatee Bay
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Clean quiet rooms, on the water. Cheeky fun themes and decor."
Michele 2-night trip
Posted 5 hours ago
Sunset Cove Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"The room was a little loud from the A/C unit but great stay"
Benjamin 2-night trip
Posted 8 hours ago
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great place"
Juan 4-night trip
Posted 13 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted 1 day ago
Lime Tree Bay Resort
Islander Resort

Islander Resort

10/10 Excellent
"It great amenities but pools are small."
Jaily 2-night trip
Posted 2 days ago
Islander 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 3 days 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 3 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Explore a world of travel with Expedia