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

Search Resorts in Windley Key

  • 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

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Windley Key resorts

Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (274 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is ₩276,669
₩412,822 total
includes taxes & fees
Sep 27 - Sep 28
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,438 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is ₩206,946
₩334,384 total
includes taxes & fees
Sep 21 - Sep 22
Cheeca Lodge & Spa
View from room

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,314 reviews)
"amazing clean stay."
United States
MICHAEL
The price is ₩214,690
₩343,096 total
includes taxes & fees
Sep 22 - Sep 23
Amara Cay Resort
Private beach, white sand

4. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (162 reviews)
"Worth the money."
United States
paul
The price is ₩172,501
₩194,064 total
includes taxes & fees
Sep 21 - Sep 22
Matecumbe Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,501 reviews)
"Great hotel!!!"
United States
Hilda
The price is ₩149,014
₩230,141 total
includes taxes & fees
Sep 23 - Sep 24
Lime Tree Bay Resort
2 restaurants; breakfast, lunch, and dinner served

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,187 reviews)
"Beautiful hotel"
United States
Milagros
The price is ₩329,142
₩446,855 total
includes taxes & fees
Sep 29 - Sep 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,007 reviews)
"Clean room excellent staff good location recommend"
United States
Tania
The price is ₩365,281
₩487,511 total
includes taxes & fees
Oct 4 - Oct 5
Playa Largo Resort & Spa, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Very clean accommodations and staff was fantastic. Location in Key Largo was very good and centered around great restaurants. If you are there for diving, you are in a great spot with one of the best dive operations in the keys next door. Overall, a great place to stay and enjoyed it very much."
Michael 1-night trip
Posted 2 hours ago
Waterside Suites & Marina

Find out more about Windley Key

Windley Key Resorts information

Number of reviews
2,356
Accommodation
9 Resorts
Lowest Price
₩194,064
Highest Price
₩487,511