Best Resorts in Windley Key

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Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9

Our top choices for Windley Key resorts

Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, individually decorated

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, (205 reviews)
"Excellent place to stay for our 10 year anniversary but also an excellent family friendly resort! Staff was so accommodating + friendly! Highly highly recommend!!"
United States
Taylor
$336 nightly
The price is $378
Jul 7 - Jul 8
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,307 reviews)
"Beautiful views from room, an abundance of ways to relax whether poolside or by the ocean. Spacious rooms & wide entryways for luggage were also much appreciated."
United States
Lisa
$199 nightly
The price is $224
Jun 10 - Jun 11
Total with taxes and fees
Lime Tree Bay Resort
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,300 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
$262 nightly
The price is $294
Jul 6 - Jul 7
Total with taxes and fees
Amara Cay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,322 reviews)
"great place to be"
United States
oswaldo j
$264 nightly
The price is $297
Jun 10 - Jun 11
Total with taxes and fees
Cheeca Lodge & Spa
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,016 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
$265 nightly
The price is $298
Jul 6 - Jul 7
Total with taxes and fees
La Siesta Resort & Villas
Exterior

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)
"Our favorite hotel in the FL Keys"
United States
Jose
$312 nightly
The price is $351
Jun 23 - Jun 24
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection
Property grounds

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, (1,082 reviews)
"The room was very clean, the staff was very friendly. We would stay again"
United States
Cheryll
$294 nightly
The price is $331
Jun 22 - Jun 23
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.
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Top Windley Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

4/10 Poor
"Although this is priced at a high end resort, there is nothing high end about it. Needs a lot of updating. Our room was very much in need of some deep cleaning and updating. We stayed on the 5th floor which smelled of pot the whole stay. Housekeeping was ok but very inconsistent. There is absolutely no beach to go swimming and the water was littered very badly. This is a $150 a night room all day! NOT $450! We took the shuttle a couple times as we were there for a wedding and the driver was not friendly at all. We did have a wonderful bartender inside tho! All in all.. A good trip because it was for a wedding just wouldn’t recommend Amara for the price point. Stay at the other sister resort down the road. Cheaper and more to offer!"
Kelley-Mae 4-night trip
Posted less than an hour ago
Amara Cay Resort

Find out more about Windley Key

Windley Key Resorts information

Number of reviews
7,239
Accommodation
12 Resorts
Lowest Price
$224
Highest Price
$378

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