Best Resorts in Windley Key

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Dec 19 - Dec 21
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Jan 9 - Jan 11
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Feb 6 - Feb 8

Our top choices for Windley Key resorts

In-room safe, individually decorated, individually furnished
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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, (114)
"Beautiful place to stay"
United States
Jonathan
$271 nightly
The price is $304
Dec 18 - Dec 19
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
View from property
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1110)
"The room was clean, staff was courteous and thr pool and beach were amazing."
United States
Tawna
$164 nightly
The price is $185
Dec 16 - Dec 17
Total with taxes and fees
Lime Tree Bay Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1260)
"very nice staff, quiet and comfortable"
United States
Dana
$250 nightly
The price is $282
Dec 15 - Dec 16
Total with taxes and fees
Amara Cay Resort
Exterior
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
$312 nightly
The price is $351
Dec 18 - Dec 19
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection
Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1267)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
$268 nightly
The price is $302
Dec 15 - Dec 16
Total with taxes and fees
Cheeca Lodge & Spa
Property grounds
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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, (1002)
"Beautiful and relaxing stay "
Sweden
Pauline
$281 nightly
The price is $316
Dec 18 - Dec 19
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1000)
"Great stay and beautiful space"
United States
Amir
$214 nightly
The price is $241
Dec 17 - Dec 18
Total with taxes and fees
La Siesta Resort & Villas
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was great. Staff was awesome views amazing !!!!!"
Jeff 7-night trip
Posted 6 hours ago
Chesapeake Beach Resort

Find out more about Windley Key

Windley Key Resorts information

Number of reviews
6,750
Accommodation
14 Resorts
Lowest Price
$185
Highest Price
$351

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