Best Resorts in Windley Key

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  • Upfront pricing

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Check prices for these dates

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21
In one month
Jul 3 - Jul 5
In two months
Jul 31 - Aug 2

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
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (203 reviews)
"Clean room, friendly staff, food was great and so much to do. "
United States
Monica Jane
$345 nightly
The price is $388
Jun 21 - Jun 22
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, (1,301 reviews)
"The staff was so great and helpful. My kids loved how nice the staff was."
United States
Megan
$195 nightly
The price is $219
Jun 14 - Jun 15
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, (1,293 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
$249 nightly
The price is $280
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, (1,318 reviews)
"great place to be"
United States
oswaldo j
$264 nightly
The price is $297
Jun 7 - Jun 8
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
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,074 reviews)
"The room was very clean, the staff was very friendly. We would stay again"
United States
Cheryll
$302 nightly
The price is $340
Jun 16 - Jun 17
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
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,007 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
$267 nightly
The price is $301
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, (1,002 reviews)
"Can recommend the location, good breakfast, nice restaurants"
Germany
Hanspeter
$344 nightly
The price is $387
Jun 21 - Jun 22
Total with taxes and fees
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.
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Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Nice hotel at the entry of the FL keys"
Jose 3-night trip
Posted 12 hours ago
Reefhouse Resort & Marina

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