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Check prices for these dates

Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Featured Resort in Windley Key

Our top choices for Windley Key resorts

Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1191)
"Excellent place for a restful weekend "
The price is AU$292
includes taxes & fees
21 Sept - 22 Sept
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock

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

4.0 star property
8.6 out of 10, Excellent, (1008)
"Loved all the amenities and activities for kids "
The price is AU$520
includes taxes & fees
16 Sept - 17 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1246)
"Excellent stay"
The price is AU$344
includes taxes & fees
21 Sept - 22 Sept
Amara Cay Resort
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1004)
"Love this property and the food is amazing!"
The price is AU$450
includes taxes & fees
22 Sept - 23 Sept
Playa Largo Resort & Spa, Autograph Collection
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Private beach, sun-loungers, beach towels, scuba diving

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

3.5 star property
9.0 out of 10, Wonderful, (76)
"The tiki bar and the peacefulness of the resort."
The price is AU$406
includes taxes & fees
14 Sept - 15 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1007)
"The staff are amazing, and specifically the manager always welcomes us with great affection and very attentive service."
The price is AU$305
includes taxes & fees
21 Sept - 22 Sept
La Siesta Resort & Villas
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1086)
"So close to the ocean was amazing. "
Lime Tree Bay Resort
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (75)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is AU$212
includes taxes & fees
11 Sept - 12 Sept
Matecumbe Resort
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Beach

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Keys Villa
Property grounds

Keys Villa

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Outdoor dining

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
Beach nearby, sun-loungers, beach towels

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
On the water in Islamorada elevated detached unit!!!
Aerial view

On the water in Islamorada elevated detached unit!!!

On the water in Islamorada elevated detached unit!!!
Beautiful oceanfront resort located at mile marker 73.8
Outdoor pool

Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8
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

Find out more about Windley Key

Find out more about Windley Key

Windley Key Resort information

Number of reviews
Accommodation
14 Resort
Lowest Price
AU$212
Highest Price
AU$520

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