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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Featured Resort in Windley Key

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

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1214)
"Beautiful and relaxing hotel!!"
The price is NZ$281
includes taxes & fees
8 Oct - 9 Oct
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, (1033)
"Beautiful place awesome staff very helpful ❤️❤️❤️❤️"
The price is NZ$607
includes taxes & fees
30 Sept - 1 Oct
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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
8.8 out of 10, Excellent, (87)
"Beautiful place to stay"
The price is NZ$478
includes taxes & fees
30 Sept - 1 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1259)
"Great hotel with a perfect location and friendly staff."
The price is NZ$420
includes taxes & fees
1 Oct - 2 Oct
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, (1002)
"By far one of the best hotels in the keys. "
The price is NZ$561
includes taxes & fees
5 Oct - 6 Oct
Playa Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great rooms"
The price is NZ$363
includes taxes & fees
1 Oct - 2 Oct
La Siesta Resort & Villas
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1094)
"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, (78)
"Great place to stay if you like fishing and even if you don't. "
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
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
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!!!
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

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"If you are looking for peace and tranquility, this is where you want to be! This is my go to when I need a getaway."
AIMEE 1-night trip
Posted 3 days ago
The Pelican Key Largo Cottages

Find out more about Windley Key

Find out more about Windley Key

Windley Key Resort information

Number of reviews
6,759
Accommodation
13 Resort
Lowest Price
NZ$281
Highest Price
NZ$607

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