Windley Key Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Windley Key holiday rentals

25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (129 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor
Private beach, sun-loungers

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
8.6 out of 10, Excellent, (28 reviews)
"Clean room, Beautiful view of the sea from the room window."
United States
Serhiy
Kings Kamp
On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is RM3,531
RM4,189 total
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (618 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is RM815
RM1,120 total
includes taxes & fees
12 Feb - 13 Feb
Breezy Palms Resort
Exterior

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (1 review)
The price is RM4,292
RM4,828 total
includes taxes & fees
12 Feb - 13 Feb
Premium Floating Bungalow by Stay Ombi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windley Key Hotel Reviews

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"We loved everything about our stay. Try to get room 301. Top floor on the end with a good view of the water and the pool. A very quick walk to Snooky’s. Food was excellent."
Jeff 1-night trip
Posted 23 hours ago
Bayside Inn Key Largo

Find out more about Windley Key

Search for holiday rentals in Windley Key on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Windley Key using one of the methods below:

  • View our selection of featured holiday rentals in Windley Key
  • Use the map to find apartments and other holiday homes in the Windley Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windley Key while they last

Look no further and take a look at our great range of rental properties in Windley Key!