Islamorada villa rentals

We found 68 villa rentals — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday villa rentals in Islamorada?
Check out our 68 villa rentals in Islamorada that are often set in stunning and exclusive locations. Whether you want to stay in Matecumbe, Venetian Shores, Seabreeze Trailer Park or another popular area, you'll find the ideal villa on Stayz.
How much does it cost to stay in a villa rental in Islamorada?
A number of factors will influence how much you pay for a villa rental in Islamorada, such as property size and how long and when you plan to stay. All you need to do is enter your holiday dates and preferences to find a villa that meets your style and budget.
Where can I rent an Islamorada villa with great views?
Use the "Location" filter to find a villa rental with the views you'd love to wake up to. Start by entering the dates you want to book your escape in Islamorada, then narrow your search based on the sort of area you'd rather stay in.
Can I book a luxury villa in Islamorada?
Equipped with a range of amenities such as private swimming pools, secluded courtyards and advanced in-home entertainment, Stayz's upscale villa rentals in Islamorada offer a high-end travel experience. You can expect the finest in quality furnishings, ample room and a setting that ensures a relaxing getaway for both you and your guests.
What are the top things to do in Islamorada?
Get your Islamorada trip off to a terrific start by visiting popular sights like Theatre of the Sea, Anne's Beach and Fiesta Key. Stay in a Stayz villa rental with the family and then uncover this destination's wonders together.
Why should I book my villa holiday with Stayz?
With Stayz, you get to chill out at your own pace in the privacy of your own space. This means you won't have to worry about spending your break with other guests. Another good reason for booking with us? You can easily look for your perfect villa rental using our filters to browse by location, nearby activities, amenities and more. Plus, our customer support is always available, ensuring a hassle-free escape wherever your adventures lead you.