Islamorada villas

Check out our 98 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 Vrbo.

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.

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.

Equipped with a range of amenities such as private swimming pools, secluded courtyards and advanced in-home entertainment, Vrbo’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.

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 Vrbo villa rental with the family and then uncover this destination’s wonders together.

Book your villa rental with Vrbo and enjoy more privacy and space compared to typical hotel accommodation. These kinds of stays promise that home-away-from-home ambience. One of the best things? You’ll never have to share your space, whether you spend your getaway in a villa or something a little fancier, like a castle or an estate. And if you sign up to our One Key™ loyalty programme, you can collect and redeem OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.