Islamorada villa rentals

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 vacation 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 Theater 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.

Whether you’re dreaming of a roomy villa rental in the countryside, by the water or elsewhere, we’ve got properties in awesome settings. Whatever you pick, one thing will never change — you’ll always have exclusive use of your villa. And with our free rewards program, One Key™, you can collect OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. Throw in our Book with Confidence Guarantee and flexible cancellation policies and you’ve got a getaway that’s stress-free from start to finish. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.