Islamorada houses

Select from 1,432 holiday home rentals in Islamorada that offer more value, privacy, amenities and space than a standard hotel room. Browse houses in popular areas such as Matecumbe, Venetian Shores and Seabreeze Trailer Park.

Discover a variety of holiday home rentals in Islamorada, where there’s a price to meet every preference. From budget-friendly accommodation to high-end properties, Vrbo makes it a cinch to compare options to find the perfect stay for your next adventure.

Whether it’s the seaside, a river or the vibrant cityscapes, a holiday home rental is always better with views. Wherever you want to stay in Islamorada, we can help you find a house with picturesque panoramas. Simply click on the “Popular” button at the top of the page, then check the filters to narrow down your search.

You’ll discover some quality houses that are available for weekend rental. Simply key in your preferred dates of travel and look forward to a fun-packed few days away. If you can’t find the perfect holiday home rental in Islamorada straight away, just alter your dates and search again.

Enjoy your next adventure with your four-legged friend at one of our 37 pet-friendly holiday home rentals in Islamorada. These properties feature perks that’ll make your pup feel at home, including their own cosy bedding. Just select the “Pets allowed” filter to book a house that has room for every precious member of your family.

From Theatre of the Sea to Anne’s Beach and Fiesta Key, there’s a bunch of exciting things to do and see during your family trip to Islamorada. With the sightseeing taken care of, we’re here to help you find a holiday home rental that suits your taste and budget.

Attentive customer support from the second you book until after your trip is one of the many reasons to choose us for your next holiday home rental. We also have properties that go beyond the conventional hotel room — think houses in amazing locations, whether that’s by the beach or on a hillside. Plus, thanks to our One Key™ rewards programme, you can collect and use OneKeyCash™* on eligible bookings with Vrbo. And with flexible cancellation policies and benefits like cancellation protection, you can travel with confidence. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.