Islamorada house rentals

Select from 1,433 vacation 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 vacation home rentals in Islamorada, where there’s a price to meet every preference. From budget-friendly accommodations 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 vacation 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 vacation 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 vacation home rentals in Islamorada. These properties feature perks that’ll make your pup feel at home, including their own cozy bedding. Just select the “Pets allowed” filter to book a house that has room for every precious member of your family.

From Theater 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 vacation home rental that suits your taste and budget.

Attentive customer support from the second you book until after your stay is one of the many reasons to choose Vrbo for your vacation home rental. We also offer properties that go beyond the basic hotel room — think houses in stunning locations, whether that’s by the beach or along a lakeshore. Plus, with our One Key™ rewards program, you’ll be able to collect and redeem OneKeyCash™* on eligible bookings with Vrbo, Expedia and Hotels.com. And with flexible cancellation policies and benefits like cancellation protection, we make traveling easy. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.