Islamorada cottage rentals

Choose from 33 cottage rentals in Islamorada that offer a quiet, restful retreat among the sights and sounds of nature. Check out cottages in some of the more popular neighborhoods such as Matecumbe, Venetian Shores and Seabreeze Trailer Park.

Upscale or budget, in a busy tourist area or off the beaten path, peak season or shoulder season — these factors and more will influence how much your cottage rental in Islamorada will cost. How long you choose to stay can also affect the overall price. Some vacation rentals offer discounts for extended stays, so be on the lookout for special offers.

Use the “Location” filter to find a cottage rental with the views you’re looking for. Start by entering the dates you want to book your cottage in Islamorada, then narrow your options based on the sort of area you’d rather stay in.

For a refreshing break, it’s tough to beat our lakeside cottage rentals. Use our convenient “Location” filter and then check the box marked “Lake” to see if you can find any comfy stays that’ll put you near the water in Islamorada. Spend your days chasing outdoor adventures or just enjoy seeing gorgeous sunrises and sunsets glittering off the lake.

It’s easy to see why many families love Islamorada, with top attractions like Theater of the Sea, Anne’s Beach and Fiesta Key to explore. Check out this destination’s wonders together and then return to the comforts of your cottage rental.

Booking your cottage rental with Vrbo means you get the whole property to yourselves — your own private sanctuary, with no distractions or interruptions from others. Also, our One Key™ rewards program lets you collect OneKeyCash™* and use it on eligible bookings on Vrbo, Expedia and Hotels.com. What’s more, our flexible payment and cancellation policies allow you to change your plans if you need to. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.