Islamorada cottage rentals

We found 31 cottage rentals — enter your dates for availability

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in Islamorada?
Choose from 31 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 neighbourhoods such as Matecumbe, Venetian Shores and Seabreeze Trailer Park.
How much does it cost to stay in a cottage rental in Islamorada?
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 holiday rentals offer discounts for extended stays, so be on the lookout for special offers.
Where can I rent an Islamorada holiday cottage with great views?
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.
Does Islamorada have any lakeside cottages?
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.
What are the top things to do in Islamorada?
It's easy to see why many families love Islamorada, with top attractions like Theatre 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.
Why should I book my holiday cottage with Stayz?
No sharing your space, no awkward holiday experiences with people you don't know. When you book a Stayz cottage rental, you have the whole place for your use only. Need to cancel or alter your travel itinerary? Our flexible cancellation policies mean you're able to book your cottage with total peace of mind.

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