Summerland Key cottages

We found 56 cottages — enter your dates for availability

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

  • 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 Summerland Key?
Pick from 56 cottage rentals in Summerland Key that offer a cosy, restful retreat amid the sights and sounds of nature. Search for cottages in well-known areas such as Cutthroat Harbour Estates, Breezeswept Beach Estates and Cudjoe Gardens.
How much does it cost to stay in a cottage rental in Summerland Key?
Upscale or modest, in a busy tourist area or a little way out, high season or low season — these factors and more will influence how much your cottage rental in Summerland Key will cost. How long you choose to stay can also affect the final price. Some properties offer discounts for longer bookings, so be on the lookout for special deals.
Where can I rent a Summerland Key holiday cottage with great views?
Offering more than just a place to rest your head, our cottage rentals promise a memorable retreat surrounded by your favourite views. Whether that's natural scenes, bright city lights or something else, use Vrbo's handy filter tools to tailor your search for your ultimate holiday. Find cottages in Summerland Key that feature balconies or decks so you can take in the picturesque scenery.
Does Summerland Key have any lakeside cottages?
For a refreshing break, it's tough to beat our lakeside cottage rentals. Try our "Location" filter and then click on "Lake" to see if you can find any comfy cottages that'll put you near the water in Summerland Key. Spend your days chasing outdoor adventures or simply enjoy watching magnificent sunrises and sunsets shimmering across the lake.
What are the top things to do in Summerland Key?
It's no surprise why families love Summerland Key, with top-rated attractions like Bahia Honda State Park, Florida Keys Beaches and Calusa Beach to explore. Check out this destination's wonders together and then return to the cosy comforts of your cottage rental.
Why should I book my holiday cottage with Vrbo?
Vrbo offers customer support from the moment you book until the end of your trip, so every aspect of your stay is hassle-free. Plus we think our cottage rentals are something pretty special — think amenity-packed pads ideal for families and charming options perfect for a romantic rendezvous. Book with us and you can also make use of flexible cancellation policies and benefits like payment and deposit protection.