Madeira Beach cottages

We found 152 cottages — enter your dates for availability

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in Madeira Beach?
Pick one of our 152 cottage rentals and start organising your Madeira Beach trip. Whether you're staying in Williamsdale Square, Capri Isle, South Pinellas Community Council or another popular area, Vrbo's cosy and charming cottages offer more room to move compared to a hotel.
How much does it cost to stay in a cottage rental in Madeira Beach?
Check out our cottage rental listings in Madeira Beach for a general idea of costs. If you're wanting to save, try our "Discounts" filter. It'll reveal any cottages offering special deals, whether that's a monthly, weekly or new listing discount.
When is the best time to rent a cottage in Madeira Beach?
Join the crowds and consider booking your cottage rental in January. With temperatures that average between 14ºC (57ºF) and 19ºC (66ºF), this is the most popular time to visit Madeira Beach. If you prefer the quieter side of life, it's worth looking at the off-peak season. No matter when you choose to explore this part of Clearwater-St. Pete Beaches, our cottages will help make your getaway a memorable experience.
Where can I rent a Madeira Beach holiday cottage with great views?
Offering more than just a place to stay, our cottage rentals promise a cosy and comfortable retreat surrounded by the views you love. Whether that's natural scenes, bright city lights or something in between, use our filter tools to narrow your search for your ideal trip. Find cottages in Madeira Beach that feature patios so you can admire the picturesque scenery.
Does Madeira Beach have any lakeside cottages?
For a welcome change of scenery, it's tough to beat our lakeside cottage rentals. Use our "Location" filter and then click on "Lake" to see if you can find any cosy cottages that'll put you near the water in Madeira Beach. Spend your days being adventurous or just enjoy the awesome sunrises and sunsets shimmering across the lake.
What are the top things to do in Madeira Beach?
Salvador Dali Museum is one of the well-known attractions in Madeira Beach. Pick a cottage rental in this city and ensure you have plenty of time to stop by other highlights, including Tropicana Field and Fort De Soto Park. They're all family friendly!
Why should I book my holiday cottage with Vrbo?
With Vrbo you'll never have to share your cottage rental with strangers, whether you're looking for a rustic stay in the countryside or a fancy pad by the beach. Need more reasons to book with us? You can filter your search by amenities, total price and more to find a cottage rental that matches your exact needs. Also, our One Key™ rewards programme lets you earn and redeem OneKeyCash™* on eligible bookings made through Vrbo. Plus, our flexible cancellation policies and first-rate customer support also ensure a hassle-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.

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