Madeira Beach cottage rentals

Pick one of our 151 cottage rentals and start organizing your Madeira Beach trip. Whether you’re staying in Williamsdale Square, Capri Isle, South Pinellas Community Council or another popular area, Vrbo’s cozy and charming cottages offer more room to move compared to a hotel.

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.

Join the crowds and consider booking your cottage rental in January. With temperatures that average between 57ºF (14ºC) and 66ºF (19ºC), 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.

Offering more than just a place to stay, our cottage rentals promise a cozy 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.

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 cozy 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.

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!

Booking your cottage rental with Vrbo means you’ll have the whole place to yourselves — your private oasis, without any interruptions or distractions from anybody else. Also, our One Key™ loyalty program lets you collect OneKeyCash™* and redeem it on eligible bookings on Vrbo, Expedia and Hotels.com. Plus, our flexible payment and cancellation policies give you the freedom to modify 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.