Madeira Beach Vacation Rentals

Compare 37 vacation rentals.
USA > Florida > Madeira Beach

Make Madeira Beach your next getaway

White sand beaches, family-friendly activities, and city attractions await with every Madeira Beach vacation rental. Feel your muscles relax and your stress slip away in every sea breeze as you spend time with loved ones. With access to the Gulf of Mexico and nearby St. Petersburg, you can laze in the sand, kick up the fun with water sports, or grab a taste of the art and dining scene in the city.

Explore Madeira Beach condo rentals, house rentals, townhouses, and more

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Condo rentals

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House rentals

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Townhouses

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Popular amenities for Madeira Beach vacation rentals

Popular
Dog-friendly Hot tub Internet
Arie Dam 401
2 Bedroom | 2 Bath | Sleeps 6

Arie Dam 401 - Madeira Beach, FL

$333 avg / night
4.65 (23)
Sugar Sands B
2 Bedroom | 1 Bath | Sleeps 6

Sugar Sands B - Madeira Beach, FL

$371 avg / night
4.36 (55)
Sugar Sands A
1 Bedroom | 1 Bath | Sleeps 4

Sugar Sands A - Madeira Beach, FL

$281 avg / night
4.3 (54)
Arie Dam 402
2 Bedroom | 2 Bath | Sleeps 4

Arie Dam 402 - Madeira Beach, FL

$323 avg / night
4.65 (49)
Arie Dam 403
2 Bedroom | 2 Bath | Sleeps 6

Arie Dam 403 - Madeira Beach, FL

$343 avg / night
4.27 (48)

View 32 more homes

Recent Madeira Beach guest reviews

The place is beautiful. The view from the condo is spectacular. Parking is great! The town is recovering, but most business was still close. The pool was not opened the entire stay although it was communicated that it would open 5-7 days before our arrival. We were told 80% of business would be opened to learn that most are still closed, especially those of John Pass village. Fort de solo, treasure island, paradise island, honeymoon island are still closed indefinitely to prepare. The beautiful sand of many beaches (from fort de Soto to Clearwater) was filled with pieces of broken glasses that we don’t feel it’s safe to walk barefoot or get in the water. We came about 4-6 weeks after Milton hurricane, so we expected that things are not normal. Our heart goes out to the locals. However, we were very disappointed since we checked several times before coming, and were not given the honest communication to prepare for our trip. If we knew, We’d plan for different outings rather than wasted our time and money to go to the places to find out they are closed until further noticed!
Kim h. | Nov 2024
What an amazing place to stay to enjoy the Florida beach!!!
Kristy S. | Nov 2024
Our stay was extremely comfortable. The owners were great to work with and very accommodating. The condo was very clean and the views are spectacular. Just an elevator down to the beach. Very convenient to John’s pass. I would highly recommend.
Ron D. | Oct 2024
Madeira Beach vacation rental FAQ

Yes, 71 of our Madeira Beach homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 344 of our Madeira Beach vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Madeira Beach vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Madeira Beach team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Madeira Beach, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
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Professional cleaning

Explore our Madeira Beach, FL, vacation rental

Grab a Madeira Beach condo rental and let your coastal retreat begin. Known for its pristine stretch of the Gulf of Mexico, Madeira Beach is a hidden treasure on the western edge of Tampa Bay, resting to the west of St. Petersburg. The oceanfront getaway offers year-round warm weather, world-renowned white sand beaches, and an eclectic seaside bazaar known as John’s Pass Village and Boardwalk—so you’ll have a full, fun vacation itinerary at your fingertips.

From families and couples to seasonal snowbird residents and retirees, there's something for everyone in this oceanfront town. Sightsee the beautiful coastal landscape by stand-up paddle board or kayak, bring your kids to the Alligator & Wildlife Discovery Center, or shop around John’s Pass Village & Boardwalk. Browse vacation homes and beach condo rentals by amenities that add to the fun like hot tubs, ocean views, beach access, swimming pools and heated pools, and pet-friendly stays.

Things to Do in Madeira Beach, FL

The area’s main draw is its white sand beaches that slope gently into the aquamarine waters of the Gulf of Mexico. With a beautiful shoreline and tropical sea breezes, the beach at Madeira Beach will lull any beachgoer into a deep state of relaxation. Beyond a dip in the gentle waves, there are so many ways to enjoy Madeira Beach.

Day Trips from Madeira Beach, FL

Although the town itself is a quaint and quiet beach community, our Madeira Beach vacation rentals offer quick and easy access to the bustling and action-orientated activities of nearby Tampa. Enjoy the best of both worlds when you stay here! 

Load the kids in the car and drive 38 miles east for a fun family outing to Busch Gardens. They’ll love learning about exotic animals in exhibits like the Edge of Africa and Jambo Junction and zipping down roller coasters and other rides in this sprawling amusement park. 

Local sporting events in professional hockey, football, and baseball are also conveniently close—just a 30-mile drive east to Tampa or south to St. Petersburg. The sports fans in your group can cheer on the Tampa Bay Rays MLB team at a home game in Tropicana Field Stadium or watch a puck fly by at Amalie Arena, home to the Tampa Bay Lightning NHL team. If you come in the fall, make sure to include a stop at the Raymond James Stadium for a home game of the NFL’s Tampa Bay Buccaneers. 

However you choose to fill your days and wherever you may roam, our Madeira Beach vacation rentals are the perfect place for beachside relaxation, adventure, and so much more. Book your trip today for the ultimate beachfront getaway on Florida’s Gulf Coast.