Madeira Beach Vacation Rentals

Compare 42 vacation rentals.
USA > Florida > Madeira Beach

Make Madeira Beach your next getaway

Home to year-round warm weather, world-renowned white sand beaches, and an eclectic seaside bazaar known as John’s Pass Village and Boardwalk, Madeira Beach is a hidden treasure on the western edge of Tampa Bay. From families and couples to seasonal residents and retirees, there's something for everyone in this oceanfront town and our Madeira Beach vacation rentals are the perfect home away from home for your next trip to the Sunshine State! 

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


Condo rentals

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House rentals

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Madeira Beach vacation rentals for every getaway

Dog-friendly Hot tub Internet
Sea Breeze 705
1 Bedroom | 1 Bath | Sleeps 4

Sea Breeze 705 - Madeira Beach, FL

$238 avg / night
Beach Place 1-404
2 Bedroom | 2 Bath | Sleeps 6

Beach Place 1-404 - Madeira Beach, FL

$324 avg / night
Madeira Bay 1 - 507
2 Bedroom | 2 Bath | Sleeps 6

Madeira Bay 1 - 507 - Madeira Beach, FL

$288 avg / night
Sugar Sands B
2 Bedroom | 1 Bath | Sleeps 6

Sugar Sands B - Madeira Beach, FL

$375 avg / night
Madeira Bay Resort 508
2 Bedroom | 2 Bath | Sleeps 8

Madeira Bay Resort 508 - Madeira Beach, FL

$272 avg / night

View 37 more homes

Recent Madeira Beach vacation rental reviews

Very roomy plenty of storage space beautiful views over the gulf
Ann W. | Sep 2023
This condo is very updated, beds & pillows were so comfortable. We had a perfect Mother Daughter get away.
Lori D. | Sep 2023
I've travelled the world on my company's dime and I'm accustomed to a certain level of comfort and luxe accommodations - this isn't the Ritz but it's quite comfortable and was well cleaned. The location cannot be compared - no one else rented the other units so my family had the entire site for 4 nights - it was splendid and relaxing! Pool and grounds are well kept , furnishings aren't new but do the job (we covered the sofa in beach towels as it really needs cleaned. The bed is comfy, lots of extra pillows. A few ants but nothing annoying. They provided everything but the clothes soap to wash your beach towels. Kayaks, great lounge chairs, beach seats - everything in good order. I'll be back for certain as this is a little slice of heaven on Mad Beach!
MARJORIE S. | Sep 2023
Madeira Beach vacation rental FAQ

Yes, 110 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. 462 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.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Things to Do in Madeira Beach, FL

The area’s main draw are its white sand beaches that slope gently into the aquamarine waters of the Gulf of Mexico. With beautiful shoreline and tropical breezes, the beach at Madeira Beach will lull any beachgoer into a deep state of relaxation!

Looking for an adrenaline rush? Stop by one of the adventure outfitters on the boardwalk, like Eagle Parasailing or Dolphin Quest, and sign up your whole family for a thrilling day of flying high above the Gulf attached to a parachute or viewing native wildlife on the Intercoastal Waterway.

Guests of all ages and interests will love spending time at John's Pass Village and Boardwalk. From low-key dining options to charming souvenir shops to businesses providing tours of the Gulf and its plentiful wildlife, this half-mile shopping center on the south end of Madeira Beach offers a fun-filled day of sampling the local scene.

Kids (and those young at heart) will love hunting for the perfect souvenir to remind them of the beach in shops like Fun N Sun or Beach Fun and Games. After a long day soaking up the sun, the adults of the group will appreciate having some tropical cocktails and fresh seafood at laid-back restaurants like Bamboo Beach Bar & Grill or Sculley’s.

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 -  it's 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. 

Photo credit: Claudia Brauer via Flickr