Madeira Beach beach vacation rentals

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Popular amenities for Madeira Beach vacation rentals

Stay near Madeira Beach's top sights

John's Pass276 locals recommend
Johns Pass473 locals recommend
Madeira Beach Access18 locals recommend
Madeira Beach Yacht Club3 locals recommend
VIP Lounge & Mexican Restaurant150 locals recommend
Middle Grounds Grill145 locals recommend

Quick stats about vacation rentals in Madeira Beach

  • Total rentals

    1.4K properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    40K reviews

  • Family-friendly rentals

    990 properties are a good fit for families

  • Pet-friendly rentals

    230 properties allow pets

  • Rentals with a pool

    1.1K properties have a pool

Your guide to Madeira Beach

All About Madeira Beach

The warm, breezy conditions off the coast of Madeira Beach draw in parasailing enthusiasts from near and far. Life here revolves around the water, with marinas teeming with boats of all shapes and sizes and locals heading off into the Gulf of Mexico for a leisurely day of fishing. This buzzing city midway down Florida’s west coast is home to soft white sands, an abundance of golf courses, and galleries showcasing local maritime-inspired artwork. Hop on the vintage-style Jolley Trolley to nearby John’s Pass Boardwalk for a stroll among its colorful surf shops.

Waterfront eateries serve up fresh local seafood, and live music performances add to the laid-back vibe. The fun carries on after dark, with tiki bars providing plenty of places to sip beverages with views of the Intracoastal Waterway. At just two miles wide, Madeira Beach combines easy access to the performing arts centers and museums of Tampa, the dense mangroves of Fort De Soto Park, and the crystal waters on its doorstep.


The best time to stay in a vacation rental in Madeira Beach

The best time to visit Madeira Beach rentals is from October until March, when temperatures are pleasant, remaining in the 80s Fahrenheit, and there is limited rainfall. Summer in Madeira Beach draws lots of people to the beach, but conditions can be quite humid. The area’s biggest event is the annual John’s Pass Seafood Festival in January, which has been going for more than 40 years. Nearby Clearwater hosts a jazz fest in October. Every March, Clearwater hosts car races in the streets of St. Petersburg and Palm Harbor. You can rent go-karts and try racing through the streets on a professional racecourse. April brings a blues festival in nearby St. Petersburg, which also hosts Pride Fest, Florida’s largest LGBTQ celebration, in June.


Top things to do in Madeira Beach

Clearwater Beach

Ideally situated on the Gulf of Mexico, Clearwater Beach offers sun, a mild climate, soft, white sand, and a laid-back vibe. You can go jet-skiing, parasailing, and stand-up paddleboarding in its calm waters. The winding beachfront promenade is perfect for biking and rollerblading and is lined with casual seafood restaurants and cafés. Additionally, every night at sunset, Pier 60 hosts a festival with street performers and craft vendors.

Spring Training

Late winter and early spring offer baseball fans the prized opportunity to visit some well-known teams holding their spring training in the area. Two teams from the northern states and one from Canada all train within minutes of Madeira Beach. Baseball’s regular season runs from March to October.

Fort De Soto Park

Fort De Soto Park comprises five interconnected islands, or keys, and more than 1,000 acres to explore in the Florida sunshine. With abundant beach plants, mangroves, wetlands, palm hammocks, hardwoods, and a variety of native plants, the park plays an important role in protecting and preserving the region’s natural environment.

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Madeira Beach?

    Four-legged friends are welcome in Madeira Beach. Choose from more than 230 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Madeira Beach?

    Yes! Work meets play with ease at over 750 vacation rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Madeira Beach vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,100 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Madeira Beach?

    Madeira Beach has more than 160 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Madeira Beach have free parking?

    Absolutely! We offer over 210 apartment rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Madeira Beach have a gym?

    Absolutely! We offer over 220 condo rentals with a gym in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Madeira Beach have a bbq area?

    Absolutely! We offer over 20 hotel rentals with a bbq area in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in serviced apartment rentals in Madeira Beach?

    Experience the best of Madeira Beach with our serviced apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Madeira Beach have self check-in?

    Absolutely! We offer over 180 condo rentals with self check-in in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Madeira Beach?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 40 homes with free parking, over 10 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Madeira Beach