Vacation rentals in Madeira Beach
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Top-rated vacation rentals in Madeira Beach
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Vacation rentals for every style
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Popular amenities for Madeira Beach vacation rentals
Other great vacation rentals in Madeira Beach
Vacation home in Madeira Beach
4.92 out of 5 average rating, 38 reviewsCozy beach-town home
Condo in Madeira Beach
5.0 out of 5 average rating, 50 reviewsElla's Paradise ~ Pool View Getaway for 2
Apartment in Madeira Beach
4.9 out of 5 average rating, 90 reviewsMadeira Bonita #1
Condo in Madeira Beach
4.97 out of 5 average rating, 37 reviewsSunny Water Views. Screened Lanai. Steps to Beach
Condo in Madeira Beach
4.92 out of 5 average rating, 61 reviewsA Paddle Lovers Beach Getaway! Bring your Dog!
Condo in Madeira Beach
4.95 out of 5 average rating, 62 reviewsEntire Condominium at Madeira Beach Yacht Club
Apartment in Madeira Beach
4.9 out of 5 average rating, 41 reviewsBeautiful Couples Retreat
Apartment in Madeira Beach
4.98 out of 5 average rating, 41 reviewsMad Bch Sunnyside Condo*MEM DAY WKND*$169 PN !
Quick stats about vacation rentals in Madeira Beach
Total rentals
1.4K properties
Rentals with dedicated workspaces
700 properties have a dedicated workspace
Rentals with a pool
1K properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
920 properties are a good fit for families
Total number of reviews
40K reviews
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 family-friendly vacation rentals in Madeira Beach?
Madeira Beach has more than 920 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Madeira Beach have free parking?
Absolutely! We offer over 740 condo rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Madeira Beach?
Four-legged friends are welcome in Madeira Beach. Choose from more than 250 vacation rentals for guests traveling with pets.
Do condo rentals in Madeira Beach have a gym?
Absolutely! We offer over 170 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.
Are there vacation rentals with a dedicated workspace in Madeira Beach?
Yes! Work meets play with ease at over 700 vacation rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Madeira Beach?
Experience the best of Madeira Beach with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Madeira Beach have self check-in?
Absolutely! We offer over 10 hotel rentals with self check-in in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Are there Madeira Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 1,010 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!
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 20 homes with a bbq area, over 10 homes with self check-in, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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