Vacation rentals in Madeira Beach
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Madeira Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madeira Beach vacation rentals
Other great vacation rentals in Madeira Beach
Condo in Madeira Beach
4.87 out of 5 average rating, 180 reviewsFall is best time of the year to be on the beach!
Dec 22 – 29
Condo in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
Dec 13 – 20
Vacation home in Madeira Beach
4.95 out of 5 average rating, 37 reviewsCozy beach-town home
Jul 1 – 8
Apartment in Madeira Beach
4.86 out of 5 average rating, 14 reviewsSunshine & Stars @Madeira Beach Yacht Club Condo
Oct 3 – 10
Condo in Madeira Beach
4.95 out of 5 average rating, 60 reviewsEntire Condominium at Madeira Beach Yacht Club
Nov 5 – 12
Apartment in Madeira Beach
4.91 out of 5 average rating, 87 reviewsMadeira Bonita #1
Nov 3 – 10
Condo in Madeira Beach
4.88 out of 5 average rating, 76 reviewsPool-front cottage, steps from the beach
Oct 6 – 13
Apartment in Madeira Beach
4.97 out of 5 average rating, 38 reviewsMad Bch Sunnyside Condo*Remaining APRIL*$119 PN !
May 9 – 16
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 townhouse rentals in Madeira Beach have free parking?
Absolutely! We offer over 10 townhouse 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 serviced apartment rentals in Madeira Beach have a gym?
Absolutely! We offer over 30 serviced apartment rentals with a gym in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Madeira Beach have a bbq area?
Absolutely! We offer over 100 house 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 house rentals in Madeira Beach?
Experience the best of Madeira Beach with our house rentals, starting at about $70 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 210 condo 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 Condo Rentals in Madeira Beach?
Enhance your stay in our Condo Rentals with the most popular amenities: over 210 homes with self check-in, over 310 homes with a bbq area, over 740 homes with free parking, over 170 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Sarasota Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Naples Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Rentals with a fire pit Madeira Beach
- Rentals with a fireplace Madeira Beach
- Kid-friendly rentals Madeira Beach
- Beach condo rentals Madeira Beach
- Rentals with a hot tub Madeira Beach
- House rentals Madeira Beach
- Rentals with pools Madeira Beach
- Beachfront rentals Madeira Beach
- Apartment rentals Madeira Beach
- Rentals with outdoor seating Madeira Beach
- Rentals with a sauna Madeira Beach
- Rentals with beach access Madeira Beach
- Cottage rentals Madeira Beach
- Rentals with an EV charger Madeira Beach
- Monthly Rentals Madeira Beach
- Fitness-friendly rentals Madeira Beach
- Pet-friendly rentals Madeira Beach
- Family-friendly rentals Madeira Beach
- Rentals with a washer and dryer Madeira Beach
- Beach house rentals Madeira Beach
- Condo rentals Madeira Beach
- Hotel rentals Madeira Beach
- Rentals with a patio Madeira Beach
- Waterfront rentals Madeira Beach
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom