
Vacation rentals in Madeira Beach
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Top-rated vacation rentals in Madeira Beach
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Popular amenities for Madeira Beach vacation rentals
Madeira Beach beach vacation rentals

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Relax in a Newly Renovated Beach Front Paradise

Tropical Beachfront Penthouse-Beach Cottages

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

2/2 Newly remodeled Beach Front - Sunset Vistas

Indian Shores Gulf Front Rental

Villa Madeira
Other great vacation rentals in Madeira Beach

Modern Coastal Retreat

Casita near Madeira Beach

Beautiful Couples Retreat

Beachfront Ocean View! Large Family Friendly Condo

Oceanfront 3/2 with 180 degree view BOOK NOW!

White Sand Beachfront Condo with Stunning Sunsets

Private Beachfront, Live Music & Restaurants #507

Kamp Komfort Historic Family Beach House
Quick stats about vacation rentals in Madeira Beach
Total rentals
1.3K properties
Nightly prices starting at
R521 ZAR before taxes and fees
Total number of reviews
39K reviews
Family-friendly rentals
900 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
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 family-friendly townhouse rentals in Madeira Beach?
Madeira Beach has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cottage rentals in Madeira Beach have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Madeira Beach?
Four-legged friends are welcome in Madeira Beach. Choose from more than 40 house rentals for guests traveling with pets.
Do apartment rentals in Madeira Beach have a kitchen?
Absolutely! We offer over 170 apartment rentals with a kitchen in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Madeira Beach?
Yes! Work meets play with ease at over 70 house 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 hotel rentals in Madeira Beach?
Experience the best of Madeira Beach with our hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do serviced apartment rentals in Madeira Beach have wifi?
Absolutely! We offer over 30 serviced apartment rentals with wifi in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Madeira Beach have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning 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 1,040 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 800 homes with free parking, over 810 homes with a kitchen, over 820 homes with air conditioning, over 820 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Crescent Beach
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Turtle Beach
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Honeymoon Island Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club