
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

"Jewel At The Shores" Gulf Front, sleeps 5

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

The Seascape Premier Beachfront Cottage-Gulf View

Beach Bungalow -Step in to the Sand! Indian Shores

SolMate 2/2, boat slip, kayaks, beach, HGTV

Beachfront in Pass-A-Grille w/ 2 bikes & 1 board
Pet-friendly vacation rentals in Madeira Beach

Suite w/ Private Entrance

♥ BEACH CONDO ♥ NEW ♥ SLEEPS 10 ♥ 3 BD 2.5 BA ♥ U4

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Charming Studio | Outdoor Kitchen | Free Parking

Beach Side STEPS TO BEACH!

Waterside Studio in the heart of TI, walk to beach

Beach Vacation Dream Pool Home-5 Mins to Beach

𖤓Updated Stilt home: just steps to the beach!𖤓
Other great vacation rentals in Madeira Beach

WOW! What a view!

Updated Beachfront Condo, Pool, walk to Johns Pass

Oceanfront Luxury paradise

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

Beachfront Madeira Norte | Gulf front | Pool

Beachfront Condo. Gulf View Balcony. The Shores

Luxury Apartment & Heater Pool and Balcony view

40ft Floating Bungalow with Resort Perks
Quick stats about vacation rentals in Madeira Beach
Total rentals
1.2K properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
37K reviews
Family-friendly rentals
870 properties are a good fit for families
Pet-friendly rentals
160 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 pet-friendly vacation rentals in Madeira Beach?
Four-legged friends are welcome in Madeira Beach. Choose from more than 170 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 840 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 1,040 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly condo rentals in Madeira Beach?
Madeira Beach has more than 620 family-friendly condo rentals. 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.
Do house rentals in Madeira Beach have a kitchen?
Absolutely! We offer over 150 house rentals with a kitchen in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Madeira Beach?
Experience the best of Madeira Beach with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Madeira Beach have wifi?
Absolutely! We offer over 10 cottage 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.
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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club