Vacation rentals in Madeira Beach

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Top-rated vacation rentals in Madeira Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Madeira Beach
Mad Bch Paradise Studio*APR AVAIL*$119 PN !
*MB Paradise Studio is equipped with everything needed for a great beach getaway. There is a comfy QUEEN bed, table w/2 stools, dresser, sitting area for 2, full fridge/freezer, microwave, elec fry pan, all utensils, dishes, glassware. All paper products, hand sanitizer, dishsoap,, garb bags, body wash, shampoo, conditioner. Smart flatscreen TV. All Beach Gear ! We also co-host MB OASIS & SUNSET STUDIOS and MB TROPICAL CONDO (2BR,SLEEPS 6) & TROPICAL CONDO II (1 BR,SLEEPS 4) all same location...
$109 per night
4.94 out of 5 average rating, 403 reviews
Superhost
Bungalow in Madeira Beach
Cozy vintage beach cottage steps to the sand
This is a 1950's beach bungalow. It is original and charming and has beach decor, hardwood floors, and vintage tile. Comfortable and cozy. Beds are great! Beach is less than 100 steps away then walk to the North on the beach for 2 miles of five-million-dollar homes, piers and sunsets to die for! Great shell collecting. Close to John's Pass, St. Pete Beach, Clearwater, Pass-a-Grille, Madeira, St Petersburg, Tampa. Only 20 minutes to St Pete/Clearwater airport. 45 min. to Tampa International
Sep 19 – 26
$126 per night
4.81 out of 5 average rating, 232 reviews
Guest favorite
Condo in Redington Beach
SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Great beach living with lush views, a heated pool & a low-key atmosphere. Access to the Gulf of Mexico is across the street. This CLEAN studio has a full kitchen, a queen bed, WiFi & TV, plus a sleeper sofa. This is great HOLIDAY living. Dine outdoors on the balcony overlooking the courtyard. EnJOY the recreation park next door, with views, a workout station, and a picnic area. Parking is onsite. Close to St. Pete, Clearwater, & St. John's Pass. We provide multiple amenities so you can RELAX!
Sep 2 – 9
$79 per night
4.89 out of 5 average rating, 148 reviews

Popular amenities for Madeira Beach vacation rentals

Stay near Madeira Beach's top sights

John's Pass276 locals recommend
Hubbard's Marina52 locals recommend
Madeira Beach Access18 locals recommend
Archibald Beach Park (The Hammocks)23 locals recommend
The Pirate Ship Royal Conquest33 locals recommend
Albert Whitted Park7 locals recommend

Other great vacation rentals in Madeira Beach

Guest favorite
Condo in Redington Beach
2min walk to the beach/pool, BBQ/great area, RO110
Aug 26 – Sep 2
$99 per night
4.9 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Madeira Beach
Monthly Discount! Updated Madeira Beach outpost!
Apr 14 – 21
$140 per night
4.8 out of 5 average rating, 146 reviews
Guest favorite
Vacation home in Madeira Beach
Cozy beach-town home
Sep 2 – 9
$104 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Condo in Madeira Beach
Walk to Everything - Madeira Beach Yacht Club
Sep 13 – 20
$115 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Apartment in Madeira Beach
Madeira Bonita #1
Aug 21 – 28
$114 per night
4.91 out of 5 average rating, 86 reviews
Superhost
Cottage in Madeira Beach
Beach cottage, 30 second walk to the sand !
Aug 17 – 24
$118 per night
4.79 out of 5 average rating, 24 reviews
Guest favorite
Condo in Madeira Beach
Pool-front cottage, steps from the beach
Jun 28 – Jul 5
$134 per night
4.88 out of 5 average rating, 76 reviews
Guest favorite
Condo in Madeira Beach
Mad Bch Oasis Studio*REMAINING APRIL*$119 PN !
Aug 2 – 9
$119 per night
4.92 out of 5 average rating, 98 reviews
Guest favorite
Condo in Madeira Beach
❀Magnolia Casa❀Perfect Oasis to Relax!
Jun 24 – Jul 1
$142 per night
4.98 out of 5 average rating, 51 reviews
Guest favorite
Condo in Madeira Beach
Entire Condominium at Madeira Beach Yacht Club
Jul 19 – 26
$122 per night
4.96 out of 5 average rating, 57 reviews
Guest favorite
Condo in Redington Beach
By The Beach Couples Retreat-StepsFromSand! Ro205
Oct 29 – Nov 5
$85 per night
4.9 out of 5 average rating, 83 reviews
Guest favorite
Apartment in Madeira Beach
Beautiful Couples Retreat
Sep 25 – Oct 2
$120 per night
4.9 out of 5 average rating, 40 reviews

Quick stats about vacation rentals in Madeira Beach

Total rentals

1.3K properties

Rentals with dedicated workspaces

570 properties have a dedicated workspace

Rentals with a pool

960 properties have a pool

Pet-friendly rentals

230 properties allow pets

Family-friendly rentals

880 properties are a good fit for families

Total number of reviews

38K 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 880 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 730 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 230 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 apartment rentals in Madeira Beach have a bbq area?

    Absolutely! We offer over 60 apartment 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 570 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 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 960 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 House Rentals in Madeira Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with self check-in, over 160 homes with free parking, over 100 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