Madeira Beach beach vacation rentals

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Popular amenities for Madeira Beach vacation rentals

Stay near Madeira Beach's top sights

John's Pass276 locals recommend
Johns Pass473 locals recommend
Madeira Beach Yacht Club3 locals recommend
VIP Lounge & Mexican Restaurant150 locals recommend
Middle Grounds Grill145 locals recommend
Frog Pond110 locals recommend

Vacation rentals in Madeira Beach

Guest favorite
Home in Indian Rocks Beach
4.96 out of 5 average rating, 45 reviews

Rita's Cottage by the Beach - Steps to Ocean!

CarlosRating, 5 stars9 months ago
We stayed for a week at Rita’s place and admired the quiet neighborhood, spacious backyard, well-equipped kitchen and closeness to the beach. The dining area was a cozy place where our family gathered to enjoy morning coffee sunbathing in the rising sun. Entire house is beach theme decorated which created a true feeling on being in vacation. We were greatful for beach chairs, wagon, umbrella. The place was perfect for our dog. The neighborhood was quiet and family friendly. We created memories in this place that our kids will cherish throughout their lives!
Superhost
Condo in Indian Shores
4.67 out of 5 average rating, 36 reviews

SPECTACULAR VIEW 3 bdm condo RIGHT ON the beach

ShanaRating, 5 stars17 months ago
The view was fantastic. It was quiet and close to anywhere we needed or wanted.
Guest favorite
Apartment in Indian Rocks Beach
4.8 out of 5 average rating, 274 reviews

Enjoy brand new vacation 2/2 condo & water park!

TylerRating, 5 stars2 days ago
Everything you read in the description is spot on. Honestly it was even BETTER than the description. Super clean and easy to communicate. The water park (usually $30 per per son day but INCLUDED in your stay) was a blast and the on site restaurant was terrific. The beach was literally a 6 minute walk. They also supplied everything you need for the beach. The room itself was great in that you had everything you would need for the week. Other bonus was the washer/dryer in the room. We give this host a space a 10/10!!! Highly recommend and would go again and again.
Superhost
Hotel room in Clearwater Beach
4.72 out of 5 average rating, 240 reviews

Bay Apartment 3

MeaganRating, 5 stars5 days ago
Great place to crash for a few nights to enjoy the beach!
Guest favorite
Villa in Tampa
5 out of 5 average rating, 27 reviews

(BAYC) Heated Pool Villa. Boat rental available

GiftyRating, 5 stars3 weeks ago
Thank you for the stay. It made our weekend wonderful. Our kids loved the pool and game room.
Superhost
Apartment in Largo
4.78 out of 5 average rating, 281 reviews

Mini-Golf 2/1 with Heated pool.

BetsyRating, 5 stars1 month ago
The place is as described. Pool area was fantastic. Could use more silverware. Close to the beach. restaurants and stores.
Superhost
Vacation home in Indian Rocks Beach
4.85 out of 5 average rating, 48 reviews

Brand new vacation rental one block from the beach

JoshuaRating, 5 stars2 weeks ago
This is a great stay. Overall I’d recommend. Pros: - quick walk to the beach and restaurants. - game room downstairs is fun. Our kids loved it and it entertained them endlessly - clean. Beds, bathroom, everything inside the house feels clean - owner’s father Giuseppe. He lives next door and is very friendly, helpful when we needed things fixed, and he brought over fun stuff for the kids. Just a friendly presence. Also, he did our laundry every day we were there. - owner is responsive to any questions. Cons: - washer/dryer was broken for us. However, Giuseppe offered to do it for us daily and we took him up on it. - Neighborhood is still recovering from the hurricane. Didn’t bother us but there are still some abandoned homes, and homes in disrepair across the street and as you walk around.
Top guest favorite
Cottage in Pass-a-Grille Beach
4.97 out of 5 average rating, 145 reviews

Pass-a-Grille Historic Cottage Unit 2

AmyRating, 5 stars2 days ago
My husband and I spent 3 nights here and loved it. So charming! The cottage is lovely, well-maintained, clean and cozy. It’s in a fabulous location. The best street in the Pass-A-Grille area. Great areas to sit in front and behind the house. Picturesque setting.🌴🌴🌴 It is a 3 minute walk to the beach and nestled at the end of a quaint street with a few cute shops, an adorable little art shop, 3 restaurants, an old school bar and a coffee/ice cream shop. Can’t recommend highly enough. And the owner was very quick to respond to questions I had prior to my arrival. Don’t hesitate to book here. You will be very happy! P.S. There is a fun restaurant and bar called Paradise Grille five minutes from the house right on the beach. Open at 7 AM for breakfast and remains open until 30 minutes after sunset. Also, you can rent lounge chairs and umbrellas just past the restaurant. You’ll also find beach chairs in the shed in the backyard of the home.

Other great vacation rentals in Madeira Beach

Top guest favorite
Home in Palma Ceia
4.97 out of 5 average rating, 31 reviews

SouthTampa-Family&Group Oasis-3K bd, private pool

ChristopherRating, 5 stars1 month ago
Great house in a wonderful neighborhood. Recommend for families looking to check out a game or do any of the wonderful things available to do in Tampa!
Guest favorite
Cottage in Indian Rocks Beach
4.9 out of 5 average rating, 287 reviews

Vintage Florida Beach Cottage B

JenniferRating, 5 stars4 days ago
This place was exactly what the description states. It was very clean and great location if you want to be just a little off the main road. Would definitely stay again.
Guest favorite
Home in Tampa
4.9 out of 5 average rating, 10 reviews

Bring your family and friends to our luxury airbnb

AprilRating, 5 stars2 weeks ago
I was in town celebrating my 45th birthday with family, and this home was the perfect accommodation. We enjoyed the jacuzzi and pool the most! The home was clean, warm and inviting. Our host Leon was quickly responsive and extremely accommodating...he was able to grant us a last minute late check out, which we greatly appreciated. We'd definitely stay again if we ever find ourselves back in Tampa.
Top guest favorite
Condo in Redington Beach
4.91 out of 5 average rating, 173 reviews

2min walk to the beach/pool, BBQ/great area, RO110

AilishRating, 5 stars7 months ago
We’ve stayed here the last few vacations and as always, the place never disappoints. Great location with all beach amenities you could possibly need. We unfortunately needed to evacuate from Hurricane Helene and John was gracious and concerned for our safety. The town of Redington is a family and we’re praying for their safety and quick turn around to their paradise again.
Guest favorite
Home in Tampa
4.9 out of 5 average rating, 105 reviews

Luxury Home centrally located in Tampa Bay!

JudithRating, 5 stars2 weeks ago
We all loved the house! It was clean, ample parking in the driveway, close to where we needed to be and the host was very attentive to all of our questions. We would definitely recommend the rental and even use it in the future!
Top guest favorite
Condo in Indian Shores
5 out of 5 average rating, 27 reviews

Amazing views & steps to beach 2B-2Bath-Pool 333

CarlosRating, 5 stars4 months ago
We had a great trip. The location was perfect with a nice view of the intercostal channel and an easy 5 min walk to the beach access. Quiet and peaceful for this time of the year and just what we were looking for. The apartment was big enough for the 4 of us, comfortable bedrooms and spacious living room. Our host was friendly, quick to respond and accommodating. We would certainly like to return and rent back from her. 10 and of 10
Superhost
Townhouse in North Hyde Park
4.87 out of 5 average rating, 23 reviews

Lux 4BR/3BA Retreat | Pool, Pets OK, Downtown

GregRating, 5 stars3 weeks ago
Beautiful home! If we ever need to rent an AirBnB in the Ybor area again, we will 100% book this property. Thanks Gabriel!
Guest favorite
Condo in Madeira Beach
4.88 out of 5 average rating, 164 reviews

Awesome Madeira Beach Location Close To It all!!!

BrandonRating, 5 stars7 months ago
Stayed for a weekend and everything was perfect! The location is amazing, right next to John’s pass and Madeira Beach. Nice little condo complex, quiet and safe neighborhood. Everything was as described inside. Would go back again, very happy with our stay.

Quick stats about vacation rentals in Madeira Beach

  • Total rentals

    1.3K properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    36K reviews

  • Family-friendly rentals

    840 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    950 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

  • 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 $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there hotel rentals with a dedicated workspace in Madeira Beach?

    Yes! Work meets play with ease at over 10 hotel rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly hotel rentals in Madeira Beach?

    Four-legged friends are welcome in Madeira Beach. Choose from more than 10 hotel rentals for guests traveling with pets.

  • 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.

  • 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 hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 hotel rentals with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Madeira Beach have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • 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, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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