Vacation rentals in Madeira Beach

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Top-rated vacation rentals in Madeira Beach

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Guest favorite
A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.
Houseboat in Madeira Beach
4.93 out of 5 average rating, 130 reviews

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 174 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favorite
The entrance to the bungalow is lined with a stone pathway and surrounded by tropical landscaping. Colorful plants and shrubs frame the orange exterior of the building, which features two doors leading to separate units. A sign indicates the name of the property.
Apartment in Madeira Beach
4.92 out of 5 average rating, 106 reviews

#3-Sea Turtle Bungalows@John's Pass 1B/1B

Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the beach.

Top guest favorite
The living area features a spacious couch and a flat-screen television, with a soft area rug anchoring the space. Floor-to-ceiling sliding glass doors provide sweeping ocean views and direct access to the private balcony, creating an inviting connection to the beach.
Apartment in Indian Shores
4.92 out of 5 average rating, 145 reviews

Ocean Front Condo!

A freshly remodeled beachfront condo with a coastal look. This stunning condo features modern coastal decor, with bright colors, beach-inspired accents, and panoramic views of the ocean. This wonderful condo has a private balcony allowing for the enjoyment of the sea breeze and stunning sunsets. The central location between Clearwater and St. Pete provides easy access to nearby restaurants, shops, and entertainment options, making it the perfect beachfront retreat for relaxation and leisure.

Top guest favorite
A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.
Cottage in Madeira Beach
4.92 out of 5 average rating, 145 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Top guest favorite
Apartment in Treasure Island
4.87 out of 5 average rating, 303 reviews

Treasure Island Beach Apartment #3

A great location, directly across Gulf Blvd from the 123 Street beach access, with Boca Ciega Bay behind. Your home is a ground floor, full sized one-bedroom apartment with all the amenities. The beach is the main attraction, along with plenty of activities to choose from, like fishing, swimming and sunning. Walk the beach or to restaurants and shopping at nearby John's Pass. Great live music most every night! Beautiful year round golf. Off street parking available for one vehicle.

Top guest favorite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Condo in Madeira Beach
4.99 out of 5 average rating, 219 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Guest favorite
An aerial view captures the coastline with soft, sandy beaches meeting vibrant turquoise waters. Nearby, a boat glides through the water, while the shoreline is lined with a mix of buildings and natural landscapes against the backdrop of a colorful sunset.
Condo in Madeira Beach
4.83 out of 5 average rating, 102 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!

Guest favorite
A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.
Apartment in Madeira Beach
4.89 out of 5 average rating, 187 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Pools are open and wifi works great! Completely Renovated and Beautiful!2 Bedroom 1 Bathroom Upstairs unit w/t Full Kitchen. This unit sleeps 6 people. Sorry No Pets Allowed. Each bedroom has a queen size bed and the sofa turns into a queen bed as well. Watch a Movie on the 70" TV in the Living Room or Play a Game on the PlayStation 4! Or Retreat to one of the 2 bedrooms each with a 55" TV. Full Kitchen includes Stove

Top guest favorite
A modern kitchen is showcased, featuring granite countertops and white cabinetry. New appliances are visible, including a stove and refrigerator. Two stools are placed at the counter. Soft blue walls and tile flooring enhance the overall appearance.
Apartment in Madeira Beach
4.94 out of 5 average rating, 263 reviews

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Guest favorite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 156 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Top guest favorite
Condo in Madeira Beach
4.99 out of 5 average rating, 103 reviews

Beach Front Madeira Beach

Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Popular amenities for Madeira Beach vacation rentals

When is the best time to visit Madeira Beach?

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Avg. priceﺩ.ﺇ661ﺩ.ﺇ823ﺩ.ﺇ959ﺩ.ﺇ793ﺩ.ﺇ723ﺩ.ﺇ723ﺩ.ﺇ720ﺩ.ﺇ635ﺩ.ﺇ613ﺩ.ﺇ624ﺩ.ﺇ643ﺩ.ﺇ679
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Frequently Asked Questions

  • What are the best places to stay in Madeira Beach?

    Stays along the waterfront or near John's Pass Village and Boardwalk are often suggested for easy beach and dining access. Look for accommodations with direct beach views or close proximity to local attractions.

  • What are the best things to do in Madeira Beach with kids?

    Families often explore Madeira Beach for swimming, shell collecting, and playing at local parks. The interactive shops and attractions at John's Pass Village and Boardwalk are popular with children, as are family-friendly boat tours.

  • What are some of the best things to do in Madeira Beach?

    Stroll the sandy shoreline, visit John's Pass Village and Boardwalk for shopping and dining, and try water activities like paddleboarding or fishing charters. Local markets and sunset cruises are also frequently suggested.

  • How is the weather in Madeira Beach?

    Madeira Beach has mild winters with temperatures around 53 to 71°F (12 to 22°C), and hot, humid summers near 75 to 91°F (24 to 33°C) with frequent afternoon showers. Breezy evenings are common near the Gulf shore.

  • When is the best time to visit Madeira Beach?

    Late fall through spring is often recommended for moderate temperatures and lower humidity, with highs ranging from about 65 to 83°F (18 to 28°C). Summer brings warm weather and afternoon showers, which are common in tropical Florida.

  • What are the best places to visit in Madeira Beach?

    Explore John's Pass Village and Boardwalk, which has local shops and waterfront dining, relax on Madeira Beach itself, and visit nearby parks for fishing or picnicking. The area also has spots for boat tours and water sports.

  • What are some hiking trails in Madeira Beach?

    Walking paths in local parks and natural areas provide gentle trails for beachside strolls and birdwatching. For longer hikes, explore nearby preserves or botanical gardens, which are frequently suggested for nature enthusiasts.

  • What are some family activities we can do in Madeira Beach?

    Enjoy beach games, build sandcastles, and spot dolphins from the shore. John's Pass Village and Boardwalk has kid-friendly boat tours, ice cream shops, and interactive exhibits to engage children and adults alike.

  • What are some of the best day trip ideas from Madeira Beach?

    Explore the vibrant arts scene and waterfront promenades around St. Petersburg, discover historic neighborhoods in Tampa, or visit nature preserves and botanical gardens in the region. These destinations are frequently suggested for a broader Florida experience.

  • Are there any pet friendly accommodations available in Madeira Beach?

    Madeira Beach has a variety of pet-friendly vacation rentals, so many travelers can find spaces that welcome their dogs or cats. Look for rentals near parks or green spaces for easy outdoor access with your pet.

  • What are some local tips for visiting Madeira Beach?

    Arrive early for beach parking during weekends, pack sun protection, and explore local seafood spots for fresh catches. Many visitors find sunset walks along the shore a relaxing way to end the day.

  • What is Madeira Beach known for?

    Madeira Beach is known for its sandy Gulf shoreline, vibrant seafood scene, and local character at John's Pass Village and Boardwalk. The area is frequently associated with fishing, water sports, and relaxed Florida atmosphere.

  • What are the best hidden gems to explore in Madeira Beach?

    Discover tucked-away beach access points, small local seafood stands, and quieter parks for birdwatching or sunset views. Some travelers enjoy exploring art galleries and boutique shops just off the main waterfront.

  • What are the best foods to try in Madeira Beach?

    Madeira Beach has fresh Gulf seafood, especially grouper sandwiches, shrimp, and oysters, alongside classic Florida key lime pie for dessert. Many local restaurants also serve casual American fare and tropical cocktails.

  • What should I bring for a trip to Madeira Beach?

    Bring sunscreen, lightweight clothing, a hat, and comfortable footwear for strolling the beach. A reusable water bottle and beach gear—such as towels and swimwear—are helpful for making the most of your visit.

  • What is the nightlife in Madeira Beach like?

    Madeira Beach has laid-back bars, beachfront grills, and casual live music venues concentrated around John's Pass Village and Boardwalk. Many spots feature open-air seating, fresh seafood, and opportunities to mingle with locals and travelers.

  • What are the most popular events or festivals in Madeira Beach?

    Madeira Beach hosts annual seafood festivals, holiday boat parades, and art fairs that draw locals and visitors. Events along the coast are often recommended for their live music, regional flavors, and community atmosphere.

  • Are there family friendly vacation rentals in Madeira Beach?

    Many vacation rentals in Madeira Beach are designed for families, with amenities like kitchens, multi-bedroom layouts, and proximity to beaches. Staying near local parks or the waterfront can add convenient recreation options for all ages.

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.

What are the 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.

Quick stats about vacation rentals in Madeira Beach

  • Total vacation rentals

    Explore 1,460 vacation rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 45,280 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,080 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    1,230 properties feature pools

  • Rentals with dedicated workspaces

    960 properties have a dedicated workspace

  • Wi-Fi availability

    1,440 of Madeira Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madeira Beach rentals

  • 4.7 Average rating

    Madeira Beach stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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  2. United States
  3. Florida
  4. Pinellas County
  5. Madeira Beach