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Madeira Beach vacation rentals

We found 9,199 vacation rentals — enter your dates for availability

Select from 51 houses, 304 condos, and other vacation rentals to find the perfect place for your stay in Madeira Beach. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a garden and pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Madeira Beach

Showing deals for:May 29 - Jun 5

Image gallery for WOW…..beaches just 2 miles away, heated pool, hot tub and room for boat or RV.

Pool
9.4 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)

WOW…..beaches just 2 miles away, heated pool, hot tub and room for boat or RV.

Seminole

10% off
Price is CA $757
CA $6,965 total
includes taxes & fees
WOW…..beaches just 2 miles away, heated pool, hot tub and room for boat or RV.

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Find out more about Madeira Beach

Why visit Madeira Beach

  • Beautiful Beaches: Enjoy the stunning shoreline of Madeira Beach and nearby Clearwater Beach, perfect for sunbathing and water activities.
  • Cultural Experiences: Explore vibrant local art museums and engage with the rich culture of the area.
  • Family-Friendly Activities: Discover a variety of excursions and attractions suitable for visitors of all ages.
  • Charming Accommodations: Choose from stylish condos and cozy rentals that offer beachfront views and resort amenities.
  • Warm Hospitality: Experience the friendly atmosphere and welcoming community that makes Madeira Beach feel like home.

Popular types of accommodation in Madeira Beach

Planning a getaway to Madeira Beach? You're in for a treat. Discover a range of popular vacation rental options, including stylish condos, charming private homes, and comfortable apartments. Whether you prefer beachfront views, resort amenities, or a cozy villa, our Madeira Beach rentals offer the perfect home base for your adventure. Explore your options and find the ideal spot for your next Canadian escape.

  • Condos: The top choice for vacation rentals in Madeira Beach, offering a blend of comfort and convenience, ideal for families or groups.
  • Houses: A fantastic option for those seeking space and privacy, perfect for families or larger gatherings.
  • Apartments: A practical and cost-effective choice, ideal for couples or solo travellers wanting easy access to local attractions.
  • Cottages: These charming lodgings provide a quaint and cozy atmosphere, perfect for a romantic getaway.
  • Villas: Luxurious accommodations offering spacious living and often stunning views, ideal for an upscale stay.**

Top attractions near Madeira Beach

Madeira Beach offers a delightful vacation experience for families, business travellers, and city explorers alike. With its stunning beaches, vibrant art museums, and modern college atmosphere, there's something for everyone. Whether you're seeking cultural enrichment, outdoor adventures, or family-friendly activities, you'll find plenty to enjoy in and around this charming destination. Don't miss the opportunity to explore the beautiful Madeira Beach and its surrounding attractions.

  • Upham Beach: This serene beach, located 8.0km from Madeira Beach, offers a relaxing atmosphere with soft sands and gentle waves, perfect for sunbathing or beachcombing.
  • Salvador Dali Museum: Situated 16.1km away, this museum showcases the eccentric works of Dali, immersing visitors in a world of surrealism and culture through its stunning exhibitions.
  • Eckerd College: Just 14.5km from Madeira Beach, this modern college campus features beautiful gardens and waterfront views, providing a vibrant city vibe and a glimpse into academic life.

Things to do recommended for couples

Planning a romantic getaway in Madeira Beach? Enjoy a lively night at Jannus Live, indulge in luxury at Isla del Sol Beaches, or have fun together at Smugglers Cove Adventure Golf. Each experience offers unique vibes perfect for couples looking to create lasting memories.

Things to do recommended for families

During your family vacation in Madeira Beach, you can catch a game at Tropicana Field, enjoy thrilling rides at Splash Harbour Water Park, or relax at War Veteran Memorial Park. These activities offer a perfect blend of sports, adventure, and wellness for an unforgettable experience.

Things to do recommended for groups

Groups visiting Madeira Beach can explore the vibrant John's Pass Village & Boardwalk for shopping and entertainment, stroll along Corey Avenue for unique finds, and enjoy the outdoor scenery while hiking the Pinellas Trail, perfect for adventure seekers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Madeira Beach

When planning your trip, whether you're traveling with friends, family, pets, or looking for an extended stay, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips for you.

  • Traveling to Madeira Beach with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Madeira Beach with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with age-appropriate facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Madeira Beach: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Madeira Beach: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the ideal spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Madeira Beach

Madeira Beach, Florida, is a delightful vacation spot for families and couples alike, offering a friendly atmosphere and stunning scenery. Enjoy relaxing days on the beautiful beaches, including the nearby Clearwater Beach, known for its picturesque shorelines. Explore the vibrant local culture and indulge in various excursions that cater to both leisure and business travellers. With its charming neighbourhoods and warm hospitality, Madeira Beach promises an unforgettable experience for all visitors.

  • St. Pete Beach: Located a mere 8.0km from Madeira Beach, St. Pete Beach is a vibrant city known for its stunning coastline and family-friendly atmosphere. Here, visitors can indulge in a wide range of outdoor activities, whether it's lounging on the soft sands or enjoying water sports. The area boasts an array of resorts and shopping centres, making it a perfect spot for both relaxation and retail therapy. Don’t miss the local beaches, which are ideal for families seeking fun in the sun, as well as the charming neighbourhood vibe that enhances the overall experience.
  • St. Petersburg - Clearwater: As a bustling metropolis that encompasses Madeira Beach, the St. Petersburg - Clearwater area is renowned for its rich blend of outdoor adventures and family-oriented attractions. Visitors flock to the many beautiful beaches, perfect for sunbathing and swimming, alongside inviting boardwalks for leisurely strolls. Shopping enthusiasts will appreciate the diverse shopping venues, including malls and local boutiques. The vibrant atmosphere and community spirit make it a delightful place to explore, with plenty of neighbourhoods offering unique experiences.
  • Treasure Island: Just 4.8km from Madeira Beach, Treasure Island is a picturesque city that embodies the essence of island life. Known for its family-friendly beaches and outdoor activities, this destination is ideal for those looking to unwind in a tropical setting. Treasure Island features shopping areas and a lively boardwalk, perfect for evening strolls and dining. Visitors can explore the local beaches that cater to families and tourists alike, as well as enjoy the charming tourist precinct that provides a taste of the island's unique culture.

Best time to go to Madeira Beach

If you're planning a trip to Madeira Beach, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January61.9°F (16.6°C)Light RainMostly SunnyAverageSlightly Low
February64.2°F (17.9°C)No Rain (Dry)Mostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnyModerately HighSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.9°F (25.5°C)Light RainSunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyModerately HighAverage
July83.7°F (28.7°C)Light RainMostly SunnyModerately HighSlightly High
August84.2°F (29.0°C)Light RainMostly SunnyAverageAverage
September82.2°F (27.9°C)Light RainMostly SunnyAverageSlightly Low
October77.4°F (25.2°C)Light RainMostly SunnyModerately LowSlightly Low
November70.2°F (21.2°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.8°F (18.8°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new getaways, resume your previous arrangements, or manage your travel itinerary. You'll discover your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Madeira Beach

The beaches and other outdoor surroundings create an inviting atmosphere in Madeira Beach. Well known for its seafood restaurants, surfing and dolphin watching, this walkable city won't disappoint. John's Pass Village & Boardwalk and Tampa Bay are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Madeira Beach

Do you want to find attractions to see while you're in the area? Travelers enjoy fun activities like dolphin viewing opportunities and fishing. Venture out of your cozy vacation rental and experience everything that makes Madeira Beach a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Splash Island Water Park (5.7 mi / 9.2 km)
  • Splash Harbour Water Park (6.6 mi / 10.6 km)
  • Tampa Bay Grand Prix (8.6 mi / 13.9 km)
  • Renaissance Vinoy Golf Club (10.6 mi / 17 km)
  • Feather Sound Country Club (10.7 mi / 17.2 km)
  • Celebration Station (14.2 mi / 22.9 km)

Exploring the beaches and other natural features in Madeira Beach

Travelers enjoy Madeira Beach for its sunsets and seaside. Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Madeira Beach. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Tampa Bay (15.7 mi / 25.3 km)
  • St. Petersburg - Clearwater Beaches (2.8 mi / 4.6 km)
  • Sunset Beach (4.2 mi / 6.8 km)
  • Upham Beach Park (5.2 mi / 8.3 km)
  • Upham Beach (5.2 mi / 8.3 km)
  • Pass-a-Grille Beach (5.6 mi / 9 km)

Seasonal weather averages in Madeira Beach

If you're hoping to enjoy some warm-weather activities on your vacation, August, July, September and June are the hottest months to visit, when temperatures average 83°F.

Transportation to and around Madeira Beach

The nearest airport is in St. Petersburg-Clearwater Intl. Airport (PIE), located 9.9 mi (16 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to St. Petersburg, FL (SPG-Albert Whitted), which is 10.3 mi (16.6 km) away.

Frequently asked questions

What is the best area to stay in Madeira Beach when booking a vacation rental?
When considering a vacation rental in Madeira Beach, Florida, a popular area to stay is near the vibrant John's Pass Village. This charming waterfront district offers a delightful mix of shops, restaurants, and entertainment options, making it a fantastic hub for visitors. The area is particularly known for its picturesque boardwalk and the lively option, especially during sunset when the waterfront comes alive with music and activity.

Another appealing neighbourhood is the quieter stretch along the beach front, where you can find a selection of properties that boast stunning ocean views and easy access to the sandy shores. This area is ideal for those looking to relax and soak up the sun, with the nearby beach offering ample opportunities for water sports and leisurely strolls.

In terms of attractions, the famous John's Pass is not only a great place to shop and dine but also serves as a gateway for various water activities, including dolphin watching and fishing charters. Furthermore, the nearby Madeira Beach Nature Park provides a lovely spot for nature enthusiasts, featuring trails and scenic views of the local wildlife.
How much does it cost to rent a vacation home in Madeira Beach?
Prices for vacation rentals in Madeira Beach vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Madeira Beach to more spacious homes.
Are there any discounts for Madeira Beach vacation house rentals?
You can find great discounts on house rentals in Madeira Beach on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Madeira Beach?
For renting a beach house in Madeira Beach, the area along Gulf Boulevard is highly recommended, as it provides direct access to the stunning sandy shores of the Gulf of Mexico. This stretch is known for its vibrant setting, with a variety of vacation rentals ranging from cosy bungalows to spacious multi-bedroom houses. Many of these properties come equipped with desirable amenities such as private balconies or patios where guests can enjoy ocean views, fully equipped kitchens for convenient meal preparation, and often private pools or hot tubs for relaxation after a day on the beach.

The nearby John's Pass Village and Boardwalk is a lovely spot for visitors, featuring a selection of shops, restaurants, and water sports activities, including boat rentals and fishing charters. Rentals in this area often provide easy access to both the beach and this lively hub, making it a superb choice for those seeking both relaxation and entertainment.

Moreover, properties closer to the northern end of Madeira Beach, near the Madeira Beach Recreation Centre, offer additional recreational facilities, including parks and sports courts, which are great for families. Many homes in this region are designed with outdoor living in mind, featuring spacious decks for barbecues and gatherings, as well as amenities like beach gear for guests to use during their stay. Find your rental near the beach in Madeira Beach.
Are there any houseboat rentals in Madeira Beach?
In Madeira Beach, there are about 15 houseboat vacation rentals available, offering a unique and charming way to experience the area's coastal beauty. These houseboats are typically docked in serene waters, providing guests with stunning views of the Intracoastal Waterway. Most rentals come equipped with essential amenities such as kitchens, living spaces, and outdoor decks—great for dining al fresco while enjoying the gentle sea breeze.

This waterfront location allows easy access to nearby attractions like John's Pass Village and Boardwalk, where visitors can explore shops, restaurants, and water sports activities.
What is the most popular type of vacation rental accomodation in Madeira Beach?
In Madeira Beach, the most popular type of vacation rental accommodation is condos, with approximately 4,515 available throughout the area. These condos are often located close to the beach, providing easy access to the sandy shores and local attractions such as John's Pass Village and Boardwalk. Most condos feature modern amenities, including fully equipped kitchens, spacious living areas, and balconies for enjoying the ocean views.

For those seeking more space, around 530 vacation houses are available, typically offering multiple bedrooms, private outdoor areas, and communal facilities such as pools or BBQ areas, making them ideal for families or larger groups. Additionally, there are around 405 apartments, 50 cottages, and 45 villas, each providing unique amenities and settings that cater to a variety of preferences and budgets.
Are there any family house rentals in Madeira Beach?
In Madeira Beach, there are numerous family-friendly house rentals available, with around 640 options to choose from. This charming coastal area is great for families, offering a range of properties in close proximity to the picturesque beach. Many homes feature spacious living areas, fully equipped kitchens, and outdoor spaces where children can enjoy the sun and sand.

Visitors can expect amenities such as private pools, barbecues for family cookouts, and easy access to nearby attractions. The locale boasts popular spots like John's Pass Village, where families can explore shops, restaurants, and even take part in water sports or boat tours.

Additionally, the beautiful Madeira Beach is just a short walk away, providing ample opportunities for beach games, swimming, and building sandcastles. See all family-friendly rentals in Madeira Beach.
Can I rent a vacation home with a pool or hot tub in Madeira Beach?
In Madeira Beach, there are ample vacation homes available for rent that feature pools and hot tubs, with around 884 options to choose from. This picturesque coastal town is renowned for its beautiful beaches and vibrant setting, making it an ideal destination for travellers seeking relaxation and fun.

You can find rentals in various neighbourhoods, including the popular areas close to the beach, where many properties boast private pools, inviting hot tubs, and outdoor spaces superb for entertaining. Amenities typically include fully equipped kitchens, spacious living areas, and easy access to the sandy shores, allowing guests to enjoy a seamless indoor-outdoor experience. Some homes may also feature additional luxuries such as barbecue grills, outdoor lounges, and even direct beach access, enhancing the overall vacation experience. Find your rental in Madeira Beach with a pool or a hot tub.
Can I find long-stay vacation rentals in Madeira Beach?
A long-stay vacation rental in Madeira Beach is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Madeira Beach?
In Madeira Beach, there are numerous pet-friendly house rentals available, with approximately 156 options to choose from, making it a great destination for travellers wishing to bring their furry companions along. Many of these vacation rentals are conveniently located near the beach, allowing for easy access to sandy shores where pets can enjoy some fun in the sun.

Expect amenities such as fully equipped kitchens, outdoor spaces like patios or balconies, and sometimes even private pools, which can enhance your stay. Some properties also feature fenced yards, providing a secure area for pets to roam freely.

The area is close to several pet-friendly points of interest, including parks and trails that are great for leisurely walks or energetic outings. Madeira Beach also has pet-friendly cafes and restaurants, making it easy to enjoy meals while accommodating your pet's needs. See all pet-friendly rentals in Madeira Beach.
Are there any remote work vacation rentals in Madeira Beach?
In Madeira Beach, Florida, there is a wide selection of remote work vacation rentals available, with around 5,230 options to choose from. This vibrant coastal area is ideal for those looking to combine work and leisure, offering properties that are well-equipped with amenities conducive to productivity. Many rentals feature high-speed Wi-Fi, comfortable workspaces, and access to quiet areas, making it easy to focus while enjoying the beautiful surroundings.

Locations near the beach, such as the area close to John's Pass Village, provide a delightful blend of work and play. Here, travellers can find properties with features such as fully equipped kitchens, laundry facilities, and outdoor spaces like balconies or patios where one can unwind after a day of remote work.

Additionally, the proximity to local attractions, restaurants, and stunning sandy beaches adds to the appeal, allowing for enjoyable breaks and leisure activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madeira Beach vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Madeira Beach with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Madeira Beach?
In Madeira Beach, vacation rentals commonly feature a variety of amenities that cater to travellers' needs. Most properties include a kitchen, allowing guests to prepare their own meals, and many offer onsite parking for convenience. Balconies are also prevalent, providing a lovely spot to relax and enjoy the warm Florida weather. Additionally, many rentals come equipped with a coffee and tea maker for those early mornings. The proximity to the beach is a significant draw, with numerous rentals located just a short walk away from the sandy shores.
When is the best time to visit Madeira Beach for a vacation rental?
The best time to visit Madeira Beach for a vacation rental is during the peak season from February to April. This vibrant period attracts sun-seekers and beach lovers eager to bask in the warm Florida sunshine and enjoy the pristine sandy shores. Visitors can partake in a variety of outdoor activities such as swimming, sunbathing, and water sports, all while surrounded by the stunning Gulf Coast scenery.

March is particularly popular, as temperatures typically range from 15 to 27 degrees Celsius, creating ideal conditions for beach outings and exploration. The beaches are lively but not overwhelmingly crowded, providing a superb balance for those looking to enjoy the sun and the local vibe.

For travellers seeking a more budget-friendly experience, November is an excellent option. While the weather is still pleasant, with cooler temperatures around 15 to 25 degrees Celsius, you can enjoy a quieter atmosphere superb for peaceful beach walks and stunning sunset views without the hustle and bustle of peak season.
How early should I book a Madeira Beach vacation rental?
Book your Madeira Beach vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Madeira Beach?
In Madeira Beach, visitors can enjoy a variety of attractions that highlight the area's coastal charm. The stunning Madeira Beach itself features soft sandy shores ideal for sunbathing and swimming, with the bustling John's Pass Village and Boardwalk nearby. This lively area offers shops, restaurants, and water sports activities, great for families and groups looking to explore the local culture.

The famous John's Pass Village is a quaint fishing village where you can enjoy fresh seafood, rent watercraft, or take a boat tour to spot dolphins. Additionally, the nearby Archibald Park provides a scenic spot for picnics with beautiful views of the Gulf of Mexico, along with access to nature trails and playgrounds.

For those interested in marine life, the Alligator Attraction in John's Pass offers a unique opportunity to interact with various reptiles and learn about local wildlife.
Can I change or cancel my Madeira Beach home rental booking on Vrbo?
To find Madeira Beach vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Madeira Beach vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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