Madeira Beach holiday lettings

We found 8,725 holiday rentals — enter your dates for availability

Discover a selection of 116 homes, 79 apartments and other holiday rentals in Madeira Beach that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as cable TV and a washer and dryer. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Madeira Beach

Showing deals for:14 Nov - 21 Nov

Image gallery for The Waterfront Relax House

Exterior
9.6 out of 10 rating
Exceptional
(5 reviews)

The Waterfront Relax House

Madeira Beach, FL

12% off
Price is £3,653
£522 per night
includes taxes & fees
The Waterfront Relax House

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Find out more about Madeira Beach

Find out more about Madeira Beach

Why visit Madeira Beach

  • Beautiful Beaches: Enjoy the sandy shores and breathtaking coastal views, perfect for relaxation and beach activities.
  • Family-Friendly Activities: Engage in a variety of fun experiences for all ages, ensuring a memorable holiday for families.
  • Cultural Attractions: Explore local art museums and cultural sites that highlight the charm of Madeira Beach.
  • Diverse Accommodation: Choose from cosy condos to spacious vacation homes, catering to all preferences and budgets.
  • Outdoor Adventures: Take part in exciting outdoor activities, from water sports to scenic walks along the coast.

Popular types of accommodation in Madeira Beach

Discover the charm of Madeira Beach with a variety of holiday rentals to suit every need. Whether you prefer a cosy condo, a spacious private vacation home, or a modern apartment, there's something for everyone. Choose from our selection of Madeira Beach holiday homes or explore the amenities at Madeira Bay Resort. Whichever option you select, we ensure a delightful stay filled with transparency, savings, and reassurance.

  • Condos: The top choice for visitors to Madeira Beach, offering modern amenities and proximity to the beach.
  • Houses: A popular option for families or groups seeking spacious and comfortable living spaces.
  • Apartments: Ideal for couples or solo travellers, these offer a compact yet fully equipped stay.
  • Cottages: A delightful choice for those wanting a quaint and charming atmosphere by the coast.
  • Villas: A luxurious option for those looking to indulge in spacious accommodations with stunning views.**

Top attractions in and around Madeira Beach

Madeira Beach is perfect for families and business travellers alike, offering a delightful mix of beach activities, cultural experiences, and outdoor adventures. Visitors can explore local attractions such as art museums and modern universities, ensuring a varied itinerary that caters to all interests. Whether you're seeking relaxation by the sea or a taste of local culture, Madeira Beach has something to enchant every holidaymaker.

  • Upham Beach: A pristine stretch of coastline, Upham Beach offers a relaxing atmosphere with soft sand and calm waters, perfect for sunbathing and leisurely strolls.
  • Salvador Dali Museum: This captivating museum showcases the surrealist works of Salvador Dali, immersing visitors in art and culture with its unique architectural design and diverse exhibitions.
  • Hubbards Marina: Nestled in Madeira Beach, Hubbards Marina is a hub for adventure enthusiasts, featuring fishing excursions, boat rentals, and stunning views of the waterfront.

Things to do recommended for couples

For a romantic getaway in Madeira Beach, consider Isla del Sol Beaches for a touch of luxury, enjoy a fun-filled round at Smugglers Cove Adventure Golf, and immerse yourselves in the charm of St. Pete's Historic Coliseum for a delightful evening of dance and culture.

Things to do recommended for families

Families visiting Madeira Beach can enjoy a thrilling day at Splash Harbour Water Park, just 4.3km away, or catch a game at Tropicana Field, 5.6km distant. For a relaxing afternoon, the nearby War Veteran Memorial Park offers a tranquil escape right in Madeira Beach.

Things to do recommended for groups

Explore John's Pass Village & Boardwalk for vibrant shopping and entertainment, enjoy a day of outdoor sports at Treasure Island Golf, Tennis & Recreation Center, or immerse yourselves in local culture at Corey Ave, a charming shopping area perfect for families.

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

When travelling with a group, family, pets, or if you're considering longer stays, it's important to prioritise your search effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Madeira Beach with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Madeira Beach with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, as well as to seek out suitable amenities, 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, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Madeira Beach: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include options such as parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Madeira Beach

Madeira Beach offers a delightful blend of family-friendly activities and stunning coastal scenery, making it an ideal holiday destination. Visitors can relax on the sandy shores, enjoy breathtaking beach views, and explore various resorts suitable for all tastes. Nearby attractions provide a romantic atmosphere and friendly local vibes, ensuring a memorable experience for families and business travellers alike. Discover the charm of Madeira Beach and the surrounding areas for a perfect getaway.

  • St. Pete Beach: Situated a mere 3.1km from Madeira Beach, St. Pete Beach is a vibrant seaside city renowned for its stunning coastline and family-friendly atmosphere. Visitors can indulge in a variety of outdoor activities, from soaking up the sun on the golden sands to exploring the local shopping areas and malls. The area is home to a number of resorts, making it an ideal spot for relaxation and recreation. Notable landmarks include the picturesque family beach and charming neighbourhoods that invite leisurely strolls along the shore.
  • Treasure Island: Just 1.9km away from Madeira Beach, Treasure Island is a delightful city that boasts a strong family-oriented vibe and a beautiful beachfront. This island paradise offers ample opportunities for outdoor fun, including water sports and scenic walks along the boardwalk. Visitors can explore the local shopping areas and enjoy the vibrant tourist precinct. The stunning beaches and family-friendly attractions make it a perfect getaway for those seeking sun and adventure.
  • Clearwater-St. Pete Beaches: Located a mere 0.3.1km from Madeira Beach, Clearwater-St. Pete Beaches is a splendid destination for beach enthusiasts and families alike. With its inviting resorts and extensive shopping areas, it provides a range of activities for all ages. Families can enjoy the delightful beaches and explore the charming neighbourhoods nearby. The area is perfect for outdoor adventures, ensuring visitors can make the most of the sunny Florida weather.

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 simple

Are you hoping to cut costs on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area to plan new adventures, resume your previous arrangements, or review and organise your travel plans. You can easily find properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/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-see attractions in the area. With a holiday 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

Are you hoping to discover attractions to visit in the area? Travellers enjoy fun activities like dolphin viewing and fishing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Madeira Beach has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • St. Pete Pier (10.7 mi / 17.2 km)
  • Celebration Station (14.2 mi / 22.9 km)

Exploring the beaches and other natural features in Madeira Beach

Travellers enjoy Madeira Beach for its sunsets and seaside. Whether you're looking for adventure or just want to appreciate the scenery, Madeira Beach is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (15.7 mi / 25.3 km)
  • St. Petersburg Municipal Beach (2.7 mi / 4.3 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)

Seasonal weather averages in Madeira Beach

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around Madeira Beach

The nearest airport is in St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), located 9.9 mi (16 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into 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 holiday rental?
When considering a holiday rental in Madeira Beach, Florida, a popular area to stay is the central beachfront district. This vibrant area boasts a variety of properties, suiting different budgets and preferences, making it an ideal spot for various types of travellers. Here, you will find an array of charming condos and beach houses, allowing easy access to the stunning sandy shores.

Staying in this area places you within walking distance of the famous John's Pass Village and Boardwalk, a delightful waterfront marketplace filled with shops, restaurants, and exciting water sports activities. It's a fantastic spot for families and couples alike, offering opportunities for dolphin watching and fishing. Additionally, the central beachfront district allows you to easily explore the picturesque Gulf of Mexico, superb for sunbathing, swimming, and enjoying breathtaking sunsets.

Another appealing neighbourhood is the quieter, residential area to the north of the beach, known for its lush greenery and serene atmosphere. This region features a selection of charming holiday rentals, often surrounded by tropical landscapes, providing a peaceful retreat while still being just a short drive from the main attractions. The proximity to the famous Madeira Beach Causeway is an added benefit, allowing for easy access to local parks and nature trails, ideal for those who enjoy some outdoor exploration.
How much does it cost to rent a holiday home in Madeira Beach?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Madeira Beach holiday 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, Florida, the lively area along Gulf Boulevard is a fantastic choice. This stretch is renowned for its beautiful sandy beaches and proximity to local attractions. Many holiday rentals in this area come equipped with amenities such as private balconies or patios, swimming pools, and outdoor grilling areas, making them superb for families or groups looking to enjoy the coastal lifestyle.

Near the popular John's Pass Village, travellers can find charming properties that offer easy access to both the beach and a vibrant selection of shops, restaurants, and water sports activities. Rentals here often feature modern kitchens for self-catering, along with spacious living areas designed for relaxation after a day enjoying the sun and surf. Find your rental near the beach in Madeira Beach.
Are there any houseboat rentals in Madeira Beach?
In Madeira Beach, travellers can indeed find several houseboat rentals available for their stay. These unique accommodations are often situated along the picturesque waterways, providing easy access to the beautiful Gulf of Mexico. Most houseboats come equipped with essential amenities such as a fully furnished kitchen, comfortable living spaces, and outdoor decks where guests can relax and enjoy the scenic views. Additionally, many rentals are conveniently located near local attractions like John's Pass Village, offering a variety of dining, shopping, and water sports activities.
What is the most popular type of holiday rental accomodation in Madeira Beach?
In Madeira Beach, condos are the most popular type of holiday rental, with around 862 available throughout the area. These are typically situated close to the beach, offering easy access to the sandy shores and local attractions such as John's Pass Village. Most condos come equipped with modern amenities, including fully furnished kitchens, spacious living areas, and often private balconies to enjoy the sea breeze.
Are there any family house rentals in Madeira Beach?
In Madeira Beach, Florida, there are an impressive 585 family-friendly holiday rentals available. This charming coastal area is great for families, offering a variety of homes that cater to different needs. Many properties boast spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas ideal for children to play or for family barbecues.

Visitors can enjoy close proximity to the beautiful white sandy beaches of Madeira Beach, which are great for swimming, sunbathing, and building sandcastles. Additionally, the locale is near popular attractions like John's Pass Village, where families can explore shops, restaurants, and even go on dolphin-watching tours.
Can I rent a holiday home with a pool or hot tub in Madeira Beach?
In Madeira Beach, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 864 options to choose from. This picturesque coastal area is renowned for its beautiful beaches and vibrant atmosphere, making it a popular destination for travellers seeking relaxation and fun in the sun.

You can find properties in various neighbourhoods, including those close to the beach, where many rentals offer private pools and hot tubs, great for unwinding after a day of sunbathing or exploring. Many of these homes come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces for dining and lounging. Find your rental in Madeira Beach with a pool or a hot tub.
Can I find long-stay holiday rentals in Madeira Beach?
A long-stay holiday 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, allowing travellers to enjoy their holiday with their furry companions. This coastal area is known for its beautiful sandy shores and vibrant atmosphere, making it an ideal destination for beach lovers and pet owners alike. Many of the holiday rentals come equipped with amenities such as private pools, outdoor spaces for pets to roam, and fully stocked kitchens, which are superb for families or groups looking to relax after a day at the beach. See all pet-friendly rentals in Madeira Beach.
Are there any remote work holiday rentals in Madeira Beach?
In Madeira Beach, there are numerous remote work holiday rentals available, with around 993 options to choose from. This vibrant coastal community in Florida is not only known for its beautiful beaches and laid-back atmosphere but also offers properties that cater to remote workers. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable office furniture, including desks and ergonomic chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madeira Beach holiday rentals with parking?
Vrbo offers a wide selection of holiday 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, popular rental amenities include heated pools, kitchens, and shared pools, suiting a variety of traveller needs. Many properties come equipped with complimentary Wi-Fi, providing guests with convenient connectivity during their stay. These amenities enhance the holiday experience, allowing visitors to relax and enjoy their time by the beach while having the comforts of home close at hand.
When is the best time to visit Madeira Beach for a holiday rental?
The most popular time to visit Madeira Beach is between February and April, when the weather is inviting, and the area buzzes with activity. This peak season attracts sun-seekers and adventure enthusiasts alike, who flock to the stunning beaches and vibrant local culture. With temperatures typically hovering around the mid-20s Celsius, it's great for outdoor pursuits such as beachcombing, water sports, and leisurely strolls along the picturesque shoreline.

March stands out as a particularly vibrant month, offering visitors an array of events and activities. The atmosphere is lively, with plenty of opportunities to connect with fellow travellers while enjoying the warm sunshine and beautiful ocean views.

If you're looking for a more budget-friendly option, consider visiting in November. This month provides a unique opportunity to experience the charm of Madeira Beach without the crowds. Enjoy the quieter beaches and local festivities, allowing for a more relaxed exploration of the area's natural beauty and quaint shops.
How early should I book a Madeira Beach holiday rental?
Book your Madeira Beach holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Madeira Beach home rental booking on Vrbo?
To find Madeira Beach holiday 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Madeira Beach holiday 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.

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