Montescudaio vacation rentals

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Discover a selection of 24 homes, 31 apartments, and other vacation rentals in Montescudaio that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Montescudaio

Showing deals for:Dec 19 - Dec 26

Image gallery for Luxury villa with private pool and veranda, 20' from the sea

Pool
10 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Luxury villa with private pool and veranda, 20' from the sea

Montecatini Val di Cecina, Tuscany

7% off
Price is $825
$5,775 for 7 nights
All fees included
Luxury villa with private pool and veranda, 20' from the sea

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Find out more about Montescudaio

Find out more about Montescudaio

Why visit Montescudaio

  1. Charming Beaches: Relax on beautiful beaches that offer stunning coastal experiences, perfect for family vacations.
  2. Rich History: Explore historic churches and quaint streets that showcase Montescudaio's cultural heritage.
  3. Outdoor Adventures: Enjoy various outdoor activities in scenic surroundings, ideal for nature enthusiasts.
  4. Picturesque Villages: Discover nearby villages that embody the essence of Tuscany, filled with friendly locals.
  5. Unique Accommodations: Choose from delightful vacation rentals, including rustic villas and elegant homes.

Popular types of accommodation in Montescudaio

Discover your perfect getaway in Montescudaio with our selection of vacation rentals. Whether you prefer the charm of a villa rustica, the elegance of Villa Acquaviva, or the spaciousness of beautiful villas, there's something for everyone. Enjoy the comfort of houses or the community vibe of caravan parks and apartments. No matter your choice, Montescudaio offers a delightful escape tailored to your needs.

  • Caravan Parks: These are the top choice for visitors in Montescudaio, offering a fun and social atmosphere for all ages.
  • Apartments: A close second, apartments provide comfortable stays with the convenience of home amenities.
  • Houses: Ideal for families or groups, these homes offer privacy and space to unwind.
  • Villas: Luxurious and spacious, villas are perfect for those seeking a more upscale experience.
  • Cottages: Charming and cozy, cottages are a lovely option for a quaint getaway.**

Top attractions in Montescudaio

Montescudaio, Tuscany, is perfect for outdoor and family beach vacations, offering a blend of culture and stunning coastal experiences. Explore its charming beaches, historic churches, and lively piazzas. Enjoy a journey through Tuscany, discovering nearby attractions and the beautiful Salento region. Whether you're seeking relaxation or adventure, Montescudaio has something for everyone to enjoy on their Italian getaway.

  1. Fort of Marina di Bibbona: A historic fort offering a glimpse into the region's past, this site is rich in culture and history. Explore the architecture and enjoy stunning views of the surrounding landscape, just 8 miles from Montescudaio.
  2. Spiagge Bianche: Known for its stunning white sand and crystal-clear waters, this beach is perfect for sunbathing and swimming. Located 10 miles away, it provides a relaxing escape with beautiful coastal vibes.
  3. Cavallino Matto: An exciting theme park just 11 miles from Montescudaio, Cavallino Matto offers thrilling rides and entertainment for the whole family, making it a perfect day out.

Things to do recommended for couples

For a romantic getaway in Montescudaio, indulge in wine tasting at Ornellaia Winery, unwind at the serene Terme di Sassetta, or enjoy a cozy dinner at Torre del Porcellino. Each offers a unique atmosphere perfect for couples seeking memorable experiences together.

Things to do recommended for families

Your family will have a blast at Pista Del Mare Srl, a thrilling karting track just 6 miles from Montescudaio. For more fun, visit Acqua Village and Parco Giochi Bibbolandia, both vibrant waterparks only 7 miles away, offering adventure and entertainment for all ages.

Things to do recommended for groups

Experience the enchanting Teatro del Silenzio, only 11 miles away, for a night of culture and romance. For adventure, try the zipline at Parco Avventura Il Giardino Sospeso, just 5 miles from Montescudaio. Enjoy a round of golf at Golf Club Le Capanne, 6 miles away, for some outdoor fun.

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

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Montescudaio with a group: Think about how many bedrooms you'll require and any additional features you might want, like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Montescudaio with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with 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 Montescudaio: For many, a family vacation isn't truly complete without their furry companion. If this resonates with you, explore 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 Montescudaio: If you’re in search of vacation rentals offering special rates for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Montescudaio

Montescudaio, a charming Tuscan gem, offers travelers a delightful blend of history and serenity. This small village invites you to explore its beautiful surroundings, perfect for outdoor adventures and family vacations. Nearby, you'll discover picturesque villages that embody the heart of Tuscany, where friendly locals and a relaxed atmosphere enhance your experience. Whether you're lounging on the beach or wandering through quaint streets, Montescudaio promises unforgettable moments in this enchanting region.

  • Pisa: Located approximately 30 miles from Montescudaio, Pisa is renowned for its rich cultural heritage and iconic architecture. A visit to the famous Leaning Tower is a must, but there's more to explore, including the historic Piazza dei Miracoli, which also houses the stunning Cathedral and Baptistery. The city's vibrant outdoor cafes and local markets make for a lovely day of wandering. Visitors can enjoy theater performances and gain insight into the region's history at its various museums, creating a perfect blend of outdoor exploration and educational experiences.
  • Guardistallo: Just 1 mile away from Montescudaio, Guardistallo is a charming town that offers a delightful mix of outdoor activities and beach entertainment. This small yet inviting community features beautiful parks and a nearby marina, perfect for a day of relaxation by the water. Adventurous travelers can indulge in karting or unwind at a local spa. The stunning coastline and nearby beaches provide ample opportunities for sunbathing and water sports, making it an ideal spot to enjoy the Tuscan sun.
  • Fiorino: Nestled within the Montescudaio area, Fiorino is a hidden gem for beach lovers. This quaint locale is known for its family-friendly beach, where visitors can bask in the sun and enjoy the gentle waves. The serene atmosphere makes it a perfect escape for families looking to unwind together. Fiorino’s laid-back vibe and proximity to Montescudaio's attractions make it an excellent addition to your Tuscan itinerary, ensuring a memorable beach experience.

Best time to go to Montescudaio

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
February48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly Low
March51.4°F (10.8°C)Light RainMostly SunnyAverageSlightly Low
April56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
May63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
June71.2°F (21.8°C)No Rain (Dry)SunnyModerately HighSlightly High
July76.6°F (24.8°C)No Rain (Dry)SunnyModerately HighSlightly High
August76.8°F (24.9°C)No Rain (Dry)SunnyModerately HighSlightly High
September70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
October63.3°F (17.4°C)Light RainMostly SunnyModerately LowAverage
November55.8°F (13.2°C)Light RainMostly SunnyModerately LowSlightly Low
December49.8°F (9.9°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and the type of vacation rental you prefer.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the trip organizer has its perks! Sign up for our One Key rewards program to unlock exclusive member discounts and earn OneKeyCash™ on eligible stays. Join us today and begin accumulating your rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, resume planning from where you last stopped, or manage your travel arrangements. You'll see your saved or booked properties organized into categories like Potential, Upcoming, and Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Choose a vacation rental for your Montescudaio getaway

Experience the unique character of Montescudaio with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Montescudaio

Are you looking for things to do during your stay? Venture out of your vacation home and check out everything that makes Montescudaio a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Parco Gallorose (5.4 mi / 8.7 km)
  • Pista Del Mare Srl (5.6 mi / 9.1 km)
  • Acqua Village (6.5 mi / 10.5 km)
  • Ornellaia Winery (7.9 mi / 12.8 km)
  • Cavallino Matto (10.7 mi / 17.2 km)
  • Teatro del Silenzio (11.4 mi / 18.3 km)

Exploring the natural features in Montescudaio

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Montescudaio is a great place to get outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Parco Gallorose (5.4 mi / 8.7 km)
  • Marina di Cecina Beach (7 mi / 11.3 km)
  • Tombolo di Cecina Nature Reserve (7.3 mi / 11.8 km)
  • Mazzanta Beach (8.4 mi / 13.6 km)
  • Spiagge Bianche (9.9 mi / 16 km)
  • Castiglioncello Beach (11.3 mi / 18.2 km)

Transportation to and around Montescudaio

The nearest airport is in Galileo Galilei Airport (PSA), located 28.1 mi (45.2 km) from the city center.

Frequently asked questions

What is the best area to stay in Montescudaio when booking a vacation rental?
When planning a vacation in Montescudaio, Tuscany, one of the best areas to consider for your rental is the historical center. This charming neighborhood is characterized by its narrow winding streets and rustic architecture, offering a quintessential Tuscan atmosphere. Staying here not only puts you within walking distance of local shops and restaurants but also allows you to soak in the rich history of the town. A top attraction in this area is the Church of San Bartolomeo, a beautiful example of local architecture that often captivates visitors with its serene ambiance.

Another appealing area to consider is the outskirts of Montescudaio, where you can find properties surrounded by the stunning Tuscan countryside. This region provides a more tranquil setting, great for those looking to relax and enjoy nature. From this vantage point, you can easily access the scenic wine routes and vineyards that the region is famous for, as well as enjoy breathtaking views of the surrounding hills.

Overall, Montescudaio offers a variety of rental properties, with ample options in both the historical center and the countryside.
How much does it cost to rent a vacation home in Montescudaio?
Prices for vacation rentals in Montescudaio 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 Montescudaio 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 Montescudaio vacation house rentals?
You can find great discounts on house rentals in Montescudaio 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 Montescudaio?
For renting a beach house in Montescudaio, Tuscany, Italy, travelers should consider the nearby coastal area of Cecina Mare, which offers a beautiful stretch of sandy beaches just a short drive away. This vibrant beach town features a range of vacation rentals, from modern apartments to charming villas. Many properties come with amenities such as private terraces, outdoor dining areas, and swimming pools, great for enjoying the Tuscan sun.

Additionally, the proximity to natural attractions like the Tombolo di Cecina pine forest provides opportunities for leisurely walks and bike rides along scenic trails. Travelers can also enjoy easy access to local restaurants and shops, enhancing their beachside experience.

Further along the coast, the picturesque town of Bibbona offers a selection of rustic beach houses and agriturismos that blend coastal living with the tranquility of the Tuscan countryside. These accommodations often feature traditional Tuscan decor, spacious gardens, and barbecues for al fresco dining, ideal for families and groups looking to immerse themselves in the local culture.
What is the most popular type of vacation rental accomodation in Montescudaio?
In Montescudaio, apartments are the most popular vacation rental option, with around 24 available throughout the picturesque town. These apartments are typically located in charming neighborhoods, offering travelers a cozy and authentic Italian experience. Most come equipped with fully stocked kitchens, comfortable living areas, and some even feature balconies where guests can enjoy the stunning Tuscan landscapes.

Additionally, there are about 20 vacation houses available, providing more space for families or larger groups. These houses often include multiple bedrooms, outdoor areas, and amenities like barbecues, superb for enjoying the warm Tuscan evenings. There are also several villas and cottages, which offer a more luxurious stay with private gardens and pools, suiting those looking for a retreat.
Are there any family house rentals in Montescudaio?
In Montescudaio, Tuscany, there are numerous family-friendly vacation rentals available, with around 36 options for travelers to choose from. This charming village is located in the scenic hills of Tuscany, providing a great backdrop for family getaways. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor terraces where children can play and adults can relax while enjoying the stunning views.

Visitors can explore nearby attractions such as the beautiful beaches of Cecina and Bibbona, which are just a short drive away. Additionally, the region is rich in cultural experiences, with local markets and traditional Tuscan cuisine waiting to be discovered. Families can enjoy the tranquility of the countryside while being close to vibrant local life, making Montescudaio an ideal destination for memorable family vacations.
Can I rent a vacation home with a pool or hot tub in Montescudaio?
In Montescudaio, Tuscany, travelers can find a variety of vacation homes available for rent that feature pools and hot tubs, with around 19 options to choose from. This picturesque town, located in the beautiful Tuscan countryside, offers a serene escape with stunning views of rolling hills and vineyards. Many of these rentals come equipped with private pools, inviting hot tubs, and outdoor living spaces ideal for soaking up the sun or enjoying al fresco dining.

Amenities commonly found in these properties include fully equipped kitchens, spacious living areas, and comfortable bedrooms, making them great for families or groups. Some homes may also offer additional features like barbecue facilities, gardens, and proximity to local attractions such as charming villages and wineries, enhancing your Tuscan experience.
Can I find long-stay vacation rentals in Montescudaio?
A long-stay vacation rental in Montescudaio is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Montescudaio?
In Montescudaio, Tuscany, travelers can find a variety of pet-friendly house rentals, with around 35 options available. Many of these properties offer charming amenities such as private gardens, terraces with stunning views of the Tuscan countryside, and fully equipped kitchens for self-catering. You can expect spacious living areas, ideal for families or groups, and some rentals may feature outdoor dining spaces great for enjoying meals al fresco in the beautiful Italian climate.

The area is surrounded by picturesque rural landscapes, providing ample opportunities for outdoor activities with pets, such as hiking in the nearby hills or exploring local vineyards. Montescudaio itself is known for its small-town charm, with quaint shops and local eateries where pets are often welcome.
Are there any remote work vacation rentals in Montescudaio?
In Montescudaio, Tuscany, there are numerous remote work vacation rentals available—approximately 46 options to choose from. This picturesque village offers a serene setting for those seeking to balance work and leisure. Many properties are equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a productive work environment. Additionally, travelers can enjoy the peaceful surroundings and beautiful views of the Tuscan countryside during breaks.

The village itself is charming, with its narrow streets and historic architecture, providing a great backdrop for evening strolls. Nearby attractions include vineyards and olive groves, great for exploring when time allows. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montescudaio vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Montescudaio with parking available—perfect for families or travelers 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 Montescudaio?
In Montescudaio, popular rental amenities include WiFi, kitchens, and coffee/tea makers, making it convenient for travelers to stay connected and prepare meals. Many rentals also feature patios where guests can relax and enjoy the Tuscan countryside. Additionally, some properties are pet-friendly, allowing travelers to bring their furry companions along for the stay.
When is the best time to visit Montescudaio for a vacation rental?
The most popular time to visit Montescudaio is during the summer months from June to August, with July being the peak season for travelers seeking a quintessential Tuscan experience. This period is vibrant and lively, as visitors flock to the region to enjoy beautiful weather and partake in outdoor activities such as wine tasting, exploring the picturesque vineyards, and savoring the local cuisine at al fresco dining spots.

During these months, you can expect warm temperatures ranging from the mid-70s to mid-90s Fahrenheit, creating ideal conditions for leisurely strolls through the charming streets of Montescudaio or relaxing on nearby beaches. The enchanting landscapes and cultural attractions make it a haven for those who appreciate both adventure and relaxation.

For those looking for a more budget-friendly option, November presents a wonderful opportunity to experience Montescudaio with fewer crowds. While the weather is cooler, with temperatures averaging in the low 50s to mid-60s Fahrenheit, this month allows visitors to enjoy the local harvest and participate in authentic seasonal festivals without the hustle and bustle of peak tourist season.

Ultimately, the best time to visit Montescudaio hinges on your travel preferences.
How early should I book a Montescudaio vacation rental?
Book your Montescudaio 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 Montescudaio?
In Montescudaio, Tuscany, visitors can enjoy a charming blend of historical and natural attractions. The medieval village itself offers picturesque streets and stunning views of the surrounding countryside. Key points of interest include the Church of San Bartolomeo, where travelers can appreciate beautiful frescoes and local architecture.

Nearby, the rolling hills of the Tuscan landscape provide ample opportunities for hiking and exploring vineyards, particularly in the neighboring areas of Bolgheri, known for its famous wine production. The coastline is also accessible, with the beautiful beaches of Marina di Castagneto Carducci just a short drive away, offering a superb spot for relaxing by the sea.

For those interested in local culture, the area around Montescudaio hosts various festivals and markets, providing a taste of Tuscan traditions and cuisine.
Can I change or cancel my Montescudaio home rental booking on Vrbo?
To find Montescudaio 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy 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 Montescudaio 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.

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