Montescudaio holiday lettings

We found 1,628 holiday rentals — enter your dates for availability

Discover a selection of 23 homes, 32 apartments and other holiday rentals in Montescudaio that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Montescudaio

Showing deals for:20 Feb - 27 Feb
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Choose a holiday rental for your Montescudaio getaway

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

Activities and attractions in Montescudaio

Are you hoping to discover things to do while you're in the area? Venture out of your holiday home and check out everything that Montescudaio has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pista Del Mare Srl (5.6 mi / 9.1 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)
  • Terme di Sassetta (13.8 mi / 22.2 km)
  • Casciana Thermal Baths (13.9 mi / 22.4 km)

Exploring the natural features in Montescudaio

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Montescudaio is a great place to get outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Marina di Cecina Beach (7 mi / 11.3 km)
  • Tombolo di Cecina Nature Reserve (7.3 mi / 11.8 km)
  • Bibbona Beach (7.6 mi / 12.2 km)
  • Mazzanta Beach (8.4 mi / 13.6 km)
  • Spiagge Bianche (9.9 mi / 16 km)
  • Castiglioncello Beach (11.3 mi / 18.2 km)

Transport to and around Montescudaio

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

Frequently asked questions

What is the best area to stay in Montescudaio when booking a holiday rental?
When considering a holiday rental in Montescudaio, Tuscany, the charming historic centre is the best area to stay. This picturesque locale is adorned with quaint streets and offers a delightful glimpse into traditional Tuscan life. Here, you'll find a range of properties, from rustic villas to cosy apartments, providing a variety of options for visitors seeking an authentic experience.

One of the top attractions nearby is the Church of San Bartolomeo, which boasts stunning frescoes and a serene atmosphere, superb for soaking in the local culture. Additionally, Montescudaio is well-positioned for exploring the beautiful surrounding countryside, ideal for those who enjoy hiking or cycling amidst the rolling hills and vineyards.
How much does it cost to rent a holiday home in Montescudaio?
Prices for holiday 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 holiday 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, the nearby coastal area of Cecina Mare is an excellent choice. This vibrant seaside resort offers a range of holiday rentals, including villas and apartments, many of which come with amenities such as private terraces, swimming pools, and easy access to the sandy beaches. Properties in this area often feature outdoor dining spaces, superb for enjoying al fresco meals while taking in the picturesque surroundings.

Additionally, the charming village of Bolgheri, known for its stunning countryside and renowned wineries, is just a short drive away. Here, you can find lovely countryside homes with rustic character, some equipped with modern kitchens, gardens, and spectacular views of the vineyards. This area not only provides a tranquil escape but also offers opportunities for wine tasting and exploring local culinary delights.
What is the most popular type of holiday rental accomodation in Montescudaio?
In Montescudaio, apartments are the most popular type of holiday rental, with about 23 available throughout the charming village. These apartments are typically located close to local attractions and offer amenities like fully equipped kitchens, comfortable living areas, and often picturesque views of the surrounding Tuscan countryside.
Are there any family house rentals in Montescudaio?
In Montescudaio, Tuscany, there are numerous family-friendly holiday rentals available, with around 34 options to choose from. This charming village, known for its picturesque landscapes and serene atmosphere, is an excellent choice for families seeking a relaxing getaway. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces that provide room for children to play and explore.
Can I rent a holiday home with a pool or hot tub in Montescudaio?
In Montescudaio, Tuscany, there are ample holiday homes available for rent that feature pools and hot tubs, with around 21 options to choose from. This picturesque village, set amidst the rolling hills of the Tuscan countryside, offers a serene escape for travellers looking to relax. Many of the rentals boast private pools, often accompanied by lovely outdoor spaces for sunbathing and alfresco dining, as well as hot tubs for unwinding under the stars. Find your rental in Montescudaio with a pool or a hot tub.
Can I find long-stay holiday rentals in Montescudaio?
A long-stay holiday rental in Montescudaio 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 Montescudaio?
In Montescudaio, Tuscany, there are numerous pet-friendly house rentals available, with around 33 options for travellers to choose from. Many of these properties feature desirable amenities such as private gardens, outdoor dining areas, and fully equipped kitchens, making them ideal for families or groups travelling with pets.
Are there any remote work holiday rentals in Montescudaio?
In Montescudaio, Tuscany, there are numerous holiday rentals available for remote work, with around 47 options to choose from. This charming hilltop village offers a tranquil setting, ideal for those looking to combine work and relaxation. Many of the properties feature essential amenities for remote workers, including reliable Wi-Fi, dedicated office spaces, and comfortable desks with chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montescudaio holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Montescudaio 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 Montescudaio?
In Montescudaio, popular rental amenities include kitchens equipped with essential cookware, dishware, and utensils, making it convenient for guests who prefer to self-cater. Most properties also feature refrigerators and ovens, allowing for a more home-like experience. Additionally, travellers can expect complimentary Wi-Fi in their accommodations, ensuring they stay connected during their stay.
When is the best time to visit Montescudaio for a holiday rental?
The most popular time to visit Montescudaio is during the summer months, particularly in July, when the charming Tuscan village comes alive with vibrant energy. This period, spanning from June to August, marks the high tourist season, attracting visitors who seek the sun-drenched landscapes and delightful local cuisine. With warm temperatures averaging around 30°C, it's an ideal time for outdoor activities like exploring the scenic vineyards or enjoying al fresco dining at local trattorias.

In July, you can bask in the lively atmosphere, mingle with fellow travellers, and immerse yourself in the rich culture of the region. The long, sunny days offer plenty of opportunities for sightseeing, whether you're wandering through the historic streets or taking in the stunning views of the Tuscan countryside.

For those looking for a more budget-friendly option, consider planning your visit in November. This month, while quieter, allows you to experience Montescudaio's beauty without the summer crowds. The autumn colours provide a picturesque backdrop for leisurely walks and intimate gatherings.
How early should I book a Montescudaio holiday rental?
Book your Montescudaio 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.
What are the top attractions in Montescudaio?
In Montescudaio, visitors can take part in the charm of this picturesque Tuscan village, known for its stunning views and rich history. The historic centre features narrow, winding streets adorned with traditional stone houses, leading to the beautiful Church of San Bartolomeo, which offers a glimpse into the local culture and architecture.

Nearby, the scenic vineyards and olive groves provide opportunities for wine tasting and exploration of the region's agricultural heritage. For a taste of local life, the weekly market offers fresh produce and artisanal goods, showcasing the flavours of Tuscany.
Can I change or cancel my Montescudaio home rental booking on Vrbo?
To find Montescudaio 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 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 Montescudaio 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.
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 as applicable.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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