Montescudaio holiday lettings

We found 1,666 holiday rentals — enter your dates for availability

Discover a selection of 20 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.
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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:

  • 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 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:

  • 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)
  • Le Gorette Beach (7.5 mi / 12.1 km)
  • Bibbona Beach (7.6 mi / 12.2 km)
  • Mazzanta Beach (8.4 mi / 13.6 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 town centre is a fantastic area to stay. This picturesque location offers a wonderful blend of rustic Tuscan charm and modern amenities, making it an ideal base for exploring the region. The town is home to a number of delightful properties, with options ranging from cosy apartments to larger family rentals.

Staying in the town centre allows easy access to local attractions, such as the beautiful Church of San Bartolomeo, which boasts stunning architecture and a rich history. You can also enjoy leisurely strolls through the narrow streets, where you'll find quaint shops and inviting cafes. Additionally, Montescudaio is conveniently located near the famous Etruscan Coast, offering opportunities for lovely beach days and scenic coastal views.

Another appealing aspect of this area is its proximity to the surrounding vineyards and olive groves, superb for those keen on indulging in Tuscany's renowned culinary delights.
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, the nearby coastal area of Cecina Mare is an excellent choice. This vibrant seaside destination offers a variety of holiday rentals, from modern apartments to spacious villas, all within a short distance of the sandy beaches. Many properties in this region come equipped with amenities such as private balconies or terraces, outdoor dining areas, and access to communal swimming pools, making them ideal for families and groups looking to enjoy a seaside getaway.

In addition to Cecina Mare, the charming village of Bibbona is also a wonderful option for beach house rentals. Here, you can find rustic-style homes and villas set amidst olive groves and vineyards, often featuring amenities like gardens, barbecues, and fully equipped kitchens for self-catering. The village itself is known for its quaint atmosphere and local eateries, providing a taste of authentic Tuscan cuisine.

Moreover, the nearby beaches of Marina di Bibbona are great for sunbathing and water sports, with facilities that cater to families. Rentals in this area can offer easy access to the beach as well as additional features such as beach umbrellas and sun loungers.
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 96 available throughout the charming town. These apartments are typically situated in picturesque settings, offering amenities like fully equipped kitchens, comfortable living areas, and often private balconies or terraces to enjoy the stunning Tuscan views.

For those seeking more space, there are around 64 holiday houses, which are superb for families or groups. These homes generally feature multiple bedrooms, private gardens, and outdoor seating areas for alfresco dining and relaxation. Additionally, there are 16 villas and 12 cottages that provide a more luxurious or rustic experience, often set in tranquil locations surrounded by nature. Montescudaio also has several campsites for those looking to immerse themselves in the great outdoors.
Are there any family house rentals in Montescudaio?
In Montescudaio, Tuscany, there are numerous family-friendly holiday rentals available—around 30 in total. This charming village offers a delightful blend of rustic charm and modern convenience, making it an ideal spot for families. Many of these properties boast spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and explore the beautiful Tuscan countryside.

Visitors will appreciate the proximity to local attractions, including the scenic vineyards and olive groves that characterise the region. The nearby coastal town of Cecina, with its lovely beaches and vibrant promenade, is just a short drive away, providing opportunities for sun-soaked days by the sea. Moreover, Montescudaio itself is known for its quaint streets and local markets, where families can take part in authentic Italian culture.
Can I rent a holiday home with a pool or hot tub in Montescudaio?
In Montescudaio, Tuscany, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 21 options to choose from. This charming village, located in the beautiful Tuscan countryside, provides a serene backdrop for a relaxing getaway. Many of these properties come equipped with private swimming pools, outdoor lounging areas, and hot tubs, ideal for unwinding after a day of exploring the picturesque landscape.

Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, which enhance the experience of enjoying meals al fresco while soaking in the stunning views. 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, there are several pet-friendly house rentals available, with around 28 options to choose from. This charming village in Tuscany offers a delightful base for exploring the beautiful countryside and nearby beaches. Many of the holiday rentals come equipped with amenities like spacious gardens, outdoor dining areas, and fully equipped kitchens, superb for families or groups looking to enjoy a relaxing stay with their pets.

The area is not only picturesque but also provides easy access to local attractions such as the scenic rolling hills and vineyards typical of the region. Moreover, nearby coastal towns like Cecina Mare offer lovely beaches where pets are welcome, allowing for enjoyable days by the sea.
Are there any remote work holiday rentals in Montescudaio?
In Montescudaio, Tuscany, there are a significant number of remote work-friendly holiday rentals available, with around 156 options to choose from. This picturesque village offers a serene environment ideal for working remotely, surrounded by the beautiful Tuscan countryside. Many properties come equipped with amenities that cater specifically to remote workers, such as high-speed Wi-Fi, dedicated workspaces with desk and chair setups, and comfortable living areas to help maintain productivity while enjoying the tranquil atmosphere.

Visitors can expect to find a range of accommodations, from charming villas with scenic views to modern apartments with convenient facilities. The area is also well-positioned for exploring local attractions, including vineyards and historical sites, making it a superb blend of work and leisure. 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 well-equipped kitchens, which allow guests to prepare their own meals while enjoying local Tuscan flavours. Many rentals feature outdoor spaces such as decks or patios, great for soaking up the sun or dining al fresco amidst the scenic countryside. For those travelling with pets, several properties permit them, adding to the convenience for families. Onsite parking is commonly available, making it easy for visitors to explore the surrounding area. Additionally, many rentals come with fireplaces, providing a warm and cozy atmosphere to relax in during the cooler evenings.
When is the best time to visit Montescudaio for a holiday rental?
The best time to book a holiday rental in Montescudaio is during the peak season from June to August, with July being particularly popular among travellers. This vibrant period attracts visitors eager to enjoy the warm Mediterranean climate, with temperatures often reaching the mid to high 30s Celsius. The summer months are superb for exploring the stunning Tuscan countryside, relaxing on nearby beaches, and indulging in the local culinary delights.

As you wander through the charming streets of Montescudaio, you'll find a lively option filled with outdoor events, local festivals, and the enchanting aroma of Italian cuisine wafting from nearby trattorias. This time of year is ideal for sightseeing, with plenty of opportunities to immerse yourself in the rich history and culture of the region.

If you're looking for a more cost-effective option, consider visiting in November. While this is considered the low season, it offers a great experience with fewer crowds and the chance to enjoy the serene beauty of the Tuscan landscape in autumn. The mild temperatures, ranging from 10 to 15 degrees Celsius, make for comfortable explorations, and you can still savour the region's delicious wines during the harvest season.

Ultimately, your choice of when to visit Montescudaio should reflect your preferences for lively summer activities or the tranquil charm of the quieter months.
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 engage in the charm of this picturesque Tuscan village. The historic centre, with its narrow streets and traditional stone buildings, offers a glimpse into the region's rich history. A highlight is the Church of San Bartolomeo, which features beautiful frescoes and a serene atmosphere, making it a popular spot for both locals and tourists.

The surrounding countryside is stunning, with rolling hills and vineyards that are characteristic of Tuscany. Wine enthusiasts will appreciate the proximity to several local wineries where they can taste exquisite Chianti and other regional varieties.

For outdoor activities, the nearby Cecina River offers opportunities for hiking and enjoying nature. Additionally, Montescudaio is conveniently located near the coast, allowing for easy day trips to the beautiful beaches of the Etruscan Coast, such as those in Marina di Cecina.
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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