Asciano holiday lettings

We found 2,457 holiday rentals — enter your dates for availability

Select from 62 houses, 85 apartments and other holiday rentals to find the perfect place for your stay in Asciano. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Asciano

Showing deals for:6 Feb - 13 Feb

Image gallery for "Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

Pool
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

Siena, Tuscany

5% off
Price is £3,254
for 7 nights, 1 villa
£465 per night
includes taxes & fees
"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

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Head to the relaxing city of Asciano

Enjoy the wineries and other features of Asciano. This relaxing city attracts visitors thanks to its cheese shops and coffee shops. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Asciano

Are you looking for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Asciano a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • San Giovanni Terme Rapolano (3.6 mi / 5.8 km)
  • Terme Antica Querciolaia (4.7 mi / 7.5 km)
  • Siena Circuit (6.8 mi / 10.9 km)
  • Villa a Sesta Polo Club (10.6 mi / 17.1 km)
  • Castiglion del Bosco Winery (12.9 mi / 20.7 km)
  • Tenuta Greppo Franco Biondi Santi (13.4 mi / 21.6 km)

Exploring the natural features in Asciano

Whether you're an adventurous traveller or just want to take in the scenery, Asciano is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (4.7 mi / 7.5 km)
  • Horti Leonini (12.3 mi / 19.8 km)
  • Historic Centre of Pienza (12.4 mi / 19.9 km)
  • Terme di Montepulciano Spa (16.5 mi / 26.5 km)
  • Val di Chiana (16.7 mi / 26.9 km)
  • La Foce (18.2 mi / 29.3 km)

Travelling to and around Asciano

The nearest airport is in Peretola Airport (FLR), located 43.2 mi (69.5 km) from the city centre.

If you prefer to travel by train, Asciano Monte Oliveto Maggiore Station, Asciano Station and Castelnuovo Berardenga Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Asciano when booking a holiday rental?
When planning a holiday in Asciano, Tuscany, one of the best areas to consider for your rental is the charming historic centre. This area is steeped in local culture and history, showcasing stunning medieval architecture and picturesque streets that are great for leisurely strolls. Here, you'll find attractions such as the beautiful Church of Saint Agatha, renowned for its intricate artwork, and the nearby Museo Civico, which offers insights into the rich heritage of the region.

Another delightful option is the countryside surrounding Asciano, where you can immerse yourself in the breathtaking landscapes of the Crete Senesi. This area is dotted with vineyards and olive groves, providing a serene backdrop for those seeking a peaceful retreat. The area is also home to the stunning Abbey of Monte Oliveto Maggiore, a short drive away, which features remarkable frescoes and tranquil gardens.
How much does it cost to rent a holiday home in Asciano?
Prices for holiday rentals in Asciano 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 Asciano 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 Asciano holiday house rentals?
You can find great discounts on house rentals in Asciano 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.
What is the most popular type of holiday rental accomodation in Asciano?
In Asciano, apartments are the most popular type of holiday rental, with around 78 available throughout the charming Tuscan countryside. These apartments often feature rustic decor, fully equipped kitchens, and comfortable living areas, allowing guests to immerse themselves in the local culture while enjoying the convenience of home. Many rooms also include outdoor spaces where visitors can relax and take in the stunning views of the surrounding hills.
Are there any family house rentals in Asciano?
In Asciano, Tuscany, there are numerous family-friendly house rentals available, with around 67 options to choose from. This charming town is located in the picturesque Crete Senesi region, making it an excellent base for exploring the stunning Tuscan countryside. Many of these homes feature spacious living areas, well-equipped kitchens suitable for preparing local delicacies, and outdoor spaces where children can play or families can enjoy al fresco dining.
Can I rent a holiday home with a pool or hot tub in Asciano?
In Asciano, Tuscany, there are many holiday homes available for rent that feature pools or hot tubs, with around 139 options to choose from. This picturesque town, known for its stunning landscapes and rich history, offers a variety of charming properties located in the beautiful Tuscan countryside. Many rentals come equipped with private swimming pools, outdoor terraces, and hot tubs, providing superb spaces for relaxation after a day of exploring the region.
Can I find long-stay holiday rentals in Asciano?
A long-stay holiday rental in Asciano 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 Asciano?
In Asciano, Tuscany, there are numerous pet-friendly house rentals available, with around 94 options to choose from. Visitors can expect a variety of accommodations, including charming villas and rustic farmhouses that often come equipped with amenities such as private gardens, outdoor dining areas, and fully equipped kitchens. These properties provide a comfortable base for exploring the picturesque landscapes of the Crete Senesi region.
Are there any remote work holiday rentals in Asciano?
In Asciano, Tuscany, there is a substantial selection of remote work holiday rentals available, with around 147 options to choose from. This picturesque town, located in the heart of the Chianti region, provides a serene backdrop for those looking to blend work and leisure. Many properties come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces with desks and chairs, and safes for secure storage, making it easy to stay productive while enjoying the beauty of the Tuscan countryside. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Asciano holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Asciano 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 Asciano?
In Asciano, popular holiday rental amenities include features that enhance comfort and convenience for travellers. Many rentals offer shared pools, great for cooling off during the warm Tuscan afternoons. Additionally, most properties come equipped with kitchens, allowing guests to prepare their own meals using fresh local ingredients. Refrigerators are also standard, providing ample space for storing food and drinks. For those who enjoy coffee, many rentals include coffee makers, making it easy to start the day with a warm beverage.
When is the best time to visit Asciano for a holiday rental?
October is the most popular time to visit Asciano, a charming town located in the heart of Tuscany. This month marks the tail end of the peak season, which runs from August to October, drawing in visitors eager to experience the stunning autumn landscape and the region's rich cultural heritage. With the summer crowds beginning to dwindle, travellers can enjoy a more tranquil atmosphere while exploring the picturesque countryside, renowned vineyards, and historic sites.

During October, the climate is pleasantly mild, typically hovering around 15 to 20 degrees Celsius, making it ideal for outdoor activities such as hiking and cycling through the rolling hills. This is also the time when the grape harvest takes place, allowing wine enthusiasts to partake in tastings and tours at local wineries, further enhancing the travel experience.

If you're looking for greater affordability, consider planning your visit in January. This month offers a peaceful retreat with fewer tourists, providing an opportunity to savour the beauty of Asciano without the bustle of the peak season. With picturesque landscapes and a serene setting, it's a great time for those who appreciate a quieter holiday.
How early should I book a Asciano holiday rental?
Book your Asciano 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 Asciano?
In Asciano, Tuscany, visitors can engage in the stunning countryside and rich history of the region. The town itself is known for its medieval architecture, with highlights including the beautiful Church of San Francesco, which features remarkable frescoes, and the Palazzo Comunale, offering a glimpse into the town's past. Holiday rentals in the historic centre provide easy access to local shops and traditional eateries.

Nearby, the Val d'Orcia region is a UNESCO World Heritage site, celebrated for its picturesque landscapes, rolling hills, and charming villages. Travellers can explore the nearby towns of Pienza, famous for its Pecorino cheese, and Montalcino, renowned for its Brunello wine. Both locations boast stunning views and local markets, superb for those wishing to experience authentic Tuscan culture.
Can I change or cancel my Asciano home rental booking on Vrbo?
To find Asciano 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 Asciano 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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