Asciano vacation rentals

We found 2,470 vacation rentals — enter your dates for availability

Select from 69 houses, 88 apartments, and other vacation rentals to find the perfect place for your stay in Asciano. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you need and want for your stay, such as air conditioning and WiFi. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Asciano

Showing deals for:Nov 21 - Nov 28

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

Pool
10 out of 10 rating
Exceptional
(11 reviews)

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

Siena, Tuscany

6% off
Price is CA $736
CA $5,773 total
includes taxes & fees
"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Asciano

Find out more about Asciano

Head to the tranquil city of Asciano

Enjoy the wineries and other features of Asciano. This relaxing city allures visitors with its cheese shops and coffeehouses. If you're looking for accommodations with space to entertain friends and family, Vrbo 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 hoping to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Asciano a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 looking for adventure or just want to spend some time taking in the scenery, Asciano is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • 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)

Traveling to and around Asciano

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

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

Frequently asked questions

What is the best area to stay in Asciano when booking a vacation rental?
When considering a vacation rental in Asciano, the charming historic centre is the best area to stay. This picturesque neighbourhood exudes traditional Tuscan charm, with its narrow streets, medieval architecture, and delightful piazzas. Here, you can immerse yourself in the local culture, visiting the beautiful Church of San Francesco, which showcases stunning artwork and offers a serene atmosphere for reflection. The central square, Piazza del Grano, is a superb spot to enjoy a leisurely coffee while soaking in the vibrant atmosphere.

Another fantastic option is the surrounding countryside, where you can find a range of delightful properties, often offering breathtaking views of the rolling hills and vineyards that characterise the region. Staying here allows you to experience the tranquillity of rural Tuscany, with easy access to scenic walking trails and the opportunity to explore the nearby Crete Senesi, known for its unique clay formations and stunning landscapes. This area typically boasts a good selection of rentals, suiting various preferences and budgets.
How much does it cost to rent a vacation home in Asciano?
Prices for vacation 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 travelling 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.
Are there any discounts for Asciano vacation 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 vacation rental accomodation in Asciano?
In Asciano, apartments are the most popular type of vacation rental, with around 78 available in picturesque settings throughout the town. These apartments typically offer fully equipped kitchens, comfortable living areas, and often stunning views of the surrounding Tuscan countryside. Many are located near local attractions such as the historic centre, making it easy for travellers to explore the town's charm.
Are there any family house rentals in Asciano?
In Asciano, Tuscany, there are numerous family-friendly vacation rentals available—around 67 to choose from. This picturesque town is located within the stunning landscapes of the Crete Senesi, making it an ideal destination for families seeking both relaxation and adventure. Many of these properties feature spacious living areas, full kitchens superb for preparing meals together, and outdoor spaces where children can play and explore.
Can I rent a vacation home with a pool or hot tub in Asciano?
In Asciano, Tuscany, there are many vacation homes available for rent that feature pools or hot tubs, with approximately 139 options to choose from. This picturesque town, set amidst the stunning Tuscan countryside, offers a variety of properties ranging from rustic villas to charming farmhouses. Many of these rentals come equipped with private pools, ideal for cooling off during the warm Italian summers, as well as hot tubs for relaxing after a day of exploring the beautiful surroundings.
Can I find long-stay vacation rentals in Asciano?
A long-stay vacation 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 is a wide selection of pet-friendly house rentals available, with approximately 94 options to choose from. Many of these vacation homes are set in picturesque countryside surroundings, offering amenities such as spacious gardens, outdoor terraces, and fully equipped kitchens, making them great for families or groups travelling with pets.

The region is renowned for its stunning landscapes and is close to various points of interest where pets are welcome. Travellers can explore the nearby Crete Senesi, characterised by rolling hills and scenic walking trails, ideal for leisurely strolls with dogs. Additionally, the charming town of Asciano itself features quaint streets and local parks, providing ample opportunities for outdoor fun.
Are there any remote work vacation rentals in Asciano?
In Asciano, Tuscany, there are numerous vacation rentals suitable for remote work, with about 147 options available. This picturesque town, known for its stunning landscapes and historic architecture, offers a serene environment great for productivity. Many properties come equipped with essential remote work amenities such as Wi-Fi, dedicated workspaces including desks and chairs, and safes for securing personal items. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Asciano vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation 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 vacation rental?
October is the most popular time to visit Asciano, with its enchanting autumnal landscapes and harvest festivities drawing travellers from near and far. This month falls within the peak season, which spans from August to October, making it an ideal time for those seeking a blend of cultural experiences and stunning natural beauty.

During October, the weather is typically mild, with temperatures averaging around 17°C, great for exploring the picturesque hills of Tuscany. Visitors can enjoy leisurely strolls through the charming streets, partake in local wine tastings, and savour the culinary delights of the region without feeling rushed.

For those looking for a more budget-friendly option, January marks the low season, offering a quieter atmosphere and the opportunity to experience Asciano's charm at a slower pace. It's cooler, with temperatures around 6°C, the serene landscape can be quite captivating, especially for those who appreciate winter's beauty.
How early should I book a Asciano vacation rental?
Book your Asciano 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 Asciano?
In Asciano, Tuscany, visitors can experience firsthand stunning landscapes and rich cultural heritage. The town itself is renowned for its medieval architecture, with highlights including the beautiful Church of San Francesco and the picturesque Piazza del Comune, where local events often take place. Vacation rentals in the historic centre offer a charming atmosphere and easy access to these attractions.

Just a short drive away, the iconic Crete Senesi landscape provides breathtaking views of rolling hills and unique clay formations, ideal for outdoor enthusiasts and photographers. For those interested in art and history, the nearby Abbey of Monte Oliveto Maggiore, known for its stunning frescoes, is a must-visit and adds to the area's cultural offerings.
Can I change or cancel my Asciano home rental booking on Vrbo?
To find Asciano 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 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 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.

More Vacation Rentals ideas

Impruneta Vacation Rentals
Standard Link for Impruneta
San Gimignano Vacation Rentals
Standard Link for San Gimignano
Radda in Chianti Vacation Rentals
Standard Link for Radda in Chianti
Arezzo Vacation Rentals
Standard Link for Arezzo
Pergine Valdarno Vacation Rentals
Standard Link for Pergine Valdarno
Piombino Vacation Rentals
Standard Link for Piombino
Forte dei Marmi Vacation Rentals
Standard Link for Forte dei Marmi
Montepulciano Vacation Rentals
Standard Link for Montepulciano
Greve in Chianti Vacation Rentals
Standard Link for Greve in Chianti
Grosseto Vacation Rentals
Standard Link for Grosseto
Montalcino Vacation Rentals
Standard Link for Montalcino
Marciana Marina Vacation Rentals
Standard Link for Marciana Marina
Volterra Vacation Rentals
Standard Link for Volterra
Livorno Vacation Rentals
Standard Link for Livorno
Pienza Vacation Rentals
Standard Link for Pienza
Siena Vacation Rentals
Standard Link for Siena
Florence Vacation Rentals
Standard Link for Florence
Pisa Vacation Rentals
Standard Link for Pisa
Cortona Vacation Rentals
Standard Link for Cortona
Lucca Vacation Rentals
Standard Link for Lucca

People also search for

Florence Villas
Standard Link for Florence
San Gimignano Villas
Standard Link for San Gimignano
Florence Cottages
Standard Link for Florence
Siena Villas
Standard Link for Siena
Montalcino Villas
Standard Link for Montalcino
Lucca Villas
Standard Link for Lucca
Arezzo Villas
Standard Link for Arezzo
Florence Apartments
Standard Link for Florence
Montepulciano Villas
Standard Link for Montepulciano
Cortona Villas
Standard Link for Cortona