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Asciano vacation rentals

We found 2,468 vacation rentals — enter your dates for availability

Discover a selection of 23 homes, 25 apartments, and other vacation rentals in Asciano that are perfect for your trip. 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.

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Find out more about Asciano

Why visit Asciano

  • Charming Culture: Discover historic churches and palaces that showcase the rich cultural heritage of Asciano.
  • Picturesque Countryside: Enjoy breathtaking views of the Sienese countryside and explore enchanting nearby towns.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to cycling, amidst stunning landscapes.
  • Friendly Locals: Experience the warmth of the community and indulge in authentic Tuscan hospitality.
  • Cozy Accommodations: Choose from charming villas and spacious apartments tailored for a relaxing getaway.

Popular types of accommodation in Asciano

Asciano offers a delightful selection of vacation rentals tailored to American travelers. From charming villas with inviting outside terraces to cozy houses and spacious apartments, there’s something for everyone. Popular options include the exquisite Villa Corsanello and charming country houses that promise friendly stays. Discover the perfect retreat for your getaway and enjoy the beauty of this picturesque region.

  • Villas: The top choice for travelers in Asciano, villas offer luxurious accommodations with stunning views and spacious living areas.
  • Houses: A popular option for families and groups, these homes provide comfort and privacy for your stay.
  • Apartments: Ideal for couples or solo travelers, apartments give you a cozy base in the heart of Asciano.
  • Cottages: These quaint and charming retreats offer a warm, homely atmosphere for a peaceful getaway.
  • Caravan Parks: Perfect for adventurers, caravan parks offer a unique experience with nature at your doorstep.**

Top attractions in and around Asciano

Asciano, Tuscany, offers a delightful blend of outdoor and romantic experiences, making it perfect for your vacation. Explore charming churches, historic palaces, and vibrant piazzas that highlight the region's rich culture. Whether you're seeking a cultural escape or outdoor adventure, Asciano's attractions cater to all types of travelers. Be sure to immerse yourself in the beauty and history of this enchanting destination during your visit.

  • Crete Senesi: This stunning visitor center is located in Asciano and offers a variety of outdoor adventures perfect for families. Experience the unique rolling hills and distinctive clay landscapes that make this area a picturesque destination.
  • Terme Antica Querciolaia: Located 5 miles from Asciano, this hot spring is ideal for wellness and relaxation. Enjoy the soothing thermal waters surrounded by beautiful outdoor settings, providing a perfect escape to unwind.
  • Monte Oliveto Maggiore Abbey: Nestled in Asciano, this historic monastery showcases rich cultural heritage. Explore its stunning architecture, beautiful frescoes, and serene atmosphere, perfect for those interested in history and spirituality.

Things to do recommended for couples

For a romantic getaway in Asciano, indulge in wellness at San Giovanni Terme Rapolano, only 4 miles away. Enjoy luxury at Villa a Sesta Polo Club, 11 miles distant. Finally, savor wine at Tenuta Greppo Franco Biondi Santi, 13 miles from town, perfect for a memorable evening together.

Things to do recommended for families

Families visiting Asciano can enjoy an exciting day at the Siena Circuit, a thrilling karting venue located 7 miles away. With its adventurous atmosphere, it's a perfect spot for kids to experience speed and fun while making unforgettable memories together.

Things to do recommended for groups

In Asciano, groups can shop at Valdichiana Outlet Village, enjoy thrilling adventures at Saltalbero Adventure Park, and experience culture at Vittorio Alfieri Theater. Each location offers unique vibes, making for a memorable group vacation in Tuscany.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Asciano with a group: Think about how many bedrooms you'll require, as well as any features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Asciano with young kids: Traveling with small children can present some challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Asciano: For many families, a vacation wouldn't feel complete without their furry companion. If you can relate, explore Vrbo listings 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 Asciano: If you're searching for vacation rentals that offer discounts 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Asciano

Embark on a captivating vacation in Asciano, Tuscany, where the charm of the Sienese countryside awaits. Explore enchanting nearby towns that embody the essence of Tuscany, offering a blend of historical allure and tranquil seclusion. Experience the warmth of friendly locals while indulging in luxury and relaxation. Whether wandering through quaint streets or enjoying outdoor adventures, Asciano is the perfect base to discover the wonders of this picturesque region east of Siena.

  • Siena: Located 13 miles from Asciano, Siena is a captivating city renowned for its rich history and stunning medieval architecture. Visitors are drawn to its vibrant culture, offering a variety of activities including spa treatments and educational experiences. The city is home to iconic landmarks such as the Piazza del Campo and the majestic Siena Cathedral, making it a must-visit for history buffs and romantics alike. Stroll through its charming streets, savor authentic Tuscan cuisine, and immerse yourself in the local art scene for a truly enriching travel experience.
  • Castelnuovo Berardenga: Just 8 miles from Asciano, Castelnuovo Berardenga is a delightful city perfect for those seeking a blend of romance and outdoor entertainment. This picturesque destination boasts beautiful landscapes and historic sites, including ancient monuments that tell the story of the region. Enjoy leisurely walks through its vineyards, indulge in relaxing spa treatments, or catch a performance at a local theater. With its inviting atmosphere and rich cultural offerings, Castelnuovo Berardenga promises a memorable getaway for couples and adventure seekers alike.
  • Montalcino: Situated 13 miles from Asciano, Montalcino is celebrated for its breathtaking views and charming ambiance. Known primarily for its world-famous Brunello wine, this city offers visitors a romantic setting combined with exciting outdoor activities. Explore historic sites and local tourist precincts, or unwind with rejuvenating spa experiences. Montalcino's enchanting streets and scenic vineyards provide the perfect backdrop for a leisurely day of wine tasting and exploration, making it an ideal destination for those looking to enjoy the beauty of Tuscany.

Best time to go to Asciano

If you're planning a trip to Asciano, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to May and July to October,

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyHighSlightly Low
April54.0°F (12.2°C)Light RainMostly SunnyHighAverage
May60.4°F (15.8°C)Light RainMostly SunnyHighAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnyHighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyHighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyHighAverage
October58.5°F (14.7°C)Light RainMostly SunnyHighAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
December43.3°F (6.3°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can lead to better deals, 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, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the total booking amount. Being the trip organizer has its perks. By joining our One Key rewards program, you can unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new adventures, keep your travel arrangements on track, or organize your existing bookings. All the properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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)
  • Chianti Sculpture Park (14.2 mi / 22.9 km)
  • Terme di Montepulciano Spa (16.5 mi / 26.5 km)
  • Val di Chiana (16.7 mi / 26.9 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, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Asciano, Tuscany, the best area to stay is typically near the town center. This charming area offers a delightful blend of local culture and easy access to key attractions. Here, you can explore the beautiful Piazza del Comune, which serves as a lively hub for both locals and visitors, showcasing the town's rich history and vibrant setting. Additionally, you're just a short distance from the stunning Abbey of Monte Oliveto Maggiore, a breathtaking monastery set amidst picturesque landscapes that's well worth a visit.

In terms of accommodations, there are several properties available in the town center and its surrounding neighborhoods, 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 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 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, vacation houses are the most popular rental option, with approximately 46 available in the picturesque Tuscan landscape. These homes often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor terraces or gardens, great for enjoying the stunning views of the surrounding countryside. Additionally, there are about 45 apartments, which provide a more compact, yet comfortable stay with similar amenities, including kitchen facilities and cozy living areas. For those seeking a more traditional experience, roughly 19 villas are also available, often showcasing characteristic Tuscan architecture and private pools. Several cottages can be found as well, offering a charming retreat for travelers looking to immerse themselves in the serene environment of Tuscany.
Are there any family house rentals in Asciano?
In Asciano, Tuscany, there are numerous family-friendly house rentals available, with around 46 options spread throughout the area. This charming town, located in the heart of the picturesque Crete Senesi, offers a wonderful mix of rural beauty and cultural experiences. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can run and play, making them ideal for family gatherings.

Visitors can enjoy the stunning views of the surrounding hills and nearby vineyards, as well as access to local attractions such as the historic Abbey of Monte Oliveto Maggiore. Additionally, families can explore the nearby towns of Siena and Montalcino, known for their rich history and delicious Tuscan cuisine.
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 and hot tubs, with around 91 options to choose from. This picturesque area, known for its stunning landscapes and charming medieval architecture, offers a range of properties in various scenic locations. Travelers can expect amenities such as private swimming pools, outdoor terraces with panoramic views, and hot tubs for relaxation after a day of exploring the beautiful Tuscan countryside. Many rentals also come with fully equipped kitchens, spacious living areas, and access to traditional gardens, providing an authentic and comfortable experience in this enchanting region.
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. 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 Asciano?
In Asciano, Tuscany, there are numerous pet-friendly house rentals available, providing travelers with a great base to explore the stunning landscape of the region. Many of these properties come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The charming town itself offers a blend of rustic charm and modern conveniences, making it ideal for families or groups seeking a relaxing getaway. Additionally, the surrounding countryside features beautiful walking trails and vineyards, great for leisurely strolls with your furry friends.
Are there any remote work vacation rentals in Asciano?
In Asciano, Tuscany, there are numerous options for remote work vacation rentals, with around 102 properties available that cater to the needs of travelers looking to blend work and leisure. Many of these rentals feature essential amenities like free Wi-Fi, allowing for seamless connectivity while enjoying the serene Tuscan landscape. Expect to find comfortable accommodations ranging from charming villas to rustic apartments, often equipped with dedicated workspaces or cozy corners ideal for focusing on tasks.

The surrounding area is rich in cultural heritage, with stunning views of the rolling hills and proximity to historical sites and local wineries, making it an excellent choice for those seeking a tranquil environment to work remotely. Additionally, the town itself offers local cafes and restaurants where one can take breaks or enjoy traditional Tuscan cuisine. 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 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 Asciano?
In Asciano, popular vacation rental amenities include fully equipped kitchens, great for travelers who enjoy cooking with local ingredients. Many rentals feature cozy fireplaces, adding a warm ambiance for relaxing evenings. Onsite parking is commonly available, which is convenient for those exploring the beautiful Tuscan countryside by car. Additionally, many properties are pet-friendly, allowing travelers to bring their furry companions along. Many rentals also provide coffee and tea makers, ensuring guests can enjoy a warm beverage at their leisure while taking in the stunning views of the surrounding landscape.
When is the best time to visit Asciano for a vacation rental?
October is the most popular time to visit Asciano, a picturesque town in Tuscany, Italy. This month marks the tail end of the peak season, which runs from August to October, attracting travelers who enjoy the stunning autumn landscapes and the rich cultural experiences the region has to offer. During this time, the weather is pleasantly mild, typically ranging from the low 50s to mid-70s Fahrenheit, making it great for outdoor activities such as hiking and exploring the iconic rolling hills covered in vibrant fall colors.

Visitors in October can experience firsthand the local culture by participating in harvest festivals, which celebrate the region's renowned wines and olive oils. This is a great way to sample local delicacies while enjoying the stunning scenery that Tuscany is famous for. The townspeople are particularly welcoming during this season, creating a friendly atmosphere for travelers.

For those seeking a more budget-friendly option, visiting in January can offer unique advantages. While this month is considered low season, it provides a quieter experience, allowing you to savor the beauty of Asciano without the crowds. You can explore the charming streets and enjoy the delightful local cuisine at a more leisurely pace.

Ultimately, the choice of when to visit Asciano depends on your preferences for lively cultural events and beautiful autumn scenery in October, or the peaceful, introspective experience that January offers.
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, Tuscany, Italy?
In Asciano, travelers can engage in the rich cultural and natural beauty of the Tuscany region. The town itself features the stunning Romanesque Church of San Francesco, known for its beautiful frescoes and peaceful atmosphere. Nearby, the historic Abbey of Monte Oliveto Maggiore offers breathtaking landscapes and a chance to explore its impressive cloisters and art.

The surrounding countryside is dotted with picturesque vineyards and olive groves, providing opportunities for wine tasting and leisurely walks through the rolling hills. Just a short drive away, the Crete Senesi area captivates visitors with its unique clay formations and stunning panoramic views, great for photography enthusiasts.

Additionally, Asciano serves as a great base for exploring nearby towns such as Siena, famous for its medieval architecture and the annual Palio horse race.
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 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 cabin or a beach condo, 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 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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