We found 1,290 vacation rentals — enter your dates for availability
Nestled in the enchanting Tuscan countryside, Villa A Sesta beckons travelers with its idyllic charm and breathtaking landscapes. This captivating destination offers a seamless blend of romantic getaways, delightful wine tastings at renowned Chianti vineyards, and historic explorations through picturesque villages. With a variety of accommodations ranging from elegant villas to spacious apartments, groups and families can savor the comfort and convenience of a home-like atmosphere while creating unforgettable memories together.
Holiday rentals with weekly discounts - Villa A Sesta
Showing deals for:Jan 15 - Jan 22
Image gallery for Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
"A quality villa of calm and peacefulness in a wonderful location, walking distance to 4 lovely restaurants. Aircon available. Insect screens supplied and beds/linens/furniture of high quality. Immaculate and pristine. High quality fittings and three different areas in the fragrant and lush garden to relax.
The house has 4 allocated loungers and umbrella. The pool is of a good size ca 11m long and well kept. Parking arears marked out at the bottom of the road. Owners Could not have been more...
"A quality villa of calm and peacefulness in a wonderful location, walking distance to 4 lovely restaurants. Aircon available. Insect screens supplied and beds/linens/furniture of high quality. Immaculate and pristine. High quality fittings and three different areas in the fragrant and lush garden to relax.
The house has 4 allocated loungers and umbrella. The pool is of a good size ca 11m long and well kept. Parking arears marked out at the bottom of the road. Owners Could not have been more...
"This home is an oasis of beauty with plenty of privacy and space. Our host welcomed us with food and extras so we could settle in and not have to leave for some of the simple things like a light breakfast and snacks. Wonderful. "
"This home is an oasis of beauty with plenty of privacy and space. Our host welcomed us with food and extras so we could settle in and not have to leave for some of the simple things like a light breakfast and snacks. Wonderful. "
"This lovely apartment is in a great location, quiet, clean and very well equipped. The owners Bruno and Danielle have provided everything you would need to make your stay comfortable. They respond quickly to any questions you may have and have provided a very helpful booklet outlining the apartment and suggestions for local restaurants on the street. It is away from hassle and bustle of the tourist centre. I would certainly stay there again and highly recommend their lovely space.
Judy"
"This lovely apartment is in a great location, quiet, clean and very well equipped. The owners Bruno and Danielle have provided everything you would need to make your stay comfortable. They respond quickly to any questions you may have and have provided a very helpful booklet outlining the apartment and suggestions for local restaurants on the street. It is away from hassle and bustle of the tourist centre. I would certainly stay there again and highly recommend their lovely space.
Judy"
Rich Cultural Heritage: Discover historic churches, palaces, and castles that showcase Tuscany's artistic legacy.
Scenic Chianti Region: Explore the enchanting Chianti village and indulge in world-renowned Chianti Classico wines.
Outdoor Adventures: Enjoy biking through picturesque landscapes, perfect for outdoor enthusiasts.
Delicious Local Cuisine: Savor authentic Italian dishes and local wines in charming eateries.
Charming Accommodations: Choose from luxurious villas and cozy apartments for a perfect stay in Tuscany.
Popular types of accommodation in Villa A Sesta
If you’re considering a getaway to Villa A Sesta, you’ll find a variety of accommodations to suit your needs. Our most popular options include charming apartments, luxurious villas, and houses. Whether you’re looking for a rental villa nestled in the heart of Tuscany or a cozy retreat, Villa A Sesta offers the perfect vacation rentals for an unforgettable experience.
Apartments: These are the top choice for vacationers in Villa A Sesta, offering convenient living spaces ideal for couples or solo travelers.
Villas: A popular option for larger groups, villas provide ample space and luxurious amenities for a memorable getaway.
Houses: Perfect for families or friends, these homes offer a home-like atmosphere with added privacy.
Caravan Parks: For those seeking a unique experience, caravan parks offer a fun and affordable way to enjoy the outdoors.
Cottages: These cozy retreats are ideal for a romantic escape or a quiet weekend in the Tuscan countryside.**
Top attractions near Villa A Sesta
Villa A Sesta offers a perfect blend of culture, luxury, and family-friendly activities in the heart of Tuscany. Travelers can explore captivating points of interest like historic churches, palaces, and castles. The enchanting Chianti village and Chianti Classico wine region are nearby, as well as the stunning Sienese castles and the picturesque town of San Gimignano. For those seeking adventure, biking through the scenic landscapes adds an exciting dimension to your visit.
Piazza del Campo: A vibrant square known for its unique shell shape and historic significance, this lively piazza is the heart of Siena, where locals and tourists gather to enjoy cultural events, festivals, and the stunning architecture surrounding it.
Siena Cathedral: This breathtaking Gothic cathedral is famous for its intricate marble façade and stunning interior, featuring impressive artworks and a beautiful floor. It offers a deep dive into the rich history and artistry of the region.
Meleto Castle: A charming medieval castle surrounded by picturesque vineyards, offering a romantic atmosphere and rich cultural heritage. Visitors can explore its historical architecture and enjoy scenic views of the Tuscan landscape.
Things to do recommended for couples
For a romantic getaway in Villa A Sesta, explore the enchanting Castle of Brolio winery just 2 miles away, indulge in luxury at the Villa a Sesta Polo Club 4 miles away, and savor a delightful meal at All'Orto de' Pecci restaurant, 9 miles away, perfect for a cozy evening together.
Things to do recommended for families
Your family vacation in Villa A Sesta will be exciting with activities like karting at the Siena Circuit, cheering at the Stadio Artemio Franchi, and exploring the Chianti Observatory. These experiences promise adventure, sports, and entertainment for a memorable trip!
What do I need to keep in mind when booking a vacation in Villa A Sesta
When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, it’s essential to prioritize your preferences in the filtering options. Here are some helpful booking tips for using Vrbo.
Traveling to Villa A Sesta with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many others on Vrbo.
Traveling to Villa A Sesta with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having age-appropriate amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
Taking your pets with you to Villa A Sesta: For many families, a vacation just isn't the same without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pet feel comfortable and at home.
Planning for a long term stay visiting Villa A Sesta: If you're seeking vacation rentals with special offers 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.
Where to stay near Villa A Sesta
Villa A Sesta offers an enchanting escape into the heart of Tuscany, surrounded by picturesque Chianti villages and serene countryside. Explore the charming streets of nearby Siena, indulge in local wines, and savor authentic Italian cuisine. This secluded gem is perfect for family vacations, romantic getaways, or luxury retreats, where friendly locals and stunning historical landscapes create an unforgettable atmosphere. Experience the beauty of the Sienese Chianti as you unwind in this delightful village.
San Gusme: Located a mere 0.9 miles from Villa A Sesta, the charming village of San Gusme is a delightful destination for those seeking a blend of culture and romance. This quaint village invites visitors to explore its historic sites and picturesque countryside. Travelers can enjoy a variety of activities, including relaxing at a local resort, joining guided tours, or unwinding at a country private club. The atmosphere is filled with the allure of small-town life, making it an ideal spot for a serene getaway.
San Felice: Just 1 mile away from Villa A Sesta, San Felice is another enchanting village known for its romantic and outdoor experiences. This destination is a haven for wellness enthusiasts, featuring luxurious spas and body treatment facilities. Visitors can immerse themselves in the local history by exploring nearby castles and historic sites. The village also offers a lively tourist precinct, making it perfect for those looking to indulge in local cuisine and culture while enjoying the beautiful Tuscan landscape.
Bossi: Located 2 miles from Villa A Sesta, the village of Bossi is a treasure trove for art lovers and cultural enthusiasts. This quaint village is home to several art galleries and a historic palace that showcases local artistry and heritage. The picturesque surroundings invite leisurely strolls, allowing travelers to soak in the rich history and artistic flair of the area. Bossi offers a peaceful escape, perfect for those looking to connect with Tuscany's vibrant culture.
Best time to go to Villa A Sesta
If you're planning a trip to Villa A Sesta, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like December to February tend to have fewer bookings and better deals.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
40.6°F (4.8°C)
Light Rain
Mostly Sunny
Low
Slightly Low
February
42.8°F (6.0°C)
Light Rain
Mostly Sunny
Low
Slightly Low
March
47.5°F (8.6°C)
Light Rain
Mostly Sunny
Average
Average
April
54.0°F (12.2°C)
Light Rain
Mostly Sunny
Average
Average
May
60.4°F (15.8°C)
Light Rain
Mostly Sunny
Average
Average
June
69.8°F (21.0°C)
Light Rain
Sunny
Average
Slightly High
July
75.9°F (24.4°C)
No Rain (Dry)
Sunny
High
Slightly High
August
75.6°F (24.2°C)
No Rain (Dry)
Sunny
High
Slightly High
September
67.1°F (19.5°C)
Light Rain
Mostly Sunny
High
Average
October
58.1°F (14.5°C)
Light Rain
Mostly Sunny
Average
Average
November
50.0°F (10.0°C)
Light Rain
Mostly Sunny
Average
Slightly Low
December
43.2°F (6.2°C)
Light Rain
Mostly Sunny
Low
Average
Booking with Vrbo is a breeze
Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, booking a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.
Vrbo Trips: Planning as easy as it gets
Vrbo’s Trip Board provides a convenient platform for you to craft new travel plans, manage your existing itineraries, or revisit and organize your reservations. Your saved or booked properties are now neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
What is the best area to stay in Villa A Sesta, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Villa A Sesta, Tuscany, the surrounding area offers some delightful neighborhoods that enhance your experience of this picturesque region. One of the best areas to stay is the nearby Chianti region, renowned for its stunning landscapes and world-class vineyards. Here, you can immerse yourself in the local wine culture by visiting charming wineries and enjoying wine tastings, which are a highlight of any trip to Tuscany.
Another wonderful option is the village of Castelnuovo Berardenga, which is not far from Villa A Sesta. This quaint village boasts historical architecture and provides a great base to explore the rolling hills of Tuscany. The nearby Castello di Brolio is a top attraction, showcasing both beautiful gardens and a rich history that visitors find fascinating.
In terms of vacation rentals, the area around Villa A Sesta features a variety of properties, from rustic villas surrounded by vineyards to cozy apartments in charming villages, giving you plenty of choices to suit your preferences.
How much does it cost to rent a vacation home in Villa A Sesta?
Prices for vacation rentals in Villa A Sesta 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 Villa A Sesta 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 Villa A Sesta vacation house rentals?
You can find great discounts on house rentals in Villa A Sesta 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.
Can I find long-stay vacation rentals in Villa A Sesta?
A long-stay vacation rental in Villa A Sesta 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 any Villa A Sesta vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Villa A Sesta 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.
How early should I book a Villa A Sesta vacation rental?
Book your Villa A Sesta 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 Villa A Sesta, Tuscany, Italy?
In Villa A Sesta, Tuscany, visitors can take part in the charm of the Tuscan countryside. The village itself is surrounded by picturesque vineyards and olive groves, making it a great base for exploring local wineries that offer tastings and tours. Nearby, the medieval town of Siena is just a short drive away, famous for its stunning Piazza del Campo and the historic Siena Cathedral, both of which reflect the region's rich history and architecture.
Travelers can also visit the enchanting town of San Gimignano, known for its medieval towers and beautiful artworks. This area is often referred to as the "Medieval Manhattan" and provides a unique glimpse into Tuscany's past. Additionally, the scenic landscapes of the Chianti region are ideal for those looking to enjoy hiking or cycling through rolling hills dotted with charming farmhouses.
For art lovers, the nearby city of Florence, a little further afield, is home to world-renowned museums such as the Uffizi Gallery and the Accademia, where Michelangelo's David resides.
Can I change or cancel my Villa A Sesta home rental booking on Vrbo?
To find Villa A Sesta 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 Villa A Sesta 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.