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This hilltop villa offers panoramas from Monte Amiata to Siena and boasts sweeping vineyard views – what more would you wish from a stay in the Chianti region? Licensed for weddings, it's a magical setting for special occasions – just ask your host for details. The interiors lean traditional, perfect for those who appreciate classic Tuscan charm. That said, you’ll likely want to spend most of your time outdoors – taking dips in the pool, sipping wine on one of the terraces and gathering for alfresco meals – your host can arrange private chefs, too. And with castles, medieval villages, vineyards and thermal spa towns within easy driving distance, you’ll be spoilt for choice here.
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Ask us anything
Do you have a question about this home or the local area?
What to expect
Highlights

Take a memorable tour of one of the Chianti vineyards nearby

Soak up the sun with a glass of wine next to the pool

Enjoy memorable chef-prepared meals in the formal dining room
Like what you see? Explore more of this home
Home truths
This home is spread across a main house and a converted barn.
If you're travelling with little ones, your host can provide a free cot and high chair upon request.
Two bedrooms have the option to convert the double beds into two singles upon request. There are also two bedrooms suitable for people with limited mobility here.
The pool is open between April and October.
The road leading to the villa is unpaved, but even. There's parking for 10 cars here and an EV charging station.
About this stay
Amenities
Outdoor seating
Laptop friendly workspace
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Private pool
Bedrooms & bathrooms
11 bedrooms, 12 beds
11.5 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
Airport pick up
Arrange a chef
Daily cleaning
Tickets and experience booking
Additional fees
- Your host can arrange a variety of services and experiences for an additional fee, including private chefs, extra cleanings, personal drivers and airport transfers, guided tours, children's cooking classes, and walking and cycling excursions.Cost on request
- Weddings and other special events are allowed with prior approval from your host – an additional fee will apply.Cost on request
Local guide
About Montepulciano
Set on a hilltop, ringed by vineyards and famed for its Vino Nobile red wine, Montepulciano is the perfect place to slow down and embrace the Tuscan way of life. The town centre is characterised by elegant Renaissance architecture and well-preserved medieval buildings. You'll find Palazzo Bucelli in the main coroso, with its intricately carved brickwork, as well as the Cattedrale di Santa Maria Assunta and the famous clock tower...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Take in the panoramic views at Fortezza Medicea
Built in 1563, this historical site offers a park with hiking/biking trails, city views, and an amphitheatre. Enjoy a scenic walk along the fortress and take in the amazing stone masonry. A great place to start your sightseeing in Siena.

Explore the peaceful Abbazia di Monte Oliveto Maggiore
Discover a magical place of worship in Tuscany. Admire the red-brick buildings, frescoes, and works of art. Don't miss the library and the amazing wine cellar. A must-visit for tranquility seekers and wine enthusiasts.

Experience the tranquil beauty of Bosco della Ragnaia
Immerse yourself in the serene atmosphere of Bosco della Ragnaia, a hidden gem of calm and beauty. This sculptural garden offers a dreamy escape where you can wander, touch, and connect with nature.

Try the excellent dishes at Il Conte Matto
Experience the award-winning, family-run restaurant tucked away in a quiet town. Enjoy fresh and local Tuscan ingredients, friendly staff, and unforgettable food.

Enter pizza heaven at Pizzeria Paradiso
A family-run pizzeria with a vegan-friendly menu featuring delicious options like Beyond Meat burger, gelato, and soy ragu pasta. Friendly staff and cosy setting.

Dine at AgriRistoro Trequanda
Indulge in delicious cuisine and excellent wines at this charming restaurant. With a stunning outdoor garden and friendly staff, it's a must-visit for food enthusiasts.

Enjoy a hearty meal at Ciriera Osteria Vegan
Experience an amazing Tuscan vegan restaurant with tasty food, plenty of options, and excellent service. Enjoy the calming ambience and high-quality dishes in the heart of Tuscany. Highly recommended for vegans and non-vegans alike.

Explore Giardini Pubblici
Take a leisurely stroll through this serene park with beautiful views of Siena. Enjoy the tranquil atmosphere and lush trees.

Enjoy a Multifaceted Experience at Bar Tabacchi La Tranquilla
Bar Tabacchi La Tranquilla is not just a coffee shop, but also a bar, restaurant, pizzeria, and store. With warm hospitality, they serve delicious food, excellent coffee, and fresh pastries. The comfortable environment and essential services make it an ideal place for a quick snack or to enjoy a creamy cappuccino.

Experience the Tranquil Beauty of La Selva
Escape to the enchanting paradise of La Selva in Italy, where breathtaking views, warm hospitality, and a tranquil atmosphere await. Relax by the pool, indulge in a wine tasting at the Pometti family vineyard, and feel right at home with Carlotta's personal touch.

Explore the Archaeological Museum and Sacred Art Palace Corboli
Discover a first-rate museum tucked into the scenic Tuscan hills surrounding Asciano. Marvel at the well-preserved Etruscan and Roman finds, as well as the impressive collection of sacred art. Avoid the crowds and enjoy the friendly staff and high-quality presentation of the works.
Get around
Airport
Amerigo Vespucci
2 hr 4 min
Pisa International
2 hr 34 min
Federico Fellini International
3 hr 38 min
Train station
Asciano
22 min
Bus stop
Pecorile Bv. Trequanda
10 min
Local shops & services
Supermarket
23 min
Cafe
19 min
Pharmacy
23 min
Points of interest
Beach
Stazione Balneare Merse
1 hr 10 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
Events possible (with prior approval)
No pets
No smoking
Good to know
Arrival from 16:00
Departure before 10:00
Air con
Wifi
Cancellation policy
Up until
60
days
Cancel at least 60 days before your check-in date for a full refund.
Not eligible for a refund once your check-in date is under 60 days away.
Host
This home is managed by Emily
This home is managed by a business on behalf of its owner. A member of their staff will be your point of contact before and during your stay. Emily and her team strive to give their guests the perfect Tuscan holiday. From their portfolio of incredible homes and villas to the tailor-made experiences they've curated, this professional team is all about Italian hospitality.
Registration or licence number: IT052036B5FY92GPPX.
This home is nominated for the Plum Guide Award.
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- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
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- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.