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Our top choices for Villa A Sesta hotels

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is NZ$646
includes taxes & fees
15 July - 16 July
Chapter Chianti, a Member of Design Hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is NZ$246
includes taxes & fees
6 Aug - 7 Aug
Hotel Ristorante La Dama nella Vigna

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is NZ$269
includes taxes & fees
16 July - 17 July
La Certosa di Pontignano

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (36 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is NZ$326
includes taxes & fees
19 July - 20 July
Villa di Sotto

Locanda Casalta

Locanda Casalta
Strove
The price is NZ$196
includes taxes & fees
15 July - 16 July
Locanda Casalta

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (112 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is NZ$471
includes taxes & fees
5 Aug - 6 Aug
Castello di Tornano Wine Resort

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is NZ$355
includes taxes & fees
31 July - 1 Aug
Relais la Costa - Dimora Storica

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (217 reviews)
"Great Toscana hotel"
United States
Jose
The price is NZ$327
includes taxes & fees
6 Aug - 7 Aug
Villa Sabolini

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (399 reviews)
"The hotel is beautiful."
United States
Ruth
The price is NZ$331
includes taxes & fees
19 July - 20 July
Castello Vicchiomaggio

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (98 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is NZ$257
includes taxes & fees
16 July - 17 July
Agriturismo San Sano

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is NZ$167
includes taxes & fees
18 July - 19 July
Palace Hotel Due Ponti

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (9 reviews)
"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...
United States
Brian
The price is NZ$702
includes taxes & fees
17 July - 18 July
Fattoria di Vegi

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is NZ$243
includes taxes & fees
22 July - 23 July
Palazzo di Valli

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is NZ$699
includes taxes & fees
27 July - 28 July
Dievole Wine Resort

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
The price is NZ$1,307
includes taxes & fees
5 Aug - 6 Aug
Borgo San Felice Resort

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (76 reviews)
"Excellent location after visiting Siena, good restaurant, clean room with air conditioning, friendly staff, easy parking."
United Kingdom
Serdar Huseyin
The price is NZ$154
includes taxes & fees
19 July - 20 July
Castello

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (187 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
The price is NZ$277
includes taxes & fees
14 July - 15 July
Belvedere di San Leonino

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (107 reviews)
"Best hospitality!!! Amazing property and activities! Loved our stay :)"
United States
Miguel A
The price is NZ$1,111
includes taxes & fees
12 Aug - 13 Aug
Il Borro - Relais & Châteaux

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (136 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is NZ$359
includes taxes & fees
16 July - 17 July
Castello di Leonina Relais

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (106 reviews)
"Hotel is sat amongst the Tuscan hills with the most unreal views. Staff are so helpful and nothing was ever too much, they take such good care of you."
United Kingdom
Daniel
The price is NZ$624
includes taxes & fees
13 Aug - 14 Aug
Hotel Le Fontanelle
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What is the best area to stay in Villa A Sesta?
The best area to stay in Villa A Sesta is within the village itself for an authentic Tuscan experience, or in the immediate countryside surrounding it for more seclusion.

Villa A Sesta is a small, elevated village in the heart of the Chianti Classico region. It's characterised by its traditional stone buildings, narrow streets, and stunning panoramic views of the rolling hills and vineyards. The village has a few excellent, top restaurants, a local shop, and a strong sense of community. Its small size means everything is within a short stroll.

Couples looking for a romantic and relaxing getaway will find staying directly in Villa A Sesta perfect. You can enjoy quiet evenings, walk to dinner, and wake up to beautiful views. The village offers a true taste of Tuscan life without the crowds of larger towns, making it ideal for those who appreciate a slower pace and quality local food and wine.

For families, staying in the immediate countryside around Villa A Sesta offers more space and privacy. Many villas and farmhouses are available, often with private outdoor areas, swimming pools, and ample room for children to play.
When is the best time to go to Villa A Sesta?
The best time to go to Villa A Sesta is during the shoulder seasons of May, June, September, and October.

These months offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat and larger crowds of mid-summer. You'll find the vineyards and olive groves at their most beautiful, either bursting with spring growth or rich with autumnal colours.

For couples seeking a romantic getaway, late September and October are particularly lovely. The grape harvest is often underway, offering opportunities for wine-tasting experiences, and the cooler evenings are great for enjoying traditional Tuscan meals by a fireplace. The rolling hills are bathed in a soft, golden light, creating a very picturesque setting.

Travellers interested in outdoor activities like cycling or hiking will find May and June ideal. The temperatures are comfortable for longer excursions, and the countryside is lush and green.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Villa A Sesta.
How can I save on a hotel booking in Villa A Sesta with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Villa A Sesta hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Villa A Sesta?
Prices for hotels in Villa A Sesta often vary, but you can find a great deal from NZ$126 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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