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Check prices for these dates

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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Our top choices for Villa A Sesta hotels

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.
A restaurant with tables set for dining, large windows offering a view of the landscape, and a wooden ceiling structure.
A group of people toasting with wine glasses at a table with a view of the countryside.
A stone-walled sauna with a wooden interior and a hot tub in the foreground.

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
Canada
Philippe
NZ$328
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A historic stone building with multiple windows and a courtyard.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A pool area with lounge chairs and a service person attending to a guest.
A stone building with outdoor seating and a garden with roses.

2. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
NZ$1,451
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A historic stone building with a large arched window and a small balcony.
A stone building with a tower, surrounded by people dining at tables with candles.
A stone archway leading to a window with a view of tall trees and a distant landscape.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
NZ$314
includes taxes & fees
25 Oct - 26 Oct
Castello di Tornano Wine Resort
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

4. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
NZ$202
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

5. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
NZ$671
includes taxes & fees
2 Nov - 3 Nov
The Club House
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A table set for breakfast with various dishes, drinks, and a newspaper.

6. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
NZ$933
includes taxes & fees
22 Oct - 23 Oct
Hotel Le Fontanelle
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

7. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
NZ$130
includes taxes & fees
12 Oct - 13 Oct
Hotel Casafrassi
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
NZ$507
includes taxes & fees
10 Nov - 11 Nov
Dievole Wine Resort
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.
An indoor dining area with tables set for two, large windows, and potted plants.

9. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
NZ$405
includes taxes & fees
17 Oct - 18 Oct
Villa Sassolini Country Boutique Hotel
A table set for dining with a scenic view of rolling hills and distant mountains.
A courtyard with brick buildings, a column, and potted plants.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.
A brick building with a large arched entrance, a metal gate, and a wooden door.

10. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
NZ$302
includes taxes & fees
26 Oct - 27 Oct
Castello di Leonina Relais
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

11. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
NZ$776
includes taxes & fees
6 Nov - 7 Nov
Borgo Scopeto Wine & Country Relais
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
NZ$194
includes taxes & fees
19 Oct - 20 Oct
Ultimo Mulino Wellness Country Hotel
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
An aerial view of a villa surrounded by lush greenery and rolling hills.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

13. Il Verreno

Il Verreno
Ambra
Canada
Minna
NZ$399
includes taxes & fees
26 Oct - 27 Oct
Il Verreno
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A large, historic building with a covered patio and a well-maintained garden.
A swimming pool surrounded by lush greenery and a stone pathway.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

14. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United States
Benjamin
NZ$326
includes taxes & fees
21 Oct - 22 Oct
Villa Scacciapensieri Boutique Hotel
A swimming pool with lounge chairs and a person in a patterned dress.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
A person performing a yoga pose in a grassy area with a historic building in the background.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.

15. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
NZ$971
includes taxes & fees
11 Nov - 12 Nov
Castel Monastero - The Leading Hotels of the World
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.
A table set with wine glasses and a candle, viewed through a window with string lights.
A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

16. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
NZ$249
includes taxes & fees
8 Nov - 9 Nov
Tenuta CorteDomina
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A stone building with a garden, tall trees, and a clear blue sky.

17. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
NZ$666
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A table set for breakfast with a scenic view of hills and a cloudy sky.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

18. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
NZ$232
includes taxes & fees
3 Nov - 4 Nov
Palazzo di Valli
A terrace with multiple sun loungers and a scenic view of green fields and hills.
An indoor swimming pool with lounge chairs and a view of the countryside.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.
A spa room with a reception desk, a massage chair, and a window with blinds.

19. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
NZ$183
includes taxes & fees
11 Nov - 12 Nov
Precise House Montaperti Siena
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.
A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.
A church interior with wooden pews, a wooden altar, and a large painting on the wall.
A dining table with cups, plates, and a croissant, set against a window with curtains.

20. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
United Kingdom
Tom
NZ$153
includes taxes & fees
3 Nov - 4 Nov
Il Chiostro del Carmine
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Top Villa A Sesta Hotel Reviews

Recent Reviews in Villa A Sesta

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Greatly enjoyed the front desk staff."
Dreslaine 2-night trip
Posted 8 hours ago
Palazzo Ravizza
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 2 days ago
Hotel Athena
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 4 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 5 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 7 days ago
Four Points by Sheraton Siena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 9 days ago
Borgo Vescine

More cheap accommodation in Villa A Sesta

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$106
11 Nov - 12 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$153
11 Nov - 12 Nov
includes taxes & fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$157
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$175
11 Nov - 12 Nov
includes taxes & fees
8.8/10 Excellent! (111 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
NZ$306
22 Oct - 23 Oct
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

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 program—gives you instant access to discounts with 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$106 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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