Bossi Holiday Rentals, Castelnuovo Berardenga: Private House Rentals

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Our top choices for Bossi hotels

A courtyard with stone walls, arched windows, and potted plants.

A covered outdoor area with brick arches, potted plants, and a door leading to a building.

A swimming pool with a clear view of the surrounding landscape, including trees and distant hills.

A rustic interior with a stone wall, a wooden staircase, and a view of the outdoors.

1. Castello di Bossi

Castelnuovo Berardenga

CESAR JAVIER

Rp1.481.142

Rp3.321.813 total

includes taxes & fees

19 Oct - 20 Oct

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

A bar area with a counter, bottles, and glasses.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

2. Palazzo Ravizza

Siena Historical Center

Sherri

Rp3.170.089

Rp3.589.165 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A brick building with three windows, a round blue window, and a sign on the wall.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

3. Borgo Grondaie

Siena

Simon

Rp1.784.351

Rp2.064.751 total

includes taxes & fees

26 Oct - 27 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

4. Hotel Chiusarelli

Siena City Centre

Scott

Rp2.284.014

Rp2.614.380 total

includes taxes & fees

28 Oct - 29 Oct

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

A spa room with a reception desk, a massage chair, and a window with blinds.

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.

5. Precise House Montaperti Siena

Asciano

Dieter

Rp1.759.834

Rp2.058.175 total

includes taxes & fees

23 Oct - 24 Oct

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

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.

6. Hotel Le Fontanelle

Castelnuovo Berardenga

Briana

Rp9.984.405

Rp11.186.775 total

includes taxes & fees

5 Oct - 6 Oct

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.

An interior corridor with arches, columns, and a brick wall.

7. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

Rp1.756.949

Rp2.095.788 total

includes taxes & fees

19 Oct - 20 Oct

A table set for breakfast with a scenic view of hills and a cloudy sky.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

8. Palazzo di Valli

Siena

Payton

Rp2.569.516

Rp2.928.432 total

includes taxes & fees

21 Oct - 22 Oct

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

A hotel room with a bed, a TV, a desk, and a mirror.

A modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

9. Delta Hotel

Montevarchi

weixing

Rp2.335.924

Rp2.569.516 total

includes taxes & fees

28 Sept - 29 Sept

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a window and a light fixture.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

10. Agriturismo San Sano

Gaiole in Chianti

Glen

Rp1.323.968

Rp1.537.936 total

includes taxes & fees

18 Oct - 19 Oct

A bathroom with a window view of a historic building and a tiled roof.

A bedroom with a large bed, a mirror, and a painting on the wall.

A modern living room with a sofa, a wooden dining table with chairs, a glass door leading outside, and a wall with floral artwork.

An outdoor patio with tables and chairs, surrounded by planters and umbrellas.

11. Siena Vip

Siena City Centre

Luis

Rp1.942.849

Rp2.218.706 total

includes taxes & fees

21 Oct - 22 Oct

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone building with a tower, surrounded by people dining at tables with candles.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

Rp2.767.509

Rp3.207.404 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

A stone building with a garden, tall trees, and a clear blue sky.

A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

Gaiole in Chianti

Rama

Rp6.674.067

Rp7.545.404 total

includes taxes & fees

27 Oct - 28 Oct

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

14. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Katherine

Rp3.040.408

Rp3.446.413 total

includes taxes & fees

25 Oct - 26 Oct

A pathway lined with trees and a large pot in the center.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

15. Villa Montarioso

Montarioso

Michael

Rp1.450.375

Rp1.697.378 total

includes taxes & fees

7 Oct - 8 Oct

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

16. Four Points by Sheraton Siena

Scacciapensieri

Raul

Rp2.652.942

Rp3.020.201 total

includes taxes & fees

25 Oct - 26 Oct

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

A bedroom with a large window, a bed, a nightstand, and a mirror.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

17. Villa del Sole Siena

Siena City Centre

John

Rp3.689.702

Rp4.160.576 total

includes taxes & fees

20 Oct - 21 Oct

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A dining table with cups, plates, and a croissant, set against a window with curtains.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

18. Il Chiostro del Carmine

Siena Historical Center

Victoria

Rp2.552.831

Rp2.889.686 total

includes taxes & fees

5 Oct - 6 Oct

A courtyard with a lemon tree, potted plants, and a building with arched windows.

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.

A large, historic building with a covered patio and a well-maintained garden.

19. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

Rp3.453.830

Rp3.901.178 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with multiple windows and a central entrance.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

20. Fondaco del Moro

Civitella in Val di Chiana

Heather

Rp1.251.388

Rp1.376.527 total

includes taxes & fees

29 Sept - 30 Sept

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Top Bossi Hotel Reviews

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

Fattoria di Vegi

10/10 Excellent

"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"

NH Siena

10/10 Excellent

"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."

More cheap stays in Bossi

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.042.823

Rp1.249.070 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

Rp1.557.282

Rp1.814.975 total

28 Sept - 29 Sept

includes taxes & fees

7.8/10 Good! (441 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

Rp2.621.966

Rp2.986.127 total

12 Oct - 13 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

Rp2.635.422

Rp3.000.929 total

17 Oct - 18 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

Rp1.481.142

Rp3.321.813 total

19 Oct - 20 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Hotels in Bossi with star rating

Frequently asked questions

Where is the best place to stay in Bossi?

Hotel Athena, located 7.4 mi (12 km) from the heart of Bossi, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Bossi.

What are some of the best holiday rentals that Bossi has to offer?

Borgo Argiano: This holiday home rental outside of Bossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Bossi.

If I need to cancel my hotel reservation in Bossi, will I receive a refund?

Yes! Most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Bossi.

What's the best dog-friendly accommodation option in Bossi?

Castello di Bossi is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Bossi.

What are some accommodation options with pools in Bossi?

Fattoria di Vegi: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Castello di Spaltenna- Small Luxury Hotels of the World and Villa Scacciapensieri Boutique Hotel are a couple of other choices with an on-site pool. View all hotels with pools in Bossi.

What is staying in Bossi like?

Travellers to Bossi will find plenty to explore and enjoy. In Bossi, there are 20 hotels and other accommodation options to choose from. Find out more about Bossi.

What are the top places to visit in Bossi?

Places to visit in the wider area include Castle of Brolio, Siena Circuit and Meleto Castle. You'll also find Villa a Sesta Polo Club and Porta Romana in the area. Take a look at what more there is to see and do in Expedia's Bossi guide.

What's the seasonal weather like in Bossi?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Bossi is 946 mm.

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Book Hotels in Bossi on Expedia.it

Find hotels in Bossi from Rp1.249.070

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bossi

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bossi hotels

1. Castello di Bossi

2. Palazzo Ravizza

3. Borgo Grondaie

4. Hotel Chiusarelli

5. Precise House Montaperti Siena

6. Hotel Le Fontanelle

7. La Certosa di Pontignano

8. Palazzo di Valli

9. Delta Hotel

10. Agriturismo San Sano

11. Siena Vip

12. Castello di Tornano Wine Resort

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

14. Villa Ermellina Siena, a Tribute Portfolio Hotel

15. Villa Montarioso

16. Four Points by Sheraton Siena

17. Villa del Sole Siena

18. Il Chiostro del Carmine

19. Villa Scacciapensieri Boutique Hotel

20. Fondaco del Moro

Top Bossi Hotel Reviews

Hu Norcenni Girasole Village

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

Fattoria di Vegi

NH Siena

Borgo Scopeto Wine & Country Relais

More cheap stays in Bossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Hotels in Bossi with star rating

Frequently asked questions

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