Monti di Sotto Holiday Rentals, Gaiole in Chianti: Private House Rentals

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Go beyond your typical stay in Monti di Sotto

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Our top choices for Monti di Sotto hotels

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

Rp1.761.299

Rp2.100.977 total

includes taxes & fees

19 Oct - 20 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 restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

2. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

Rp9.984.405

Rp11.186.775 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

3. Palazzo Ravizza

Siena Historical Center

Sherri

Rp2.960.588

Rp3.358.864 total

includes taxes & fees

30 Oct - 31 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 modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

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

Rp2.289.670

Rp2.620.854 total

includes taxes & fees

28 Oct - 29 Oct

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

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

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

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.

5. Borgo Grondaie

Siena

Simon

Rp1.788.770

Rp2.069.864 total

includes taxes & fees

29 Oct - 30 Oct

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

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

6. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

Rp2.577.792

Rp2.999.119 total

includes taxes & fees

29 Oct - 30 Oct

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

A stone building with a wooden door, outdoor seating, and a pergola with vines.

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

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

7. Agriturismo San Sano

Gaiole in Chianti

Glen

Rp1.327.247

Rp1.541.745 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

8. Palazzo di Valli

Siena

Payton

Rp2.743.144

Rp3.119.676 total

includes taxes & fees

21 Oct - 22 Oct

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

9. Hotel Borgo Antico

Monteroni d'Arbia

Charles

Rp2.076.414

Rp2.385.979 total

includes taxes & fees

11 Oct - 12 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A table set with wine glasses and a candle, viewed through a window with string lights.

10. Tenuta CorteDomina

Radda in Chianti

Dustin

Rp4.702.001

Rp5.253.975 total

includes taxes & fees

5 Oct - 6 Oct

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

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.

11. Precise House Montaperti Siena

Asciano

Dieter

Rp1.764.191

Rp2.063.271 total

includes taxes & fees

23 Oct - 24 Oct

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

12. Hotel Minerva

Siena City Centre

Michael

Rp2.157.605

Rp2.475.502 total

includes taxes & fees

25 Oct - 26 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.

13. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

Rp3.462.383

Rp3.910.838 total

includes taxes & fees

18 Oct - 19 Oct

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A bathroom with a large bathtub, wooden flooring, and a chandelier.

14. Relais degli Angeli

Siena City Centre

Manjeet

Rp3.805.757

Rp4.267.904 total

includes taxes & fees

8 Oct - 9 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 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.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

Gaiole in Chianti

Rama

Rp6.021.424

Rp6.827.919 total

includes taxes & fees

30 Oct - 31 Oct

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

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

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

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

16. Siena Vip

Siena City Centre

Luis

Rp1.947.660

Rp2.224.200 total

includes taxes & fees

21 Oct - 22 Oct

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

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

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

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

17. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Katherine

Rp3.047.938

Rp3.454.948 total

includes taxes & fees

25 Oct - 26 Oct

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

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

18. Il Chiostro del Carmine

Siena Historical Center

Victoria

Rp2.559.153

Rp2.896.843 total

includes taxes & fees

5 Oct - 6 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 brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

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

19. Villa del Sole Siena

Siena City Centre

John

Rp3.698.840

Rp4.170.880 total

includes taxes & fees

20 Oct - 21 Oct

A couple seated on a balcony with a view of a historic cityscape.

A spacious living area with a staircase, a central island with a lamp, a sofa, and a large mirror on the wall.

A courtyard with a brick building featuring arched walkways and a tower.

A bedroom with a bed, bedside table, lamp, and a window with a view of buildings.

20. Hotel Alma Domus

Siena City Centre

Patrick

Rp1.942.153

Rp2.238.333 total

includes taxes & fees

30 Sept - 1 Oct

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Top Monti di Sotto Hotel Reviews

Hotel Borgo San Luigi

10/10 Excellent

"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

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!!"

More cheap stays in Monti di Sotto

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.045.405

Rp1.252.162 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

Rp2.002.220

Rp2.304.407 total

30 Sept - 1 Oct

includes taxes & fees

7.8/10 Good! (442 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

Rp2.628.459

Rp2.993.522 total

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

Rp2.718.054

Rp3.092.077 total

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (50 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

Rp1.311.028

Rp3.138.939 total

20 Oct - 21 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

What's the best place for a stay in Monti di Sotto?

Hotel Athena, located 7.5 mi (12.1 km) from the heart of Monti di Sotto, is a top choice for your stay, based on our traveller data. Other good options 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 Monti di Sotto.

What are some of the best holiday rentals that Monti di Sotto has to offer?

Borgo Argiano: This holiday home rental outside of Monti di Sotto 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 Monti di Sotto.

If I need to cancel my hotel reservation in Monti di Sotto, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Monti di Sotto.

How is it to stay in Monti di Sotto?

Visitors will definitely enjoy all that Monti di Sotto has to offer. In Monti di Sotto, there are 4 hotels and other accommodation options to choose from. Find out more about Monti di Sotto.

What should I do while I'm visiting Monti di Sotto?

Places to visit in the wider area include Castle of Brolio, Cantalici Winery and Meleto Castle. You'll also find Siena Circuit and Badia a Coltibuono in the area. Take a look at what more there is to see and do in Expedia's Monti di Sotto guide.

What's the seasonal weather like in Monti di Sotto?

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 Monti di Sotto is 935 mm.

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Find hotels in Monti di Sotto from Rp1.252.162

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Monti di Sotto

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Monti di Sotto hotels

1. La Certosa di Pontignano

2. Hotel Le Fontanelle

3. Palazzo Ravizza

4. Hotel Chiusarelli

5. Borgo Grondaie

6. Castello di Tornano Wine Resort

7. Agriturismo San Sano

8. Palazzo di Valli

9. Hotel Borgo Antico

10. Tenuta CorteDomina

11. Precise House Montaperti Siena

12. Hotel Minerva

13. Villa Scacciapensieri Boutique Hotel

14. Relais degli Angeli

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

16. Siena Vip

17. Villa Ermellina Siena, a Tribute Portfolio Hotel

18. Il Chiostro del Carmine

19. Villa del Sole Siena

20. Hotel Alma Domus

Top Monti di Sotto Hotel Reviews

Hotel Borgo San Luigi

Fattoria di Vegi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Hu Norcenni Girasole Village

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

More cheap stays in Monti di Sotto

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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