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

Q: 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 .

Q: 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 .

Q: 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 .

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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.

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

Rp1.539.564 total

includes taxes & fees

16 Nov - 17 Nov

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

2. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

Rp5.729.033 total

includes taxes & fees

16 Nov - 17 Nov

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

3. Four Points by Sheraton Siena

Scacciapensieri

Ralph

Rp2.614.856 total

includes taxes & fees

4 Dec - 5 Dec

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

4. Hotel Executive

Scacciapensieri

Andras

Rp1.700.775 total

includes taxes & fees

29 Nov - 30 Nov

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

5. Precise House Montaperti Siena

Asciano

ben

Rp1.987.533 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

6. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

Rp2.163.950 total

includes taxes & fees

22 Nov - 23 Nov

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

7. The Club House

Castelnuovo Berardenga

Natalyn

Rp9.226.706 total

includes taxes & fees

20 Nov - 21 Nov

A dining area with a table and chairs, a view of a landscape through an arched window, and a large umbrella providing shade.

8. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

Rp7.649.313 total

includes taxes & fees

14 Nov - 15 Nov

An outdoor patio with round tables and chairs, surrounded by a stone building with ivy.

9. Belvedere di San Leonino

Castellina in Chianti

Kevork

Rp2.242.255 total

includes taxes & fees

21 Nov - 22 Nov

A narrow stone pathway leading to a rustic building with a wooden door and a window.

10. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

Rp3.216.737 total

includes taxes & fees

15 Nov - 16 Nov

A modern building with a sign reading "Palace Hotel."

11. Palace Hotel Due Ponti

Due Ponti

Adam

Rp1.590.365 total

includes taxes & fees

16 Nov - 17 Nov

A spa area with stone walls, a white massage chair, and a potted plant.

12. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

Rp2.220.522 total

includes taxes & fees

13 Dec - 14 Dec

A pool area with lounge chairs and umbrellas, surrounded by greenery and a historic building in the background.

13. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

G

Rp9.148.858 total

includes taxes & fees

25 Nov - 26 Nov

A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.

14. Borgo Vescine

Radda in Chianti

Natalie

Rp9.291.901 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio with tables and chairs, a pergola structure, and a stone building in the background.

15. Tenuta CorteDomina

Radda in Chianti

piyanut

Rp4.732.548 total

includes taxes & fees

14 Nov - 15 Nov

A spa area with a stone ceiling, a pool, and two sun loungers.

16. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

Rp1.561.426 total

includes taxes & fees

1 Dec - 2 Dec

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

17. Hotel Casafrassi

Castellina in Chianti

Stuart

Rp1.308.435 total

includes taxes & fees

26 Nov - 27 Nov

A hotel with a courtyard featuring sun loungers and a covered seating area.

18. Hotel Palazzo dei Priori

Siena

Koray

Rp1.419.149 total

includes taxes & fees

23 Nov - 24 Nov

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

19. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

Rp2.151.470 total

includes taxes & fees

10 Dec - 11 Dec

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

20. Villa Montarioso

Montarioso

Michael

Rp1.713.161 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Hotels recommended for families in Monti di Sotto

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rp1.539.564 total

includes taxes & fees

16 Nov - 17 Nov

Top Monti di Sotto Hotel Reviews

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

Castello di Fonterutoli Wine Resort

Castellina in Chianti

10/10 Excellent

Claire

Sangallo Park Hotel

Vico Alto

10/10 Excellent

I was one of a party of four adults who have just returned from a wonderful and relaxing seven day holiday at the Sangallo Park Hotel which is in close proximity to Siena ( less than 10 minutes in a Car). On arrival we were greeted by a very friendly gentleman on reception who give us an overview of the hotel and provided us with details of a local restaurant as it was late at night, he even rang the restaurant straight away and booked us a table. Every morning we were greeted by...

Brian, Julie

Borgo Vescine

Radda in Chianti

10/10 Excellent

I'd never heard of Radda before but this place is a gem, just outside of this little Tuscan town. Situated near In Greve, Castellina, and the Chianti road, the service, sights, and grounds are unbelievable. I travelled to this hotel with my parents and we each staying in rooms that felt like separate villas. Theirs had an amazing view and mine had a private porch that was tucked away, perfect for sitting with friends or family to have a late night glassw of wine or cigar. The grounds feel very...

Matt

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveller

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Ryan

Hotel Executive

Scacciapensieri

10/10 Excellent

Andras

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Excellent

G

Chapter Chianti, a Member of Design Hotels

Cavriglia

10/10 Excellent

George

Frequently Asked Questions

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.

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.

Find hotels in Monti di Sotto from Rp988.170

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Monti di Sotto

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Monti di Sotto hotels

1. La Certosa di Pontignano - Place of Charme

2. Dievole Wine Resort

3. Four Points by Sheraton Siena

4. Hotel Executive

5. Precise House Montaperti Siena

6. Sangallo Park Hotel

7. The Club House

8. Chapter Chianti, a Member of Design Hotels

9. Belvedere di San Leonino

10. Castello di Fonterutoli Wine Resort

11. Palace Hotel Due Ponti

12. Palazzo Leopoldo Dimora Storica & Spa

13. Castel Monastero - The Leading Hotels of the World

14. Borgo Vescine

15. Tenuta CorteDomina

16. Hotel Palazzo San niccolò & Spa

17. Hotel Casafrassi

18. Hotel Palazzo dei Priori

19. Hotel Ristorante La Dama nella Vigna

20. Villa Montarioso

Hotels recommended for families in Monti di Sotto

La Certosa di Pontignano - Place of Charme

Top Monti di Sotto Hotel Reviews

The Club House

10/10 Excellent

Frequently Asked Questions

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

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

How is it to stay in Monti di Sotto?

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

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

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