Search Holiday Rentals in Monti di Sotto

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.

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Dates

November 2026

December 2026

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Our top choices for Monti di Sotto holiday rentals

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

1. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

Rp2.030.249 total

includes taxes & fees

8 Nov - 9 Nov

A stone building with a yellow sign reading "b&b erioico".

2. L' Eroico

Gaiole in Chianti

Angela

Rp2.741.625 total

includes taxes & fees

13 Nov - 14 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

3. Tuscasì Aparthotel

Sovicille

Sergey

Rp1.506.611 total

includes taxes & fees

20 Nov - 21 Nov

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

4. La Coroncina Lodging

Siena

Hassan

Rp1.948.898 total

includes taxes & fees

16 Nov - 17 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

5. ApartHotel Anghel

Siena

clifford

Rp1.241.954 total

includes taxes & fees

12 Nov - 13 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

6. Castello di Gargonza

Monte San Savino

Iain

Rp5.591.684 total

includes taxes & fees

6 Dec - 7 Dec

A rustic stone building with a courtyard.

7. Fullino Nero

Siena

Annie

Rp2.320.117 total

includes taxes & fees

8 Nov - 9 Nov

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

8. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

Rp2.643.107 total

includes taxes & fees

8 Nov - 9 Nov

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

9. Residenzia del Sogno

Castellina in Chianti

Katherine

A table with two wine glasses, a bottle, and a book.

10. Domus il Palio B&B

Ravacciano

Leo

Rp1.385.074 total

includes taxes & fees

18 Nov - 19 Nov

A table set with breakfast items on a balcony overlooking a historic town.

11. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

Rp3.143.677 total

includes taxes & fees

21 Nov - 22 Nov

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

12. B&B Il Corso

Siena City Centre

Heather

Rp1.557.428 total

includes taxes & fees

8 Nov - 9 Nov

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

13. Siena Vip

Siena City Centre

Jacob

Rp2.090.646 total

includes taxes & fees

9 Nov - 10 Nov

A stone courtyard with a bench, potted plants, and a building in the background.

14. Casa di Campagna in Toscana

Sovicille

Sally

Rp1.729.341 total

includes taxes & fees

15 Nov - 16 Nov

A stone building with a sloped roof, a small porch, and a gravel driveway.

15. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

Rp2.174.613 total

includes taxes & fees

8 Nov - 9 Nov

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

16. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

Rp2.419.027 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

17. Terre di Baccio

Greve in Chianti

Gage

Rp5.293.171 total

includes taxes & fees

6 Nov - 7 Nov

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

18. La Murata

Rapolano Terme

Elizabeth

Rp2.832.986 total

includes taxes & fees

22 Nov - 23 Nov

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

19. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

Rp2.326.146 total

includes taxes & fees

13 Nov - 14 Nov

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

20. Regis Condo

Siena City Centre

Jessica

Rp1.552.777 total

includes taxes & fees

23 Nov - 24 Nov

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Find holiday rentals that suit your style

Top Monti di Sotto Hotel Reviews

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

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

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

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

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...

Louise

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

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

Castello di Fonterutoli Wine Resort

Castellina in Chianti

10/10 Excellent

Claire

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

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

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

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveller

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

Hotel Executive

Scacciapensieri

10/10 Excellent

Andras

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.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Ryan

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

Hotel Villa Campomaggio

Radda in Chianti

10/10 Excellent

Kyrie

An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

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

Find out more about Monti di Sotto

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Frequently Asked Questions

Are there holiday rentals in Monti di Sotto?

Yes, there are holiday rentals close to the most popular sights in Monti di Sotto, or you can select a more secluded option if you're looking for a relaxing stay.

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.

What can I see and do in Monti di Sotto?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Terme Antica Querciolaia. In the wider area, you’ll find Castle of Brolio and Cantalici Winery.

What are holiday rentals like in Monti di Sotto?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Monti di Sotto. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.

Search Holiday Rentals in Monti di Sotto

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monti di Sotto holiday rentals

1. Guild Living Siena Senior Resort & Residence

2. L' Eroico

3. Tuscasì Aparthotel

4. La Coroncina Lodging

5. ApartHotel Anghel

6. Castello di Gargonza

7. Fullino Nero

8. Agriturismo La Ferrozzola

9. Residenzia del Sogno

10. Domus il Palio B&B

11. Residenza d'Epoca Palazzo Borghesi

12. B&B Il Corso

13. Siena Vip

14. Casa di Campagna in Toscana

15. Podere La Chiusella

16. Casa Vacanze Squarcialupi

17. Terre di Baccio

18. La Murata

19. Il Battistero Siena - Residenza d'Epoca

20. Regis Condo

Find holiday rentals that suit your style

Top Monti di Sotto Hotel Reviews

Dievole Wine Resort

10/10 Excellent

Find out more about Monti di Sotto

Frequently Asked Questions

Are there holiday rentals in Monti di Sotto?

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

What can I see and do in Monti di Sotto?

What are holiday rentals like in Monti di Sotto?