Monteriggioni Cottages

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Our top choices for Monteriggioni cottages

A stone building with a rustic entrance, a small patio area with outdoor furniture, and a wooden fence in the foreground.

1. Fullino Nero

Siena

Christian

includes taxes & fees

5 Oct - 6 Oct

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

2. Rondine c/o Le Mascie

Sovicille

includes taxes & fees

4 Oct - 5 Oct

3. Apartment in Chianti with pool ID 453

Sovicille

includes taxes & fees

31 Oct - 1 Nov

4. Cardellino c/o Le Mascie

Sovicille

includes taxes & fees

31 Oct - 1 Nov

5. Batticoda c/o Le Mascie

Sovicille

includes taxes & fees

31 Oct - 1 Nov

A stone patio with a table and a vase of flowers.

6. Apartment in Chianti with pool ID 3939

Sovicille

includes taxes & fees

31 Oct - 1 Nov

7. Pettirosso c/o Le Mascie

Sovicille

includes taxes & fees

2 Oct - 3 Oct

A stone house with a tiled roof, a patio with a table and chairs, surrounded by trees and a grassy field.

8. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Monteaperti

Ian F.

includes taxes & fees

8 Oct - 9 Oct

9. Capinera c/o Le Mascie

Sovicille

includes taxes & fees

31 Oct - 1 Nov

10. Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4

Sovicille

includes taxes & fees

31 Oct - 1 Nov

A stone building with a pathway leading to it, surrounded by trees and greenery.

11. Casa il Cipresso, in the heart of Chianti with swimming pool

Castellina in Chianti

Guillermo A.

An aerial view of a rural estate with a large building, a swimming pool, and surrounding vegetation.

12. Casa Antico Roseto - cottage with swimming pool

Castellina in Chianti

"The borgo was perfect for our family of 6 adults. The views from the pool were spectacular. We had what we needed in kitchen and we grilled one night. The stone structure set on mountainside gave natural coolness for comfort with amazing views- even from the shower! There is AC which we didn’t use but good idea for peak summer. We walked to a great restaurant and also walked to winery for wine tasting. We shared the property but it felt private with our own outdoor dining areas. Maurizio was...

Lisa S.

A stone building with a small entrance, a chimney, and a view of green hills.

13. CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL

Castellina in Chianti

lyndon s.

A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.

14. La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in Chianti

Jami B.

A stone building with a gravel path, potted plants, and a large vase with flowers.

15. La Quercia, apartment with garden for 6/8 people in the heart of Chianti

Montespertoli

Mark S.

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Top Monteriggioni Hotel Reviews

Villa I Barronci Resort & Spa

8/10 Good

"Under renovation so it could have been better"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

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."

Poderi Arcangelo

8/10 Good

"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."

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