Monteriggioni Cottages from SAR 459

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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

SAR 459 total

includes taxes & fees

4 Oct - 5 Oct

A stone house with a tiled roof, two windows, and a door.

2. The independent Capannina on the Tuscan hills

Toscana

"The perfect Tuscan holiday, the perfect location to explore the surrounding attractions and come back to a comfortable home on the hill. Colle is very close, has everything we were looking for without the crowds. The bed is very comfortable, the bathroom perfectly set up. The kitchen has what is needed, but could do with a few more bowls, platters, spices oil. Best to bring that along.Our hosts were very friendly and with great communication.We highly recommend this beautiful little house!...

Regina A.

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

3. Rondine c/o Le Mascie

Sovicille

SAR 937 total

includes taxes & fees

4 Oct - 5 Oct

4. Pettirosso c/o Le Mascie

Sovicille

SAR 1,866 total

includes taxes & fees

4 Oct - 5 Oct

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

Sovicille

SAR 1,402 total

includes taxes & fees

4 Oct - 5 Oct

6. Batticoda c/o Le Mascie

Sovicille

SAR 1,402 total

includes taxes & fees

12 Oct - 13 Oct

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

7. Apartment in Chianti with pool ID 3939

Sovicille

SAR 1,402 total

includes taxes & fees

20 Oct - 21 Oct

8. Apartment in Chianti with pool ID 453

Sovicille

SAR 1,402 total

includes taxes & fees

6 Oct - 7 Oct

9. Capinera c/o Le Mascie

Sovicille

SAR 1,866 total

includes taxes & fees

4 Oct - 5 Oct

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

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

Castellina in Chianti

Guillermo A.

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

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

Monteaperti

Ian F.

SAR 794 total

includes taxes & fees

8 Oct - 9 Oct

12. Cardellino c/o Le Mascie

Sovicille

SAR 1,402 total

includes taxes & fees

4 Oct - 5 Oct

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

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

Castellina in Chianti

Jami B.

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

14. 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 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

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

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."

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monteriggioni cottages

1. Fullino Nero

2. The independent Capannina on the Tuscan hills

3. Rondine c/o Le Mascie

4. Pettirosso c/o Le Mascie

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

6. Batticoda c/o Le Mascie

7. Apartment in Chianti with pool ID 3939

8. Apartment in Chianti with pool ID 453

9. Capinera c/o Le Mascie

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

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

12. Cardellino c/o Le Mascie

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

14. Casa Antico Roseto - cottage with swimming pool

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

Find vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Borgo San Luigi

Poderi Arcangelo

Villa I Barronci Resort & Spa

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Castelfalfi

Hotel Athena

Hotel Casolare Le Terre Rosse

Search Cottages in Monteriggioni

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monteriggioni cottages

1. Fullino Nero

2. The independent Capannina on the Tuscan hills

3. Rondine c/o Le Mascie

4. Pettirosso c/o Le Mascie

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

6. Batticoda c/o Le Mascie

7. Apartment in Chianti with pool ID 3939

8. Apartment in Chianti with pool ID 453

9. Capinera c/o Le Mascie

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

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

12. Cardellino c/o Le Mascie

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

14. Casa Antico Roseto - cottage with swimming pool

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

Find vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World