A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Montespertoli country houses

A stone building with a swimming pool, outdoor seating, and trees.

1. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
"Pretty, picturesque and peaceful!! Will stay again if ever back in San Gimignano"
United States
Paul
The price is NZ$189
includes taxes & fees
13 Nov - 14 Nov
Il Castagnolo Country B&B
A villa with a red-tiled roof, surrounded by well-maintained gardens and vineyards.

2. CASALE DI VALLE DIMORA STORICA

CASALE DI VALLE DIMORA STORICA
Vinci
9.4 out of 10, Exceptional, (3 reviews)
"Awesome stay. Great Breakfast. Little bit of a language barrier, but Sara did a great job!"
United States
Paul
The price is NZ$343
includes taxes & fees
28 Oct - 29 Oct
CASALE DI VALLE DIMORA STORICA
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

3. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (53 reviews)
"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "
United Kingdom
Shifnaz
The price is NZ$164
includes taxes & fees
29 Oct - 30 Oct
Tenuta Castellare di Tonda
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

4. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (11 reviews)
"It was amazing!"
United States
Mary
Tenuta Guardastelle
A swimming pool with red umbrellas, surrounded by lounge chairs and red flowers.

5. Country house in the Florentine countryside with a pool and panoramic views

Country house in the Florentine countryside with a pool and panoramic views
Montaione Firenze
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay here. Paola is an excellent hostess and made sure we had everything we needed during our stay. Breakfast every morning was excellent. The view of the Tuscany landscape from this B&B is amazing. It is centrally located and access to Florence, Pisa and Cinque Terre was easy. I would highly recommend to other travellers."
Canada
Julie H.
The price is NZ$246
includes taxes & fees
26 Oct - 27 Oct
Country house in the Florentine countryside with a pool and panoramic views
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

6. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (89 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is NZ$330
includes taxes & fees
26 Oct - 27 Oct
Relais la Costa - Dimora Storica
A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

7. Agriturismo La Palazzina

Agriturismo La Palazzina
Palaia
8.4 out of 10, Very good, (26 reviews)
"Fantastic views and rustic setting. Was a wonderful place to stay"
European Union
Dave
The price is NZ$316
includes taxes & fees
5 Nov - 6 Nov
Agriturismo La Palazzina
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

8. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (2 reviews)
"A lovely place to stay in the countryside 20 minutes drive from Siena. There was very good communication from the hotel and everything was ready for us when we arrived. The breakfast was provided in a nearby bar which was typical Italian style and perfectly fine. We only stayed one night but were very happy with everything."
United Kingdom
Alexander
The price is NZ$230
includes taxes & fees
26 Oct - 27 Oct
Locanda Casalta
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

9. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (17 reviews)
"This was one of the best places to stay with two young children. There was so much for them to do and we all loved the pool with splash pad. The farm, the playground, the grounds… everything was perfect! Highly recommend!"
United States
Casey
The price is NZ$342
includes taxes & fees
27 Oct - 28 Oct
Palagina Il Borgo Agricolo
A balcony with a table set for two, overlooking a calm river and lush greenery.

10. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (25 reviews)
"Our first visit to Tuscany and this was a beautiful location. We had the 3 bedroom apartment and it was so much space. Full kitchen with terrace, living room with TV if you want it, views of the Tuscan countryside from the windows. We had breakfast on sight each day, dinner a few times. Fresh and local ingredients. I loved walking through the property seeing the animals and in the trails through the woods. Only 5km outside of Florence, it's a great location to still do the touristy things in...
Canada
Charlotte
The price is NZ$300
includes taxes & fees
25 Nov - 26 Nov
Fattoria di Maiano
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

11. Relais de Ricci

Relais de Ricci
Impruneta
The price is NZ$275
includes taxes & fees
1 Nov - 2 Nov
Relais de Ricci
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

12. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (28 reviews)
"Really fresh beautiful place with real nice people tucked away in a romantic town with amazing views try it you won't regret it"
United States
nocham
The price is NZ$417
includes taxes & fees
26 Oct - 27 Oct
Laqua Vineyard
A stone villa with a swimming pool, surrounded by lush gardens and flowering plants.

13. Borgo in Montalbano by Secret Hills

Borgo in Montalbano by Secret Hills
Larciano
The price is NZ$193
includes taxes & fees
23 Nov - 24 Nov
Borgo in Montalbano by Secret Hills
A well-maintained garden with a central fountain, surrounded by a stone wall and lush greenery.

14. Agriturismo Torreghiotta

Agriturismo Torreghiotta
Pistoia
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet place to rest. "
United States
Anonymous traveller
The price is NZ$243
includes taxes & fees
31 Oct - 1 Nov
Agriturismo Torreghiotta
A swimming pool with lounge chairs and a pergola.

15. FUCCIOLI II

FUCCIOLI II
Carmignano
10.0 out of 10, Exceptional, (1 review)
"Hôte très sympathique un cadre merveilleux on a passé un super sejour au calme "
France
Ruiz
The price is NZ$446
includes taxes & fees
26 Oct - 27 Oct
FUCCIOLI II
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montespertoli Hotel Reviews

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Breakfast views are exceptional"
Tannaz 4-night trip
Posted less than an hour ago
Grand Hotel Baglioni

Find out more about Montespertoli

Montespertoli Country House information

Number of reviews
239
Accommodation
105 Country House
Lowest Price
NZ$164
Highest Price
NZ$446