A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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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 San Gimignano 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, (64 reviews)
"Loved this B&B. Very close by car to San Gimignano. Good base point for the area"
United States
Allan
The price is £81
includes taxes & fees
8 Nov - 9 Nov
Il Castagnolo Country B&B
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

2. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (11 reviews)
"It was amazing!"
United States
Mary
The price is £170
includes taxes & fees
24 Oct - 25 Oct
Tenuta Guardastelle
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

3. 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 £132
includes taxes & fees
22 Oct - 23 Oct
Relais la Costa - Dimora Storica
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

4. 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 £99
includes taxes & fees
20 Oct - 21 Oct
Locanda Casalta
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

5. 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 £73
includes taxes & fees
21 Oct - 22 Oct
Tenuta Castellare di Tonda
A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

6. 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 £156
includes taxes & fees
20 Oct - 21 Oct
Palagina Il Borgo Agricolo
A swimming pool with red umbrellas, surrounded by lounge chairs and red flowers.

7. 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 £108
includes taxes & fees
20 Oct - 21 Oct
Country house in the Florentine countryside with a pool and panoramic views
A cellar with wine racks, a wooden table, and barrels.

8. 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 £140
includes taxes & fees
19 Nov - 20 Nov
CASALE DI VALLE DIMORA STORICA
A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

9. 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 £132
includes taxes & fees
20 Oct - 21 Oct
Agriturismo La Palazzina
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

10. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (27 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 £166
includes taxes & fees
26 Oct - 27 Oct
Laqua Vineyard
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 £118
includes taxes & fees
3 Nov - 4 Nov
Relais de Ricci
A swimming pool with lounge chairs and a pergola.

12. 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 £191
includes taxes & fees
20 Oct - 21 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 San Gimignano Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"
Julie 2-night trip
Posted 8 hours ago
Relais Santa Chiara Hotel by Double Hospitality

Find out more about San Gimignano

San Gimignano Country Houses information

Number of reviews
267
Accommodation
10 Country Houses
Lowest Price
£73
Highest Price
£191