A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

Search Country Houses in Siena

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Siena country houses

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

1. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (82 reviews)
"We had a lovely experience, although we only stayed for one night. The staff were fantastic and went out of their way to make us feel comfortable. They even offered to leave the spa open after hours for us."
United States
Ashley
The price is S$227
includes taxes & fees
26 Oct - 27 Oct
Relais la Costa - Dimora Storica
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

2. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
The price is S$111
includes taxes & fees
16 Oct - 17 Oct
L'Aia di Argia
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

3. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is S$170
includes taxes & fees
6 Oct - 7 Oct
Locanda Casalta
A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

4. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
10.0 out of 10, Exceptional, (1 review)
"From the minute we arrived we were cared for and made to feel special. The service was outstanding. Friendly staff, amazing location and setting. We will DEFINITELY return and recommend to anyone heading to Tuscany."
Canada
Heather
The price is S$586
includes taxes & fees
10 Oct - 11 Oct
Podere L'Aquila
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

5. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (47 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is S$189
includes taxes & fees
30 Sept - 1 Oct
Fattoria Pieve a Salti
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

6. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (168 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
United States
Aseem
The price is S$351
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio
A swimming pool with a stone wall and a bench, surrounded by lights.

7. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (42 reviews)
"Very nice place to visit and stay with integration of the wineyard, restaurant, rooms. But the great point is definitely the joyful presence of Aldo and his delicious food, made with family's heritage touch."
Brazil
Marcelo
The price is S$107
includes taxes & fees
18 Oct - 19 Oct
Cordella in Montalcino Wine Resort
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

8. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property. Amazing hosts, impeccably clean and beautifully maintained. Amazing breakfast in the morning. "
United States
Sarah
The price is S$334
includes taxes & fees
27 Sept - 28 Sept
Tenuta Guardastelle
A stone building with a swimming pool, outdoor seating, and trees.

9. 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 S$173
includes taxes & fees
30 Sept - 1 Oct
Il Castagnolo Country B&B
A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

10. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (16 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 S$125
includes taxes & fees
29 Sept - 30 Sept
Palagina Il Borgo Agricolo

11. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is S$362
includes taxes & fees
19 Oct - 20 Oct
Palazzo Tiglio - A Small Luxury Hotels of the World
A large estate with three main buildings, a swimming pool, and well-maintained gardens.

12. Borgo della Meliana

Borgo della Meliana
Gambassi Terme
8.8 out of 10, Excellent, (3 reviews)
"Det var et dejligt roligt sted ude på landet Vær obs på, der er IKKE noget fitness (nedlagt i 2019). Der er ingen automat hvorfra der kunne købes noget. Der er ingen (eller vi blev ikke tilbudt) massage. Sidst men ikke mindst ingen parasoller ved poolen. Vi boede der i 14 dage, lovet rengøring midtvejs, som aldrig skete. Men vi fik dog nye håndklæder og sengetøj da vi bad om det."
Denmark
Alice
The price is S$199
includes taxes & fees
28 Sept - 29 Sept
Borgo della Meliana
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

13. Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
7.4 out of 10, Good, (3 reviews)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
Italy
Tony
The price is S$390
includes taxes & fees
5 Oct - 6 Oct
Wine Estate Paradiso di Cacuci
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

14. Relais de Ricci

Relais de Ricci
Impruneta
The price is S$234
includes taxes & fees
20 Oct - 21 Oct
Relais de Ricci
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siena Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Muy bien ubicado. La llegada en auto es complicada. Hay que coordinar antes de llegar porque no se puede entrar al centro sin permiso. El hotel está bien, buen desayuno y buen personal, el baño buenisimo el tamaño"
MARIA 1-night trip
Posted 11 hours ago
Il Chiostro del Carmine

Find out more about Siena

Siena Country Houses information

Number of reviews
395
Accommodation
3 Country Houses
Lowest Price
S$107
Highest Price
S$586

Explore a world of travel with Expedia