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

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

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, (88 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is ฿5,110
฿5,809 total
includes taxes & fees
18 Oct - 19 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 ฿2,467
฿2,864 total
includes taxes & fees
15 Nov - 16 Nov
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, (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 ฿4,305
฿4,735 total
includes taxes & fees
11 Nov - 12 Nov
Locanda Casalta
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

4. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (175 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 ฿6,703
฿7,674 total
includes taxes & fees
9 Nov - 10 Nov
Podere Brizio
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, (49 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is ฿3,997
฿4,547 total
includes taxes & fees
9 Nov - 10 Nov
Fattoria Pieve a Salti
A swimming pool with a stone wall and a bench, surrounded by lights.

6. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (45 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 ฿2,378
฿2,767 total
includes taxes & fees
18 Oct - 19 Oct
Cordella in Montalcino Wine Resort
A stone building with a swimming pool, outdoor seating, and trees.

7. 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 ฿3,895
฿4,472 total
includes taxes & fees
25 Oct - 26 Oct
Il Castagnolo Country B&B
A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

8. 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 ฿2,947
฿3,280 total
includes taxes & fees
16 Oct - 17 Oct
Palagina Il Borgo Agricolo
Restaurant

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

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
9.6 out of 10, Exceptional, (5 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 ฿8,370
฿9,357 total
includes taxes & fees
8 Nov - 9 Nov
Palazzo Tiglio - A Small Luxury Hotels of the World
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

10. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (10 reviews)
"The setting is beautiful and peaceful. The staff and owners are incredibly helpful. The view and walk into San Gimignano was perfect. The wine is 10/10. I’d highly recommend to anyone that wants to visit the area."
Canada
Rolf
The price is ฿8,324
฿9,345 total
includes taxes & fees
24 Oct - 25 Oct
Tenuta Guardastelle
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 ฿3,444
฿5,780 total
includes taxes & fees
1 Nov - 2 Nov
Relais de Ricci
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

12. 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 ฿9,163
฿10,380 total
includes taxes & fees
23 Oct - 24 Oct
Wine Estate Paradiso di Cacuci
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 Siena Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 19 hours ago
Palazzo Ravizza

Find out more about Siena

Siena Country Houses information

Number of reviews
255
Accommodation
3 Country Houses
Lowest Price
฿2,767
Highest Price
฿10,380