A historic town with a prominent tower and a rainbow arching over it.

Province of Siena Holiday Rentals

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Our top choices for Province of Siena holiday rentals

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

1. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is S$268
includes taxes & fees
26 Oct - 27 Oct
La Terrazza Sul Campo Rooming House
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

2. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is S$191
includes taxes & fees
5 Nov - 6 Nov
Il Battistero Siena - Residenza d'Epoca
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
The price is S$212
includes taxes & fees
25 Oct - 26 Oct
Palazzo Pacini
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

4. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (55 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is S$201
includes taxes & fees
1 Nov - 2 Nov
Guild Living Siena Senior Resort & Residence
A bathroom with a window view of a historic building and a tiled roof.

5. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (490 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
The price is S$162
includes taxes & fees
2 Nov - 3 Nov
Siena Vip
A table set with breakfast items on a balcony overlooking a historic town.

6. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (132 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is S$220
includes taxes & fees
10 Nov - 11 Nov
Residenza d'Epoca Palazzo Borghesi
A villa with a swimming pool, outdoor seating, and a tennis court.

7. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is S$168
includes taxes & fees
19 Oct - 20 Oct
Villa Curina Resort
A bakery display with pastries and a coffee station.

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is S$109
includes taxes & fees
8 Nov - 9 Nov
B&B Il Corso
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

9. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
The price is S$241
includes taxes & fees
10 Nov - 11 Nov
PALAZZO DEL PAPA
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

10. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$97
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (162 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is S$187
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A historic building with arched windows and a prominent entrance.

12. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is S$229
includes taxes & fees
2 Nov - 3 Nov
Casa Ciseri
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

13. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is S$370
includes taxes & fees
14 Nov - 15 Nov
Palazzo Saloni
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

14. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is S$136
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

15. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
A narrow street with stone buildings, a tower, and an archway.

16. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is S$155
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano
A stone building with a garden in front.

17. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$276
includes taxes & fees
26 Oct - 27 Oct
Borgo Argenina
A room with a bed, a leather sofa, and a window with a view of a building outside.

18. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (105 reviews)
"Great location."
Canada
Marie-Christine
The price is S$112
includes taxes & fees
8 Nov - 9 Nov
Al Mercato B&B
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (99 reviews)
"Place was great, beautiful, modern, well maintained and staff was very helpful. I didn’t like that it is far from everything, far from train station, not too many options for food in the vicinity."
United States
Waleska
The price is S$99
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

20. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is S$246
includes taxes & fees
19 Oct - 20 Oct
Riserva di Fizzano Residence
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 Province of Siena Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 17 hours ago
Palazzo Ravizza