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 bathroom with a window view of a historic building and a tiled roof.

1. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is S$158
includes taxes & fees
21 Oct - 22 Oct
Siena Vip
A bakery display with pastries and a coffee station.

2. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 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$168
includes taxes & fees
26 Oct - 27 Oct
B&B Il Corso
A villa with a swimming pool, outdoor seating, and a tennis court.

3. 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$217
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A table set with breakfast items on a balcony overlooking a historic town.

4. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (131 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is S$279
includes taxes & fees
30 Oct - 31 Oct
Residenza d'Epoca Palazzo Borghesi
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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$120
includes taxes & fees
25 Oct - 26 Oct
Tuscasì Aparthotel
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

6. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (112 reviews)
"We loved our stay The host made us feel appreciated and really went out of his way to show us the highlight spots to see and where to eat. Thanks you."
Canada
scott
The price is S$295
includes taxes & fees
30 Oct - 31 Oct
PALAZZO DEL PAPA
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

7. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is S$193
includes taxes & fees
29 Oct - 30 Oct
La Terrazza Sul Campo Rooming House
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

8. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is S$278
includes taxes & fees
1 Oct - 2 Oct
Villa di Sotto
An interior courtyard with stone columns, arches, and a mosaic.

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is S$224
includes taxes & fees
23 Oct - 24 Oct
Meublé Il Riccio
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

10. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful place, great location."
United States
Khaled
The price is S$224
includes taxes & fees
7 Oct - 8 Oct
B&B Palazzo del Magnifico
A poolside area with two glasses of water, candles, and a stone pathway.

11. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is S$249
includes taxes & fees
19 Oct - 20 Oct
Casanova - Panoramic Rooms and Suites
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

12. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (219 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$194
includes taxes & fees
6 Oct - 7 Oct
Il Battistero Siena - Residenza d'Epoca
A stone building with a garden in front.

13. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$381
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

14. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$173
includes taxes & fees
30 Oct - 31 Oct
Palazzo Pacini
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

15. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is S$430
includes taxes & fees
30 Oct - 31 Oct
Palazzo Saloni
An open wooden door leading to an outdoor patio with a table and chairs.

16. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is S$194
includes taxes & fees
5 Oct - 6 Oct
Palazzo al Torrione 2
A table with two wine glasses, a bottle, and a book.

17. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is S$100
includes taxes & fees
27 Oct - 28 Oct
Domus il Palio B&B
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, (104 reviews)
"Great location."
Canada
Marie-Christine
The price is S$124
includes taxes & fees
8 Oct - 9 Oct
Al Mercato B&B
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

19. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is S$212
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
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, (39 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is S$272
includes taxes & fees
4 Oct - 5 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

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 10 hours ago
Poderi Arcangelo