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 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.

1. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$111
includes taxes & fees
30 Sept - 1 Oct
Tuscasì Aparthotel
A table with two wine glasses, a bottle, and a book.

2. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is S$100
includes taxes & fees
5 Oct - 6 Oct
Domus il Palio B&B
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is S$224
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
A villa with a swimming pool, outdoor seating, and a tennis court.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (76 reviews)
"Beautiful property"
Canada
Mary
The price is S$226
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A bakery display with pastries and a coffee station.

5. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (206 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$209
includes taxes & fees
23 Sept - 24 Sept
B&B Il Corso
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

6. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is S$192
includes taxes & fees
5 Oct - 6 Oct
Guild Living Siena Senior Resort & Residence
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

7. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$219
includes taxes & fees
25 Sept - 26 Sept
Palazzo Pacini
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

8. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is S$238
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is S$167
includes taxes & fees
7 Sept - 8 Sept
Siena Vip
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, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is S$171
includes taxes & fees
21 Sept - 22 Sept
B&B Palazzo del Magnifico
A building with a sign reading 'Villa Le Camelie' and multiple flags.

11. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is S$124
includes taxes & fees
5 Sept - 6 Sept
Villa le Camelie Siena
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

12. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is S$131
includes taxes & fees
9 Sept - 10 Sept
Villa Fontis Rapolano
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

13. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (217 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is S$327
includes taxes & fees
12 Sept - 13 Sept
Il Battistero Siena - Residenza d'Epoca
An arched doorway leading to a building with a wooden door and a staircase.

14. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (107 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is S$134
includes taxes & fees
15 Sept - 16 Sept
Residenza Fabroni
A table set with breakfast items on a balcony overlooking a historic town.

15. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is S$359
includes taxes & fees
6 Sept - 7 Sept
Residenza d'Epoca Palazzo Borghesi
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$179
includes taxes & fees
18 Sept - 19 Sept
Materia Rooms San Gimignano
A room with a bed, a leather sofa, and a window with a view of a building outside.

17. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is S$142
includes taxes & fees
5 Oct - 6 Oct
Al Mercato B&B

18. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (7 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is S$189
includes taxes & fees
5 Oct - 6 Oct
Residence Arianna
A rustic stone building with a courtyard.

19. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is S$154
includes taxes & fees
10 Sept - 11 Sept
Fullino Nero
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

20. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (345 reviews)
"Great stay highly recommend!!"
United States
jon
The price is S$143
includes taxes & fees
9 Sept - 10 Sept
ApartHotel Anghel
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

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 21 hours ago
Palazzo Ravizza