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 bakery display with pastries and a coffee station.

1. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (218 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is S$109
includes taxes & fees
2 Nov - 3 Nov
B&B Il Corso
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.

2. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (33 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$106
includes taxes & fees
20 Nov - 21 Nov
Tuscasì Aparthotel
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

3. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is S$89
includes taxes & fees
2 Dec - 3 Dec
Abbadia Sicille Relais
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, (84 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
Villa Curina Resort
A stone courtyard with a bench, potted plants, and a building in the background.

5. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is S$121
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

6. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
Bosco della Spina
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

7. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is S$122
includes taxes & fees
20 Nov - 21 Nov
RESIDENCE LECCIO
A bathroom with a window view of a historic building and a tiled roof.

8. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (495 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
The price is S$146
includes taxes & fees
2 Nov - 3 Nov
Siena Vip
A table with two wine glasses, a bottle, and a book.

9. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is S$97
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

10. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (21 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is S$108
includes taxes & fees
12 Nov - 13 Nov
FonteLiving
An arched stone gateway leading to a pathway lined with potted plants and lights.

11. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
Castello di Modanella
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

12. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (41 reviews)
"Great spot"
Canada
Philippe
Villa di Sotto
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

13. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"Great stay highly recommend!!"
United States
jon
The price is S$80
includes taxes & fees
2 Dec - 3 Dec
ApartHotel Anghel
A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is S$175
includes taxes & fees
3 Nov - 4 Nov
Affitacamere Maria Gabriella
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

15. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is S$134
includes taxes & fees
25 Nov - 26 Nov
Idolina Guest House
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

16. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
B&B Le Logge Di Sopra
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

17. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (224 reviews)
"Very nice hotel with wonderful staff. Very accommodating. Would highly recommend."
United States
Anthony
The price is S$174
includes taxes & fees
13 Nov - 14 Nov
Il Battistero Siena - Residenza d'Epoca
A traditional stone building with a courtyard, a staircase, and potted plants.

18. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Outdoor pool

19. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is S$190
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
A stone building with a garden in front.

20. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (29 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
Borgo Argenina
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
"Our 6 night stay was absolutely fantastic. Palazzo Ravizza is a treasure on every level, from the hotel itself to the wonderful staff. An extra special thank you goes out to Frederica who was extremely kind to us. As importantly, she was there when we needed her. This was our second visit to Palazzo Ravizza and we definitely plan on returning."
William 6-night trip
Posted 11 hours ago
Palazzo Ravizza