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

Vacation Rentals in Province of Siena

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Our top choices for Province of Siena vacation rentals

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

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 ₩97,084
₩112,701 total
includes taxes & fees
Nov 2 - Nov 3
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 ₩82,181
₩109,656 total
includes taxes & fees
Nov 20 - Nov 21
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 ₩86,048
₩99,097 total
includes taxes & fees
Nov 26 - Nov 27
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, (82 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ₩192,909
₩218,109 total
includes taxes & fees
Oct 29 - Oct 30
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 ₩120,088
₩136,529 total
includes taxes & fees
Nov 3 - Nov 4
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
The price is ₩117,154
₩140,720 total
includes taxes & fees
Nov 1 - Nov 2
Bosco della Spina
A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

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 ₩88,108
₩104,305 total
includes taxes & fees
Nov 12 - Nov 13
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 ₩132,162
₩151,287 total
includes taxes & fees
Oct 29 - Oct 30
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 ₩91,855
₩106,949 total
includes taxes & fees
Nov 18 - Nov 19
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 ₩107,567
₩121,277 total
includes taxes & fees
Nov 9 - Nov 10
FonteLiving
An aerial view of a historic castle complex with multiple buildings, including a large central structure with a tower, surrounded by well-maintained gardens and pathways.

11. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is ₩131,739
₩195,138 total
includes taxes & fees
Oct 29 - Oct 30
Castello di Modanella
A hot tub with two glasses of a beverage.

12. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is ₩216,434
₩238,077 total
includes taxes & fees
Oct 29 - Oct 30
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, (355 reviews)
"Great stay highly recommend!!"
United States
jon
The price is ₩74,389
₩87,753 total
includes taxes & fees
Nov 25 - Nov 26
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 ₩143,222
₩194,326 total
includes taxes & fees
Nov 1 - Nov 2
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 ₩114,529
₩137,832 total
includes taxes & fees
Nov 25 - Nov 26
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
The price is ₩137,782
₩157,470 total
includes taxes & fees
Nov 24 - Nov 25
B&B Le Logge Di Sopra
A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

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 ₩147,417
₩168,067 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is ₩142,376
₩162,523 total
includes taxes & fees
Oct 29 - Oct 30
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 ₩175,250
₩197,207 total
includes taxes & fees
Nov 9 - Nov 10
Residence Arianna
A stone building with a garden in front.

20. 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 ₩248,774
₩285,469 total
includes taxes & fees
Oct 31 - Nov 1
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

La Cisterna

La Cisterna

10/10 Excellent
"The service was wonderful!"
Tracy 1-night trip
Posted 1 day ago
La Cisterna

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