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 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, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₩82,228
₩109,718 total
includes taxes & fees
Nov 4 - Nov 5
Tuscasì Aparthotel
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

2. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
Borgo Il Poggiaccio
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, (81 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ₩194,209
₩219,579 total
includes taxes & fees
Oct 25 - Oct 26
Villa Curina Resort
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

4. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (186 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is ₩117,620
₩141,279 total
includes taxes & fees
Oct 29 - Oct 30
Bosco della Spina
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 ₩122,719
₩139,437 total
includes taxes & fees
Nov 15 - Nov 16
Casa di Campagna in Toscana
A table with two wine glasses, a bottle, and a book.

6. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (100 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 ₩92,474
₩107,671 total
includes taxes & fees
Nov 18 - Nov 19
Domus il Palio B&B
A historic building with a tower, a courtyard, and a well-lit entrance.

7. 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 ₩98,224
₩112,492 total
includes taxes & fees
Nov 22 - Nov 23
Abbadia Sicille Relais
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

8. 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 ₩147,908
₩168,626 total
includes taxes & fees
Nov 9 - Nov 10
Il Battistero Siena - Residenza d'Epoca
A bakery display with pastries and a coffee station.

9. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (216 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is ₩97,408
₩113,077 total
includes taxes & fees
Nov 3 - Nov 4
B&B Il Corso
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

10. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is ₩235,924
₩259,517 total
includes taxes & fees
Oct 29 - Oct 30
Villa di Sotto
A patio area with outdoor seating, potted plants, and a view of the landscape.

11. 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 ₩143,699
₩194,972 total
includes taxes & fees
Nov 10 - Nov 11
Affitacamere Maria Gabriella
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

12. 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 ₩107,925
₩121,682 total
includes taxes & fees
Oct 29 - Oct 30
FonteLiving
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

13. 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 ₩118,960
₩142,713 total
includes taxes & fees
Nov 24 - Nov 25
Idolina Guest House
A table set with breakfast items on a balcony overlooking a historic town.

14. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (135 reviews)
"We had a great stay!"
United States
Suelina
The price is ₩202,107
₩228,246 total
includes taxes & fees
Nov 8 - Nov 9
Residenza d'Epoca Palazzo Borghesi
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

15. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Great stay highly recommend!!"
United States
jon
The price is ₩76,833
₩90,444 total
includes taxes & fees
Nov 15 - Nov 16
ApartHotel Anghel
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

16. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (117 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 ₩239,204
₩269,052 total
includes taxes & fees
Nov 21 - Nov 22
PALAZZO DEL PAPA
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

17. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (76 reviews)
"Wonderful place, great location."
United States
Khaled
The price is ₩135,573
₩155,059 total
includes taxes & fees
Nov 6 - Nov 7
B&B Palazzo del Magnifico
A bathroom with a window view of a historic building and a tiled roof.

18. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (494 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 ₩133,053
₩152,307 total
includes taxes & fees
Nov 2 - Nov 3
Siena Vip
A room with a bed, a leather sofa, and a window with a view of a building outside.

19. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (107 reviews)
"This B and B is great. In the centre of everything."
Canada
Sandra
The price is ₩86,052
₩113,694 total
includes taxes & fees
Nov 15 - Nov 16
Al Mercato B&B
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

20. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (166 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₩190,986
₩218,984 total
includes taxes & fees
Nov 15 - Nov 16
Hotel San Gregorio
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

NH Siena

NH Siena

10/10 Excellent
"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"
Rakhshan 1-night trip
Posted 13 hours ago
NH Siena

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