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 NT$2,125
NT$2,445 total
includes taxes & fees
Nov 4 - Nov 5
Tuscasì Aparthotel
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, (215 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 NT$2,362
NT$2,742 total
includes taxes & fees
Nov 15 - Nov 16
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 NT$4,236
NT$4,803 total
includes taxes & fees
Oct 24 - Oct 25
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, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is NT$2,848
NT$3,421 total
includes taxes & fees
Nov 1 - Nov 2
Bosco della Spina
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

5. 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
The price is NT$3,031
NT$5,891 total
includes taxes & fees
Oct 18 - Oct 19
Borgo Il Poggiaccio
A historic building with a tower, a courtyard, and a well-lit entrance.

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is NT$3,065
NT$3,479 total
includes taxes & fees
Oct 18 - Oct 19
Abbadia Sicille Relais
A stone courtyard with a bench, potted plants, and a building in the background.

7. 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 NT$2,976
NT$3,382 total
includes taxes & fees
Nov 15 - Nov 16
Casa di Campagna in Toscana
A patio area with outdoor seating, potted plants, and a view of the landscape.

8. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (72 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is NT$3,485
NT$4,728 total
includes taxes & fees
Oct 19 - Oct 20
Affitacamere Maria Gabriella
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, (490 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
The price is NT$3,573
NT$4,074 total
includes taxes & fees
Nov 5 - Nov 6
Siena Vip
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

10. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is NT$4,129
NT$4,686 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

11. 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 NT$4,144
NT$4,702 total
includes taxes & fees
Nov 15 - Nov 16
Il Battistero Siena - Residenza d'Epoca
A room with a bed, a leather sofa, and a window with a view of a building outside.

12. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (105 reviews)
"Great location."
Canada
Marie-Christine
The price is NT$2,119
NT$2,792 total
includes taxes & fees
Nov 8 - Nov 9
Al Mercato B&B
A table with two wine glasses, a bottle, and a book.

13. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (99 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 NT$2,128
NT$2,485 total
includes taxes & fees
Oct 25 - Oct 26
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.

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is NT$5,386
NT$5,924 total
includes taxes & fees
Oct 21 - Oct 22
Villa di Sotto
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

15. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (162 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is NT$4,158
NT$4,790 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
A table set with breakfast items on a balcony overlooking a historic town.

16. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (132 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is NT$4,901
NT$5,535 total
includes taxes & fees
Nov 4 - Nov 5
Residenza d'Epoca Palazzo Borghesi
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

17. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is NT$2,617
NT$2,951 total
includes taxes & fees
Oct 23 - Oct 24
FonteLiving
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

18. 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 NT$2,970
NT$3,411 total
includes taxes & fees
Oct 18 - Oct 19
Villa Fontis Rapolano
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

19. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is NT$3,897
NT$4,575 total
includes taxes & fees
Nov 8 - Nov 9
Corte Francigena - Apartments
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, (355 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is NT$2,009
NT$2,354 total
includes taxes & fees
Nov 4 - Nov 5
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"This place is absolutely amazing! So beautiful, right in the heart of Tuscany. I honestly don’t want to leave. Everything is so picturesque, and the restaurant is just as beautiful as the food is delicious. ❤️"
FARIDA 5-night trip
Posted 1 hour ago
Precise Tale Poggio Alla Sala

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