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 covered corridor with brick columns, potted plants, and a view of a lush landscape.

1. 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$96
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

2. 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
8 Nov - 9 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.

3. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 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 table set with breakfast items on a balcony overlooking a historic town.

4. 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 S$208
includes taxes & fees
26 Nov - 27 Nov
Residenza d'Epoca Palazzo Borghesi
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$122
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

6. 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$112
includes taxes & fees
18 Nov - 19 Nov
RESIDENCE LECCIO
A table with two wine glasses, a bottle, and a book.

7. 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$98
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

8. 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$163
includes taxes & fees
13 Nov - 14 Nov
Il Battistero Siena - Residenza d'Epoca
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
The price is S$81
includes taxes & fees
30 Nov - 1 Dec
ApartHotel Anghel
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$111
includes taxes & fees
5 Nov - 6 Nov
FonteLiving
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

11. 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$129
includes taxes & fees
13 Nov - 14 Nov
Idolina Guest House
A courtyard with a large building featuring arched windows and a tower. There is a parking lot with several cars.

12. 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 S$105
includes taxes & fees
18 Nov - 19 Nov
Al Mercato B&B
A patio area with outdoor seating, potted plants, and a view of the landscape.

13. 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$177
includes taxes & fees
5 Nov - 6 Nov
Affitacamere Maria Gabriella
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

14. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is S$143
includes taxes & fees
8 Nov - 9 Nov
Guild Living Siena Senior Resort & Residence
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

15. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$167
includes taxes & fees
5 Dec - 6 Dec
Palazzo Pacini
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 S$148
includes taxes & fees
24 Nov - 25 Nov
B&B Le Logge Di Sopra
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

17. 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$135
includes taxes & fees
16 Nov - 17 Nov
Villa Fontis Rapolano
A bedroom with a bed, bedside table, and a window with a view of greenery.

18. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is S$137
includes taxes & fees
16 Nov - 17 Nov
La Coroncina Lodging
A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

19. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (85 reviews)
"Excellent place to stay!"
United States
Jessica
The price is S$118
includes taxes & fees
26 Nov - 27 Nov
Regis Condo
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

20. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is S$123
includes taxes & fees
10 Nov - 11 Nov
Casa Vacanze Le Case
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

Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."
Juliana 3-night trip
Posted 15 hours ago
Il Chiostro del Carmine