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

Vacation Rentals in Province of Siena

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Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.
Vacation RentalsVacation Rentals

Siena

Siena

Our top choices for Province of Siena vacation rentals

A bathroom with a window view of a historic building and a tiled roof.

1. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (481 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ￥17,068
￥19,492 total
includes taxes & fees
Oct 21 - Oct 22
Siena Vip
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, (210 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 ￥18,135
￥20,665 total
includes taxes & fees
Sep 30 - Oct 1
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 ￥23,895
￥27,001 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort
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, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is ￥30,620
￥34,399 total
includes taxes & fees
Oct 28 - Oct 29
Residenza d'Epoca Palazzo Borghesi
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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥11,305
￥14,764 total
includes taxes & fees
Oct 25 - Oct 26
Tuscasì Aparthotel
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

6. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"We loved our stay The host made us feel appreciated and really went out of his way to show us the highlight spots to see and where to eat. Thanks you."
Canada
scott
The price is ￥30,493
￥34,259 total
includes taxes & fees
Oct 12 - Oct 13
PALAZZO DEL PAPA
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

7. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (250 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is ￥21,276
￥24,120 total
includes taxes & fees
Oct 26 - Oct 27
La Terrazza Sul Campo Rooming House
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

8. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ￥26,792
￥29,471 total
includes taxes & fees
Oct 12 - Oct 13
Villa di Sotto
An interior courtyard with stone columns, arches, and a mosaic.

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ￥25,018
￥28,237 total
includes taxes & fees
Oct 20 - Oct 21
Meublé Il Riccio
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

10. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful place, great location."
United States
Khaled
The price is ￥18,670
￥21,254 total
includes taxes & fees
Oct 19 - Oct 20
B&B Palazzo del Magnifico
A poolside area with two glasses of water, candles, and a stone pathway.

11. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is ￥27,232
￥30,672 total
includes taxes & fees
Oct 4 - Oct 5
Casanova - Panoramic Rooms and Suites
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

12. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (219 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 ￥36,939
￥41,350 total
includes taxes & fees
Sep 30 - Oct 1
Il Battistero Siena - Residenza d'Epoca
A stone building with a garden in front.

13. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is ￥27,232
￥31,388 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Argenina
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

14. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ￥19,110
￥21,379 total
includes taxes & fees
Oct 28 - Oct 29
Palazzo Pacini
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

15. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ￥46,613
￥53,066 total
includes taxes & fees
Oct 27 - Oct 28
Palazzo Saloni
An open wooden door leading to an outdoor patio with a table and chairs.

16. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ￥16,432
￥23,450 total
includes taxes & fees
Oct 28 - Oct 29
Palazzo al Torrione 2
A table with two wine glasses, a bottle, and a book.

17. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is ￥10,586
￥12,362 total
includes taxes & fees
Oct 12 - Oct 13
Domus il Palio B&B
A room with a bed, a leather sofa, and a window with a view of a building outside.

18. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (104 reviews)
"Great location."
Canada
Marie-Christine
The price is ￥11,759
￥15,229 total
includes taxes & fees
Oct 8 - Oct 9
Al Mercato B&B
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

19. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ￥22,803
￥26,159 total
includes taxes & fees
Oct 28 - Oct 29
Hotel San Gregorio
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

20. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ￥30,012
￥33,371 total
includes taxes & fees
Sep 29 - Sep 30
Riserva di Fizzano Residence
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 3 hours ago
Castello di Velona Resort Thermal SPA & Winery

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