Top Residences in Province of Siena in 2026

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Top Cities in Province of Siena

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

Our top choices for Province of Siena residences

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

1. Hotel San Gregorio

Pienza

Nancy

P10,311 total

includes taxes & fees

Oct 28 - Oct 29

A poolside area with two glasses of water, candles, and a stone pathway.

2. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

"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."

Zoltan

P11,878 total

includes taxes & fees

Oct 30 - Oct 31

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

3. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

P8,333 total

includes taxes & fees

Nov 1 - Nov 2

A table set with breakfast items on a balcony overlooking a historic town.

4. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Roman

P13,700 total

includes taxes & fees

Oct 30 - Oct 31

A modern building with a sign reading "PORTA PISPINI" and a staircase leading to an entrance.

5. Porta Pispini Residence

Siena Historical Center

Michael

A historic building with a tower, a courtyard, and a well-lit entrance.

6. Abbadia Sicille Relais

Trequanda

Robert

P7,839 total

includes taxes & fees

Nov 2 - Nov 3

A terrace with a table set for breakfast, overlooking a scenic landscape.

7. Delcorto Suites

Montepulciano

Denise

P13,438 total

includes taxes & fees

Oct 6 - Oct 7

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

8. Riserva di Fizzano Residence

Castellina in Chianti

Janet

P11,999 total

includes taxes & fees

Oct 8 - Oct 9

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

9. Il Tosco

Montepulciano

Margaret

P16,298 total

includes taxes & fees

Nov 2 - Nov 3

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

10. Bosco della Spina

Murlo

Lizl

P6,147 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

11. Palazzo Pacini

Colle di Val d'Elsa

John

P9,347 total

includes taxes & fees

Nov 1 - Nov 2

An arched doorway leading to a building with a wooden door and a staircase.

12. Residenza Fabroni

Montepulciano

Nicholas

P5,428 total

includes taxes & fees

Oct 9 - Oct 10

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

13. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

P7,232 total

includes taxes & fees

Nov 2 - Nov 3

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

14. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

P11,722 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

15. Borgo al Cerro

Casole d'Elsa

Frida

16. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

A terrace with a table and chairs, a view of the countryside, and a stone wall.

17. Osteria del Borgo

Montepulciano

Scott

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

18. Borgo Lucignanello Bandini

Montalcino

Marc

P22,935 total

includes taxes & fees

Oct 12 - Oct 13

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

19. Borgo Il Poggiaccio

Sovicille

Louie

P13,022 total

includes taxes & fees

Oct 18 - Oct 19

A stone building with a sign reading "Reception Antica Fonte".

20. Antica Fonte Residenza di Siena

Siena

Geoffrey

P6,991 total

includes taxes & fees

Oct 11 - Oct 12

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Top Province of Siena Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Province of Siena

Province of Siena Residences information

Number of reviews	1,338
Accommodation	45 Residences
Lowest Price	P5,428
Highest Price	P22,935

Residences in Province of Siena

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Top Cities in Province of Siena

Siena

Our top choices for Province of Siena residences

1. Hotel San Gregorio

2. Casanova - Panoramic Rooms and Suites

3. Guild Living Siena Senior Resort & Residence

4. Residenza d'Epoca Palazzo Borghesi

5. Porta Pispini Residence

6. Abbadia Sicille Relais

7. Delcorto Suites

8. Riserva di Fizzano Residence

9. Il Tosco

10. Bosco della Spina

11. Palazzo Pacini

12. Residenza Fabroni

13. La Terrazza Sul Campo Rooming House

14. Il Battistero Siena - Residenza d'Epoca

15. Borgo al Cerro

16. Residence Borgo San Lorenzo a Linari

17. Osteria del Borgo

18. Borgo Lucignanello Bandini

19. Borgo Il Poggiaccio

20. Antica Fonte Residenza di Siena

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Province of Siena

Province of Siena Residences information

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