Province of Siena Holiday Rentals - Holiday Homes in Province of Siena

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

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Our top choices for Province of Siena holiday rentals

1. B&B Il Corso

Siena City Centre

Enrique

RM704 total

includes taxes & fees

10 Sept - 11 Sept

2. Siena Vip

Siena City Centre

Luis

RM535 total

includes taxes & fees

28 Sept - 29 Sept

3. Domus il Palio B&B

Ravacciano

Alissia

RM326 total

includes taxes & fees

10 Oct - 11 Oct

Premium bedding, down duvets, pillow-top beds, desk

4. Tuscasì Aparthotel

Sovicille

Sergey

RM418 total

includes taxes & fees

28 Sept - 29 Sept

5. Villa Curina Resort

Castelnuovo Berardenga

Mary

RM816 total

includes taxes & fees

27 Sept - 28 Sept

6. Affitacamere Maria Gabriella

Pienza

Young Rok

RM621 total

includes taxes & fees

4 Oct - 5 Oct

Premium bedding, Select Comfort beds, minibar, in-room safe

7. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

RM885 total

includes taxes & fees

7 Oct - 8 Oct

Egyptian cotton sheets, premium bedding, down duvets, minibar

8. B&B Palazzo del Magnifico

Siena City Centre

Khaled

RM577 total

includes taxes & fees

24 Sept - 25 Sept

9. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

RM1,090 total

includes taxes & fees

30 Sept - 1 Oct

10. Villa Fontis Rapolano

Rapolano Terme

Barbara

RM425 total

includes taxes & fees

14 Sept - 15 Sept

Desk, iron/ironing board (on request), free WiFi, bed sheets

11. Al Mercato B&B

Siena City Centre

Marie-Christine

RM446 total

includes taxes & fees

6 Oct - 7 Oct

12. B&B Dei Rossi

Siena City Centre

Alana

RM423 total

includes taxes & fees

10 Sept - 11 Sept

13. Palazzo Pacini

Colle di Val d'Elsa

John

RM702 total

includes taxes & fees

25 Sept - 26 Sept

14. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

RM1,365 total

includes taxes & fees

29 Sept - 30 Sept

Minibar, desk, blackout curtains, free WiFi

15. PALAZZO DEL PAPA

Siena City Centre

Diane

RM1,179 total

includes taxes & fees

3 Oct - 4 Oct

16. Meublé Il Riccio

Montepulciano

Marlenne

RM759 total

includes taxes & fees

15 Sept - 16 Sept

17. Hotel San Gregorio

Pienza

Nancy

RM909 total

includes taxes & fees

6 Oct - 7 Oct

18. Guild Living Siena Senior Resort & Residence

Scacciapensieri

tomaz

RM664 total

includes taxes & fees

5 Oct - 6 Oct

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

19. Villa di Sotto

Castelnuovo Berardenga

Philippe

RM719 total

includes taxes & fees

21 Sept - 22 Sept

20. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

RM809 total

includes taxes & fees

16 Sept - 17 Sept

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Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Great hotel near the town."

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

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Holiday Apartments in Province of Siena

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Treat yourself

Be picky

Our top choices for Province of Siena holiday rentals

1. B&B Il Corso

2. Siena Vip

3. Domus il Palio B&B

4. Tuscasì Aparthotel

5. Villa Curina Resort

6. Affitacamere Maria Gabriella

7. La Terrazza Sul Campo Rooming House

8. B&B Palazzo del Magnifico

9. Il Battistero Siena - Residenza d'Epoca

10. Villa Fontis Rapolano

11. Al Mercato B&B

12. B&B Dei Rossi

13. Palazzo Pacini

14. Residenza d'Epoca Palazzo Borghesi

15. PALAZZO DEL PAPA

16. Meublé Il Riccio

17. Hotel San Gregorio

18. Guild Living Siena Senior Resort & Residence

19. Villa di Sotto

20. Casanova - Panoramic Rooms and Suites

Find holiday rentals that suit your style

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

Castello di Velona Resort Thermal SPA & Winery

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Hotel Athena

Fonteverde Thermal Spa Resort Tuscany

Precise Tale Poggio Alla Sala

Borgo San Felice Resort

Fattoria di Vegi

Find out more about Province of Siena

Holiday Apartments in Province of Siena

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Province of Siena Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Province of Siena holiday rentals

1. B&B Il Corso

2. Siena Vip

3. Domus il Palio B&B

4. Tuscasì Aparthotel

5. Villa Curina Resort

6. Affitacamere Maria Gabriella

7. La Terrazza Sul Campo Rooming House

8. B&B Palazzo del Magnifico

9. Il Battistero Siena - Residenza d'Epoca

10. Villa Fontis Rapolano

11. Al Mercato B&B

12. B&B Dei Rossi

13. Palazzo Pacini

14. Residenza d'Epoca Palazzo Borghesi

15. PALAZZO DEL PAPA

16. Meublé Il Riccio

17. Hotel San Gregorio

18. Guild Living Siena Senior Resort & Residence

19. Villa di Sotto

20. Casanova - Panoramic Rooms and Suites

Find holiday rentals that suit your style

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

Find out more about Province of Siena

Holiday Apartments in Province of Siena

Explore a world of travel with Expedia