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 vacation rentals

A bakery display with pastries and a coffee station.

1. B&B Il Corso

Siena City Centre

Enrique

P8,803 total

includes taxes & fees

Sep 11 - Sep 12

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

2. Siena Vip

Siena City Centre

Luis

P9,573 total

includes taxes & fees

Sep 21 - Sep 22

A table with two wine glasses, a bottle, and a book.

3. Domus il Palio B&B

Ravacciano

Alissia

P5,020 total

includes taxes & fees

Oct 7 - Oct 8

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.

4. Tuscasì Aparthotel

Sovicille

Sergey

P6,445 total

includes taxes & fees

Sep 28 - Sep 29

A villa with a swimming pool, outdoor seating, and a tennis court.

5. Villa Curina Resort

Castelnuovo Berardenga

Mary

P12,568 total

includes taxes & fees

Oct 4 - Oct 5

A patio area with outdoor seating, potted plants, and a view of the landscape.

6. Affitacamere Maria Gabriella

Pienza

Young Rok

P9,571 total

includes taxes & fees

Oct 4 - Oct 5

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

Siena City Centre

Margaret

P13,638 total

includes taxes & fees

Oct 5 - Oct 6

A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

8. B&B Palazzo del Magnifico

Siena City Centre

Khaled

P8,888 total

includes taxes & fees

Sep 24 - Sep 25

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

9. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

P16,792 total

includes taxes & fees

Sep 30 - Oct 1

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

10. Villa Fontis Rapolano

Rapolano Terme

Barbara

P6,577 total

includes taxes & fees

Sep 13 - Sep 14

A room with a bed, a leather sofa, and a window with a view of a building outside.

11. Al Mercato B&B

Siena City Centre

Marie-Christine

P6,875 total

includes taxes & fees

Oct 6 - Oct 7

An outdoor café with tables and chairs under umbrellas, a stone building with green shutters, and a sign that reads "POSTERIA".

12. B&B Dei Rossi

Siena City Centre

Alana

P6,518 total

includes taxes & fees

Sep 14 - Sep 15

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

13. Palazzo Pacini

Colle di Val d'Elsa

John

P10,816 total

includes taxes & fees

Oct 1 - Oct 2

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

14. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

P21,026 total

includes taxes & fees

Sep 29 - Sep 30

A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

15. PALAZZO DEL PAPA

Siena City Centre

Diane

P18,167 total

includes taxes & fees

Oct 3 - Oct 4

An interior courtyard with stone columns, arches, and a mosaic.

16. Meublé Il Riccio

Montepulciano

Marlenne

P11,695 total

includes taxes & fees

Sep 15 - Sep 16

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

17. Hotel San Gregorio

Pienza

Nancy

P14,005 total

includes taxes & fees

Oct 10 - Oct 11

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

18. Guild Living Siena Senior Resort & Residence

Scacciapensieri

tomaz

P10,222 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

19. Villa di Sotto

Castelnuovo Berardenga

Philippe

P11,079 total

includes taxes & fees

Sep 21 - Sep 22

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

20. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

P12,456 total

includes taxes & fees

Sep 16 - Sep 17

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Top Province of Siena Hotel Reviews

Hotel Athena

8/10 Good

"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."

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! 🇮🇹🍷✨"

Find out more about Province of Siena

Holiday Apartments in Province of Siena

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Our top choices for Province of Siena vacation 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 vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Hotel Athena

Nuovo Etruria Resort

Castello di Velona Resort Thermal SPA & Winery

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

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

Province of Siena Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Province of Siena vacation 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 vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Hotel Athena

Find out more about Province of Siena

Holiday Apartments in Province of Siena