Province of Siena Vacation Rentals from ￥8,560: Search Short-Term Rentals

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 vacation rentals

A bakery display with pastries and a coffee station.

1. B&B Il Corso

Siena City Centre

Enrique

￥21,560 total

includes taxes & fees

Sep 27 - Sep 28

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.

2. Tuscasì Aparthotel

Sovicille

Sergey

￥15,618 total

includes taxes & fees

Oct 13 - Oct 14

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

3. Domus il Palio B&B

Ravacciano

Alissia

￥12,295 total

includes taxes & fees

Oct 7 - Oct 8

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

4. Siena Vip

Siena City Centre

Luis

￥21,010 total

includes taxes & fees

Oct 14 - Oct 15

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

5. Villa Curina Resort

Castelnuovo Berardenga

Joe

￥28,376 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

Christopher

￥22,681 total

includes taxes & fees

Oct 8 - Oct 9

A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

7. Podere Vesta

Asciano

Katerine

￥28,853 total

includes taxes & fees

Sep 17 - Sep 18

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

8. Borgo Il Poggiaccio

Sovicille

Louie

￥30,582 total

includes taxes & fees

Sep 17 - Sep 18

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

9. Villa di Sotto

Castelnuovo Berardenga

Philippe

￥27,133 total

includes taxes & fees

Sep 21 - Sep 22

A building with a sign reading 'Villa Le Camelie' and multiple flags.

10. Villa le Camelie Siena

Petriccio

Mark

￥14,967 total

includes taxes & fees

Oct 1 - Oct 2

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

11. Bosco della Spina

Murlo

Lizl

￥17,338 total

includes taxes & fees

Oct 15 - Oct 16

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

12. B&B Palazzo del Magnifico

Siena City Centre

Khaled

￥20,294 total

includes taxes & fees

Oct 15 - Oct 16

A traditional stone building with a courtyard, a staircase, and potted plants.

13. Il Pozzo di Sant'Andrea

Siena

Prem

￥18,019 total

includes taxes & fees

Oct 5 - Oct 6

A stone courtyard with a bench, potted plants, and a building in the background.

14. Casa di Campagna in Toscana

Sovicille

Sally

￥21,190 total

includes taxes & fees

Oct 2 - Oct 3

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

15. Abbadia Sicille Relais

Trequanda

Robert

￥22,844 total

includes taxes & fees

Oct 15 - Oct 16

A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

16. Piazza Paradiso Accomodation

Siena City Centre

Dawn

￥19,431 total

includes taxes & fees

Sep 29 - Sep 30

A stone building with a garden in front.

17. Borgo Argenina

Gaiole in Chianti

Tatevik

￥31,218 total

includes taxes & fees

Sep 16 - Sep 17

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

18. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

￥33,401 total

includes taxes & fees

Oct 5 - Oct 6

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

19. Palazzo Pacini

Colle di Val d'Elsa

John

￥26,179 total

includes taxes & fees

Oct 15 - Oct 16

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

20. PALAZZO DEL PAPA

Siena City Centre

Diane

￥41,162 total

includes taxes & fees

Sep 26 - Sep 27

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Top Province of Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

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!"

Find out more about Province of Siena

Vacation Apartments in Province of Siena

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Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

1. B&B Il Corso

2. Tuscasì Aparthotel

3. Domus il Palio B&B

4. Siena Vip

5. Villa Curina Resort

6. Affitacamere Maria Gabriella

7. Podere Vesta

8. Borgo Il Poggiaccio

9. Villa di Sotto

10. Villa le Camelie Siena

11. Bosco della Spina

12. B&B Palazzo del Magnifico

13. Il Pozzo di Sant'Andrea

14. Casa di Campagna in Toscana

15. Abbadia Sicille Relais

16. Piazza Paradiso Accomodation

17. Borgo Argenina

18. La Terrazza Sul Campo Rooming House

19. Palazzo Pacini

20. PALAZZO DEL PAPA

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Palazzo Ravizza

Hotel Chiusarelli

Fattoria di Vegi

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

Hotel Athena

NH Siena

Nuovo Etruria Resort

Castello di Velona Resort Thermal SPA & Winery

Find out more about Province of Siena

Vacation Apartments in Province of Siena

Vacation Rentals in Province of Siena

Change your mind

Treat yourself

Be picky

Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

1. B&B Il Corso

2. Tuscasì Aparthotel

3. Domus il Palio B&B

4. Siena Vip

5. Villa Curina Resort

6. Affitacamere Maria Gabriella

7. Podere Vesta

8. Borgo Il Poggiaccio

9. Villa di Sotto

10. Villa le Camelie Siena

11. Bosco della Spina

12. B&B Palazzo del Magnifico

13. Il Pozzo di Sant'Andrea

14. Casa di Campagna in Toscana

15. Abbadia Sicille Relais

16. Piazza Paradiso Accomodation

17. Borgo Argenina

18. La Terrazza Sul Campo Rooming House

19. Palazzo Pacini

20. PALAZZO DEL PAPA

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Palazzo Ravizza

Find out more about Province of Siena

Vacation Apartments in Province of Siena