Province of Siena Holiday Rentals from €55: Search Short-Term Rentals

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

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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 holiday rentals

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

1. Villa Curina Resort

Castelnuovo Berardenga

Deanna

includes taxes & fees

23 Oct - 24 Oct

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

2. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Margaret

includes taxes & fees

4 Nov - 5 Nov

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

3. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

includes taxes & fees

9 Nov - 10 Nov

A bakery display with pastries and a coffee station.

4. B&B Il Corso

Siena City Centre

Enrique

includes taxes & fees

2 Nov - 3 Nov

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

Sovicille

Sergey

includes taxes & fees

4 Nov - 5 Nov

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

Siena City Centre

Charles

includes taxes & fees

7 Nov - 8 Nov

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

7. B&B Palazzo del Magnifico

Siena City Centre

Khaled

includes taxes & fees

6 Nov - 7 Nov

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

8. Siena Vip

Siena City Centre

Jacob

includes taxes & fees

27 Oct - 28 Oct

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

9. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

25 Oct - 26 Oct

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

10. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

includes taxes & fees

2 Nov - 3 Nov

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

11. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

8 Nov - 9 Nov

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

12. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

2 Nov - 3 Nov

A historic building with arched windows and a prominent entrance.

13. Casa Ciseri

Siena City Centre

Tania

includes taxes & fees

3 Nov - 4 Nov

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

14. Al Mercato B&B

Siena City Centre

Sandra

includes taxes & fees

22 Nov - 23 Nov

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

15. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

includes taxes & fees

1 Nov - 2 Nov

A stone building with a garden in front.

16. Borgo Argenina

Gaiole in Chianti

Tatevik

includes taxes & fees

27 Oct - 28 Oct

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

17. Domus il Palio B&B

Ravacciano

Waleska

includes taxes & fees

18 Nov - 19 Nov

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

18. Bosco della Spina

Murlo

Amir

includes taxes & fees

27 Oct - 28 Oct

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

19. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

22 Nov - 23 Nov

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

20. Villa di Sotto

Castelnuovo Berardenga

Philippe

includes taxes & fees

29 Oct - 30 Oct

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Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"When we arrived the gate to the hotel was locked. Called the hotel and then a person drove up and helped us to check in. He was very nice. The hotel is very old, but a decent place to stay for a night."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

Find out more about Province of Siena

Holiday Homes in Province of Siena

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Holiday 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 holiday rentals

1. Villa Curina Resort

2. Residenza d'Epoca Palazzo Borghesi

3. Il Battistero Siena - Residenza d'Epoca

4. B&B Il Corso

5. Tuscasì Aparthotel

6. PALAZZO DEL PAPA

7. B&B Palazzo del Magnifico

8. Siena Vip

9. Palazzo Pacini

10. La Terrazza Sul Campo Rooming House

11. Hotel San Gregorio

12. Palazzo Saloni

13. Casa Ciseri

14. Al Mercato B&B

15. Guild Living Siena Senior Resort & Residence

16. Borgo Argenina

17. Domus il Palio B&B

18. Bosco della Spina

19. Abbadia Sicille Relais

20. Villa di Sotto

Find holiday rentals that suit your style

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

Find out more about Province of Siena

Holiday Homes in Province of Siena

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