Province of Siena Holiday Rentals from €61: Search Short-Term Rentals

Top Cities in Province of Siena

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

Our top choices for Province of Siena holiday rentals

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

1. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

includes taxes & fees

10 Nov - 11 Nov

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

2. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

7 Dec - 8 Dec

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

3. 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

8 Nov - 9 Nov

A bakery display with pastries and a coffee station.

4. B&B Il Corso

Siena City Centre

Heather

includes taxes & fees

8 Nov - 9 Nov

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

5. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

includes taxes & fees

23 Nov - 24 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

10 Nov - 11 Nov

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

7. Palazzo Saloni

Montalcino

Michael

includes taxes & fees

7 Dec - 8 Dec

A historic building with arched windows and a prominent entrance.

8. Casa Ciseri

Siena City Centre

Tania

includes taxes & fees

4 Dec - 5 Dec

A crowded restaurant with brick walls and multiple tables and chairs.

9. La Locanda di San Francesco

Montepulciano

Colin

includes taxes & fees

25 Nov - 26 Nov

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

10. Siena Vip

Siena City Centre

Jacob

includes taxes & fees

8 Nov - 9 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.

11. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

20 Nov - 21 Nov

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

12. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

8 Nov - 9 Nov

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

13. Domus il Palio B&B

Ravacciano

Leo

includes taxes & fees

18 Nov - 19 Nov

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

14. B&B Palazzo del Magnifico

Siena City Centre

Khaled

includes taxes & fees

16 Nov - 17 Nov

A courtyard with a stone statue, a round table, and chairs.

15. Regis Condo

Siena City Centre

Jessica

includes taxes & fees

29 Nov - 30 Nov

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

16. Idolina Guest House

Montalcino

Jaiden

includes taxes & fees

30 Nov - 1 Dec

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

17. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

26 Nov - 27 Nov

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

18. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

includes taxes & fees

29 Nov - 30 Nov

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

19. Al Mercato B&B

Siena City Centre

Sandra

includes taxes & fees

17 Nov - 18 Nov

20. Palazzo Lenzi

Siena City Centre

Chadwick

includes taxes & fees

13 Nov - 14 Nov

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Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

10/10 Excellent

"Endroit magnifique et bien situé pour visiter la région."

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

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."

Find out more about Province of Siena

Holiday Homes in Province of Siena

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Holiday Rentals in Province of Siena

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Top Cities in Province of Siena

San Gimignano

Our top choices for Province of Siena holiday rentals

1. Residenza d'Epoca Palazzo Borghesi

2. Palazzo Pacini

3. Guild Living Siena Senior Resort & Residence

4. B&B Il Corso

5. Il Battistero Siena - Residenza d'Epoca

6. PALAZZO DEL PAPA

7. Palazzo Saloni

8. Casa Ciseri

9. La Locanda di San Francesco

10. Siena Vip

11. Tuscasì Aparthotel

12. Hotel San Gregorio

13. Domus il Palio B&B

14. B&B Palazzo del Magnifico

15. Regis Condo

16. Idolina Guest House

17. Abbadia Sicille Relais

18. Casanova - Panoramic Rooms and Suites

19. Al Mercato B&B

20. Palazzo Lenzi

Find holiday rentals that suit your style

Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

Find out more about Province of Siena

Holiday Homes in Province of Siena

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