Province of Siena Vacation Rentals from ￥10,857: 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 table set with breakfast items on a balcony overlooking a historic town.

1. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

￥25,798 total

includes taxes & fees

Nov 21 - Nov 22

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

2. Palazzo Pacini

Colle di Val d'Elsa

John

￥19,294 total

includes taxes & fees

Dec 7 - Dec 8

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

￥17,640 total

includes taxes & fees

Nov 8 - Nov 9

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

4. B&B Il Corso

Siena City Centre

Heather

￥13,491 total

includes taxes & fees

Nov 8 - Nov 9

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

5. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

￥20,150 total

includes taxes & fees

Nov 13 - Nov 14

A historic building with a clock tower, arched windows, and a shop selling souvenirs.

6. PALAZZO DEL PAPA

Siena City Centre

Charles

￥27,471 total

includes taxes & fees

Nov 10 - Nov 11

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

7. Palazzo Saloni

Montalcino

Michael

￥45,635 total

includes taxes & fees

Dec 7 - Dec 8

A historic building with arched windows and a prominent entrance.

8. Casa Ciseri

Siena City Centre

Tania

￥28,468 total

includes taxes & fees

Dec 4 - Dec 5

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

9. La Locanda di San Francesco

Montepulciano

Colin

￥26,879 total

includes taxes & fees

Nov 25 - Nov 26

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

10. Siena Vip

Siena City Centre

Jacob

￥18,110 total

includes taxes & fees

Nov 9 - Nov 10

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

￥13,091 total

includes taxes & fees

Nov 20 - Nov 21

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

12. Hotel San Gregorio

Pienza

Michael

￥24,875 total

includes taxes & fees

Nov 8 - Nov 9

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

13. Domus il Palio B&B

Ravacciano

Leo

￥12,034 total

includes taxes & fees

Nov 18 - Nov 19

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

￥17,611 total

includes taxes & fees

Nov 15 - Nov 16

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

15. Regis Condo

Siena City Centre

Jessica

￥14,084 total

includes taxes & fees

Nov 8 - Nov 9

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

￥15,494 total

includes taxes & fees

Nov 30 - Dec 1

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

17. Abbadia Sicille Relais

Trequanda

Robert

￥11,831 total

includes taxes & fees

Nov 26 - Nov 27

A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

18. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

￥28,361 total

includes taxes & fees

Nov 29 - Nov 30

A courtyard with a large building featuring arched windows and a tower. There is a parking lot with several cars.

19. Al Mercato B&B

Siena City Centre

Sandra

￥13,015 total

includes taxes & fees

Nov 17 - Nov 18

20. Palazzo Lenzi

Siena City Centre

Chadwick

￥46,861 total

includes taxes & fees

Nov 13 - Nov 14

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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."

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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. 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 vacation rentals that suit your style

Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

Il Chiostro del Carmine

Castiglion del Bosco, A Rosewood Hotel

Hotel Borgo San Luigi

Hotel Chiusarelli

Castello di Velona Resort Thermal SPA & Winery

Hotel Italia

Hotel Villa Ricci

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. 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 vacation 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

Vacation Apartments in Province of Siena