Province of Siena Vacation Rentals from ￥9,945: 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 vacation rentals

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

1. Abbadia Sicille Relais

Trequanda

Robert

￥10,976 total

includes taxes & fees

Dec 2 - Dec 3

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

2. B&B Il Corso

Siena City Centre

Heather

￥13,413 total

includes taxes & fees

Nov 18 - Nov 19

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.

3. Tuscasì Aparthotel

Sovicille

Sergey

￥13,015 total

includes taxes & fees

Nov 20 - Nov 21

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

4. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

￥24,968 total

includes taxes & fees

Nov 21 - Nov 22

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

5. Casa di Campagna in Toscana

Sovicille

Sally

￥14,941 total

includes taxes & fees

Nov 15 - Nov 16

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

6. RESIDENCE LECCIO

Asciano

Corey

￥15,619 total

includes taxes & fees

Nov 4 - Nov 5

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

7. Domus il Palio B&B

Ravacciano

Leo

￥11,967 total

includes taxes & fees

Nov 18 - Nov 19

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

8. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

￥20,035 total

includes taxes & fees

Nov 13 - Nov 14

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

Siena

clifford

￥9,945 total

includes taxes & fees

Nov 9 - Nov 10

A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

10. FonteLiving

San Casciano dei Bagni

Dauray

￥13,450 total

includes taxes & fees

Dec 2 - Dec 3

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

11. Idolina Guest House

Montalcino

Jaiden

￥16,503 total

includes taxes & fees

Nov 25 - Nov 26

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

12. Al Mercato B&B

Siena City Centre

Sandra

￥13,775 total

includes taxes & fees

Nov 17 - Nov 18

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

13. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

￥21,442 total

includes taxes & fees

Nov 30 - Dec 1

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

14. 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

￥17,539 total

includes taxes & fees

Nov 8 - Nov 9

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

15. Palazzo Pacini

Colle di Val d'Elsa

John

￥19,068 total

includes taxes & fees

Dec 3 - Dec 4

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

16. B&B Le Logge Di Sopra

Asciano

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

17. Villa Fontis Rapolano

Rapolano Terme

Barbara

￥16,526 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, bedside table, and a window with a view of greenery.

18. La Coroncina Lodging

Siena

Hassan

￥16,838 total

includes taxes & fees

Nov 16 - Nov 17

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

19. Regis Condo

Siena City Centre

Jessica

￥13,802 total

includes taxes & fees

Nov 10 - Nov 11

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

20. Casa Vacanze Le Case

San Gimignano

Andrew

￥15,795 total

includes taxes & fees

Nov 3 - Nov 4

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Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

10/10 Excellent

"It is a beautiful and well maintained property. The room was outdated but spacious"

Il Chiostro del Carmine

10/10 Excellent

"Everything about this place is excellent. We had a wonderful stay and beautiful views of the sunrise! One thing to note is that you do have to take a flight of stairs to your room as there is no elevator. If you have luggage you may want to take this into consideration. We did and it was manageable!"

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."

Find out more about Province of Siena

Vacation Apartments in Province of Siena

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Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

1. Abbadia Sicille Relais

2. B&B Il Corso

3. Tuscasì Aparthotel

4. Residenza d'Epoca Palazzo Borghesi

5. Casa di Campagna in Toscana

6. RESIDENCE LECCIO

7. Domus il Palio B&B

8. Il Battistero Siena - Residenza d'Epoca

9. ApartHotel Anghel

10. FonteLiving

11. Idolina Guest House

12. Al Mercato B&B

13. Affitacamere Maria Gabriella

14. Guild Living Siena Senior Resort & Residence

15. Palazzo Pacini

16. B&B Le Logge Di Sopra

17. Villa Fontis Rapolano

18. La Coroncina Lodging

19. Regis Condo

20. Casa Vacanze Le Case

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

Palazzo Ravizza

La Cisterna

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Il Chiostro del Carmine

Nuovo Etruria Resort

Hotel Minerva

Hotel Borgo San Luigi

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. Abbadia Sicille Relais

2. B&B Il Corso

3. Tuscasì Aparthotel

4. Residenza d'Epoca Palazzo Borghesi

5. Casa di Campagna in Toscana

6. RESIDENCE LECCIO

7. Domus il Palio B&B

8. Il Battistero Siena - Residenza d'Epoca

9. ApartHotel Anghel

10. FonteLiving

11. Idolina Guest House

12. Al Mercato B&B

13. Affitacamere Maria Gabriella

14. Guild Living Siena Senior Resort & Residence

15. Palazzo Pacini

16. B&B Le Logge Di Sopra

17. Villa Fontis Rapolano

18. La Coroncina Lodging

19. Regis Condo

20. Casa Vacanze Le Case

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