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

Province of Siena Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Province of Siena holiday rentals

Exterior

1. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is RM552
RM626 total
includes taxes & fees
31 Jul - 1 Aug
Bed & Breakfast Vicolo dell'Oste
Interior

2. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is RM669
RM754 total
includes taxes & fees
31 Jul - 1 Aug
Meublé Il Riccio
Terrace/patio

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is RM406
RM456 total
includes taxes & fees
31 Jul - 1 Aug
Palazzo Pacini
Food court

4. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Lucca was the perfect host, very accommodating to any queries we had and was always willing to help during our stay Couldn’t recommend staying here highly enough - we had a great time staying here and would highly recommend if you are in the area definitely book here"
United Kingdom
Jonathan
The price is RM567
RM643 total
includes taxes & fees
6 Aug - 7 Aug
La Locanda di San Francesco
Terrace/patio

5. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is RM719
RM810 total
includes taxes & fees
31 Jul - 1 Aug
Delcorto Suites
Terrace/patio

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is RM710
RM795 total
includes taxes & fees
31 Jul - 1 Aug
Abbadia Sicille Relais
Food and drink

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (152 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is RM921
RM1,042 total
includes taxes & fees
9 Aug - 10 Aug
Hotel San Gregorio
Property entrance

8. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (130 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is RM1,238
RM1,381 total
includes taxes & fees
2 Aug - 3 Aug
Il Tosco
View from room

9. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is RM541
RM619 total
includes taxes & fees
31 Jul - 1 Aug
B&B Palazzo Tortoli
Exterior

10. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is RM422
RM502 total
includes taxes & fees
18 Aug - 19 Aug
Idolina Guest House
Premium bedding, down duvets, pillow-top beds, desk

11. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is RM326
RM420 total
includes taxes & fees
5 Aug - 6 Aug
Tuscasì Aparthotel
Aerial view

12. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (175 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is RM668
RM772 total
includes taxes & fees
31 Jul - 1 Aug
Bosco della Spina
Porch

13. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is RM341
RM399 total
includes taxes & fees
31 Jul - 1 Aug
Donna Nobile
Balcony

14. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is RM440
RM625 total
includes taxes & fees
7 Aug - 8 Aug
Palazzo al Torrione 2
Desk, soundproofing, free WiFi, bed sheets

15. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (99 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is RM568
RM644 total
includes taxes & fees
2 Aug - 3 Aug
B&B Le Scalette di Piazza
Front of property

16. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is RM363
RM422 total
includes taxes & fees
31 Jul - 1 Aug
RESIDENCE LECCIO
Lounge

17. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is RM373
RM429 total
includes taxes & fees
3 Aug - 4 Aug
Mariani Bed & Breakfast
Property entrance

18. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is RM331
RM383 total
includes taxes & fees
2 Aug - 3 Aug
Residenza Fabroni
Front of property

19. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (31 reviews)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
The price is RM618
RM699 total
includes taxes & fees
2 Aug - 3 Aug
Podere La Chiusella
Terrace/patio

20. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is RM530
RM611 total
includes taxes & fees
21 Aug - 22 Aug
Casa Vacanze Squarcialupi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Province of Siena Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Really nice hotel! The gardens at the back of the property were a really nice surprise!"
Jerome 1-night trip
Posted 7 hours ago
La Certosa di Pontignano

Find out more about Province of Siena

Holiday Apartments in Province of Siena

Search for holiday rentals in Province of Siena on Expedia.com.my! You can easily find your home rentals, villas, holiday apartments in Province of Siena using one of the methods below:

  • View our selection of featured holiday rentals in Province of Siena
  • Use the map to find apartments and other holiday homes in the Province of Siena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Province of Siena while they last

Look no further and take a look at our great range of rental properties in Province of Siena!

Explore a world of travel with Expedia