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

Guest Houses in Province of Siena

  • 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

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.
Guest HousesGuest Houses

Siena

Siena

Our top choices for Province of Siena guest houses

Chapel

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (210 reviews)
"The property is gorgeous with breath taking views everywhere. Staff went above and beyond providing excellent service!! Beautiful Infiniti pool, great food!!"
United States
Karamjit
The price is P22,794
P25,655 total
includes taxes & fees
Oct 11 - Oct 12
Dievole Wine Resort
Exterior

2. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very Good, (117 reviews)
"Easy checkin/checkout, easy with the dog also. Very nice scenery, well located, close to the train station, within the walled city. No AC but the there was a decent fan so no sweating at night despite 30C+ weather."
Canada
Ranmal
The price is P4,224
P4,937 total
includes taxes & fees
Sep 14 - Sep 15
Relais La Corte Dei Cavalieri
Property grounds

3. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is P16,122
P18,025 total
includes taxes & fees
Oct 7 - Oct 8
Poggio Paradiso Resort & Spa
Dining

4. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (199 reviews)
"Beautiful.property conveniently located with a variety of dining options"
United States
David
The price is P10,427
P11,761 total
includes taxes & fees
Sep 17 - Sep 18
Palazzo Mosela Alla Porta
Terrace/patio

5. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (195 reviews)
"Thank you so much for a wonderful stay :)"
United Kingdom
Soni
The price is P5,951
P6,910 total
includes taxes & fees
Oct 12 - Oct 13
Residenza d'Epoca Palazzo Buonaccorsi
Room

6. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (53 reviews)
"Enjoyed our stay."
United States
Rene
The price is P9,091
P10,292 total
includes taxes & fees
Sep 27 - Sep 28
Residenza d'Epoca San Martino 29
Exterior

7. AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (20 reviews)
"The room was new and very accommodating. Location was great"
United States
Mary
The price is P10,369
P11,697 total
includes taxes & fees
Sep 22 - Sep 23
AmiRooms Affittacamere
Terrace/patio

8. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (42 reviews)
"Great location near piazza il campo. Very helpful host, lovely accommodations."
United States
Melinda
Blossoms of Siena
Exterior

9. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (94 reviews)
"Fantastic location, helpful and welcoming staff, great sized rooms. 10 out of 10, would recommend."
United States
Stephanie
The price is P12,855
P14,432 total
includes taxes & fees
Sep 22 - Sep 23
Residenza d'Epoca Le Aquile
View from property

10. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
7.8 out of 10, Good, (33 reviews)
"Beautiful and charming hotel with spacious rooms. The staff is very welcoming and makes you feel like home. I highly recommend this hotel. "
France
Anaïs
Antica Quercia & Spa
Living area

11. podere la strega

podere la strega
Siena
10.0 out of 10, Exceptional, (4 reviews)
"Vår vistelse på Podere La Strega var fantastisk! Paret som hade hand om oss var alldeles underbara. Frukosten var trevlig vid ett stort gemensamt bord och god mat, mannen på hotellet ordnade en riktigt bra kaffe! Poolområdet var rent och fräsch och det märktes att de tar väl hand om stället. Vi vill åka tillbaka redan nu!"
Sweden
Jenny
podere la strega
Garden

12. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (141 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is P5,243
P6,131 total
includes taxes & fees
Oct 8 - Oct 9
Villa Montarioso
Rooftop pool

13. Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (52 reviews)
"Super hotel with a spectacular view over the valley. Lots of history and very nice staff"
Denmark
Lisette
The price is P7,915
P8,998 total
includes taxes & fees
Oct 1 - Oct 2
Convento San Bartolomeo
Room

14. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (35 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
Villa Sant Andrea
Front of property

15. B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (128 reviews)
"The staff was extremely friendly and gave great recommendations that made the experience amazing. The bedroom is very quaint with the decor, and is spacious and includes AC which was great. Walkable for the entire city and was a great stay."
United States
Kevin
B&B Le Aquile
Front of property

16. I merli di Ada

I merli di Ada
Siena City Centre
8.0 out of 10, Very Good, (18 reviews)
"Excellent location and staff"
United Kingdom
Chantal
The price is P17,676
P19,734 total
includes taxes & fees
Sep 23 - Sep 24
I merli di Ada
Front of property

17. Palazzo Patrizi Suite & Spa

Palazzo Patrizi Suite & Spa
Siena City Centre
10.0 out of 10, Exceptional, (1 review)
"We were so pleased with our luck to find this gem of a property at the last minute! The room was gorgeous a d the staff was extremely helpful before and during our stay. Fresh strawberries and a bottle of Prosecco on arrival was a special added touch! You will not be disappointed. Located steps away from shopping and Il Campo where there is plenty to see and do…yet the location is quiet and secluded, best of both!! "
United States
Robin
Palazzo Patrizi Suite & Spa
Handrails in stairways

18. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (6 reviews)
"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."
Australia
Charmaine
The price is P7,142
P8,147 total
includes taxes & fees
Sep 13 - Sep 14
MontepulcianoLettings
Property entrance

19. Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (62 reviews)
"There’s probably not a bad location in Montepulciano, but this place is pretty much ideal, just minutes from both the main square and the Main Street. Everything was clean and well maintained, and it has a nice rustic feel. The breakfast was great, with many sweet and savory choices in a buffet setting. The hosts are both friendly and helpful. Highly recommended!"
United States
Armand
Meublè Evoè
Exterior detail

20. La Casa di Ines

La Casa di Ines
San Gimignano City Centre
8.8 out of 10, Excellent, (15 reviews)
"Comfortable beds and nice and clean"
United States
Chrystal
The price is P4,642
P5,470 total
includes taxes & fees
Oct 13 - Oct 14
La Casa di Ines
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

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Excellent location. Easy parking and helpful staff."
Tracy 1-night trip
Posted 1 hour ago
Hotel Chiusarelli

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews
1,127
Accommodation
53 Guest Houses
Lowest Price
P4,937
Highest Price
P25,655

Explore a world of travel with Expedia