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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (213 reviews)
"Our recent stay at the Dievole Wine Resort was incredible! The hospitality is second to none. This is the perfect place to unwind in Tuscany. I wish we could’ve stayed longer! Ciao!"
Canada
Marissa
The price is P19,855
P22,410 total
includes taxes & fees
Oct 27 - Oct 28
Dievole Wine Resort
A courtyard with outdoor seating, a large planter, and a building in the background.

2. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (119 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 P4,978
P5,761 total
includes taxes & fees
Sep 27 - Sep 28
Relais La Corte Dei Cavalieri
A table set with a bottle of wine, two wine glasses, and a vase with flowers.

3. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is P16,781
P18,744 total
includes taxes & fees
Oct 15 - Oct 16
Poggio Paradiso Resort & Spa
An outdoor courtyard with stone walls, arched doorways, and potted plants.

4. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (197 reviews)
"Thank you so much for a wonderful stay :)"
United Kingdom
Soni
The price is P5,823
P6,761 total
includes taxes & fees
Oct 12 - Oct 13
Residenza d'Epoca Palazzo Buonaccorsi
A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

5. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (201 reviews)
"Apartment was conveniently located, room large and comfortable. Room at the very top so carrying luggage up stairs a bit difficulty but overall great stay ."
United States
Kerry
The price is P9,293
P10,507 total
includes taxes & fees
Oct 6 - Oct 7
Palazzo Mosela Alla Porta
A pathway lined with trees and a large pot in the center.

6. 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 P5,061
P5,923 total
includes taxes & fees
Oct 13 - Oct 14
Villa Montarioso
A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

7. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (59 reviews)
"Such a beautiful place to stay and so handy to the main square and restraunts we loved our stay here"
United Kingdom
Cara
The price is P8,285
P9,398 total
includes taxes & fees
Oct 22 - Oct 23
Residenza d'Epoca San Martino 29
A balcony with wicker furniture, a table with fruit, and a cityscape view.

8. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (44 reviews)
"The convenience of the hotel being so close to so many activities and a lot of restaurants within walking distance from the hotel."
United States
Walter
The price is P11,365
P12,786 total
includes taxes & fees
Oct 11 - Oct 12
Blossoms of Siena
A building entrance with a red awning, potted plants, and a dog lying on the ground.

9. Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (63 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
A dining area with a round table, wooden chairs, and hanging light fixtures.

10. 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
The price is P9,898
P11,173 total
includes taxes & fees
Sep 27 - Sep 28
podere la strega

11. 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 P10,145
P11,444 total
includes taxes & fees
Oct 5 - Oct 6
AmiRooms Affittacamere
A stone building with a swimming pool, lounge chairs, and a tower.

12. Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (54 reviews)
"Super hotel with a spectacular view over the valley. Lots of history and very nice staff"
Denmark
Lisette
The price is P6,576
P7,518 total
includes taxes & fees
Oct 4 - Oct 5
Convento San Bartolomeo
A narrow street lined with stone buildings, outdoor seating, and a few people walking.

13. 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 P3,406
P4,103 total
includes taxes & fees
Oct 15 - Oct 16
La Casa di Ines
A stone building with a courtyard, a small fountain, and a tree.

14. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
8.0 out of 10, Very good, (34 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
The price is P5,828
P6,554 total
includes taxes & fees
Sep 27 - Sep 28
Antica Quercia & Spa
A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

15. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (95 reviews)
"Beautiful room, convenient location. Helpful, friendly staff."
United States
Walter
The price is P12,577
P14,119 total
includes taxes & fees
Sep 29 - Sep 30
Residenza d'Epoca Le Aquile
A traditional brick building with a large wooden door, a small window with a grid pattern, and a potted plant on the ground.

16. Palazzo Patrizi Suite & Spa

Palazzo Patrizi Suite & Spa
Siena City Centre
9.4 out of 10, Exceptional, (3 reviews)
"We needed an early taxi and the front desk staff ensured she called before she was even required to report for work. The maintenance workers carried our luggage down early in morning. The rooms were lovely. The location is not marked well and a bit hard to find."
United States
Rhonda
The price is P19,489
P21,723 total
includes taxes & fees
Oct 4 - Oct 5
Palazzo Patrizi Suite & Spa
A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

17. B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"Everything is excellent, if I will come back I will definitely stay again, room is clean and huge for 2 and is near to the Cathedral and Plaza. Ada is an amazing person to talk to."
Canada
Lope
The price is P7,336
P8,355 total
includes taxes & fees
Oct 19 - Oct 20
B&B Le Aquile
A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

18. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (36 reviews)
"This place is a gem in Tuscany. Close to Sienna, Florence and other interesting places in Tuscany. Breakfast buffet is excellent and cappuccino and espresso coffee is awesome. Maria and Chiara are very friendly and had great recommendations what to see and best way to visit busy places. Highly recommended."
Canada
Dan
The price is P8,382
P9,505 total
includes taxes & fees
Sep 30 - Oct 1
Villa Sant Andrea
A swimming pool with a stone fountain, surrounded by a covered patio area with outdoor seating.

19. Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is P9,219
P10,425 total
includes taxes & fees
Oct 26 - Oct 27
Terre di GIORGIO - Agriturismo Villa la Palazzetta
A historic building with arched windows and a wooden door.

20. 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 P15,720
P17,577 total
includes taxes & fees
Oct 11 - Oct 12
I merli di Ada
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

L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."
elise 2-night trip
Posted 10 hours ago
L'Orto delle Terme

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews
1,280
Accommodation
53 Guest Houses
Lowest Price
P4,103
Highest Price
P22,410

Explore a world of travel with Expedia