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

Guest Houses in Province of Siena

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

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, (216 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 P17,200
P19,486 total
includes taxes & fees
Nov 9 - Nov 10
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, (123 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 P4,430
P5,156 total
includes taxes & fees
Oct 19 - Oct 20
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, (46 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is P13,319
P14,935 total
includes taxes & fees
Nov 8 - Nov 9
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, (200 reviews)
"If you want to experience San Gimignano at its best, you need to stay inside the walls. We thoroughly enjoyed staying in a historic house. The owner and her staff were so kind and helpful. They had great suggestions for restaurants, etc., and shared the history of the house. We hope to return and stay there again!"
United States
Michael
The price is P5,074
P5,936 total
includes taxes & fees
Oct 30 - Oct 31
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, (205 reviews)
"Just a delight"
United States
Adam
The price is P7,088
P8,080 total
includes taxes & fees
Nov 2 - Nov 3
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, (144 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is P4,793
P5,626 total
includes taxes & fees
Nov 15 - Nov 16
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, (63 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 P7,630
P8,676 total
includes taxes & fees
Nov 16 - Nov 17
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, (45 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 P9,238
P10,445 total
includes taxes & fees
Nov 16 - Nov 17
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, (64 reviews)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
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, (5 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
Exterior

11. AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (26 reviews)
"We received great instructions from Amina on how to access the room which were easy to follow. If arriving in the day, the ground floor is where a lovely flower shop is, then up a lift. There are then 9 easy steps down to where the room is located. This was our 4th stop on our trip and by far the best room. Although in the centre of everything, the room is super quiet, modern, with a lovely-sized bathroom & powerful shower and great WiFi. We would highly recommend and will definitely return...
United Kingdom
Michelle
The price is P5,310
P6,124 total
includes taxes & fees
Nov 5 - Nov 6
AmiRooms Affittacamere
A narrow street lined with stone buildings, outdoor seating, and a few people walking.

12. 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 P4,691
P5,514 total
includes taxes & fees
Oct 19 - Oct 20
La Casa di Ines
A stone building with a swimming pool, lounge chairs, and a tower.

13. Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (56 reviews)
"Super hotel with a spectacular view over the valley. Lots of history and very nice staff"
Denmark
Lisette
The price is P6,541
P7,478 total
includes taxes & fees
Nov 18 - Nov 19
Convento San Bartolomeo
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, (35 reviews)
"Overall it’s a great place to stay. I just wasn’t a fan of the location, the town doesn’t have anything today do and isn’t the nicest town to stay in but if you plan to just have a touchdown location to travel Tuscany it’s great, It’s clean, staff is kind and even has a nice breakfast."
United States
Polina
The price is P5,211
P5,874 total
includes taxes & fees
Nov 2 - Nov 3
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, (98 reviews)
"Wonderful location, charming room, and Ada is the best at taking care of guests! Our favorite hotel of our month long journey."
United States
Claire
The price is P10,424
P11,749 total
includes taxes & fees
Oct 21 - Oct 22
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
9.8 out of 10, Exceptional, (6 reviews)
"Staff were so lovely and helpful! The location was perfect and the bed was so comfortable. I loved everything about my stay!"
United States
Holly
The price is P19,384
P21,605 total
includes taxes & fees
Oct 22 - Oct 23
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, (133 reviews)
"A lovely room, hosts were extremely helpful, there some noise from the nearby kitchen, but this did not detract our enjoyment of our stay."
United Kingdom
Susan
The price is P6,254
P7,163 total
includes taxes & fees
Oct 19 - Oct 20
B&B Le Aquile
A swimming pool with a stone fountain, surrounded by a covered patio area with outdoor seating.

18. 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 P9,169
P10,369 total
includes taxes & fees
Oct 20 - Oct 21
Terre di GIORGIO - Agriturismo Villa la Palazzetta
A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

19. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (37 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
Villa Sant Andrea
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
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.
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Top Province of Siena Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Get"
Taisa 1-night trip
Posted 2 days ago
Hotel San Gregorio

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews
1,115
Accommodation
53 Guest Houses
Lowest Price
P5,156
Highest Price
P21,605

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