A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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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

Our top choices for Siena guest houses

A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

1. 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 CA $156
CA $178 total
includes taxes & fees
Oct 20 - Oct 21
B&B Le Aquile
A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

2. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (94 reviews)
"Beautiful room, convenient location. Helpful, friendly staff."
United States
Walter
The price is CA $262
CA $295 total
includes taxes & fees
Oct 6 - Oct 7
Residenza d'Epoca Le Aquile
A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

3. 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 CA $188
CA $213 total
includes taxes & fees
Oct 22 - Oct 23
Residenza d'Epoca San Martino 29
A courtyard with outdoor seating, a large planter, and a building in the background.

4. 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 CA $104
CA $120 total
includes taxes & fees
Sep 27 - Sep 28
Relais La Corte Dei Cavalieri
A balcony with wicker furniture, a table with fruit, and a cityscape view.

5. 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 CA $257
CA $289 total
includes taxes & fees
Oct 11 - Oct 12
Blossoms of Siena

6. 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 CA $207
CA $234 total
includes taxes & fees
Oct 8 - Oct 9
AmiRooms Affittacamere
A pathway lined with trees and a large pot in the center.

7. 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 CA $114
CA $134 total
includes taxes & fees
Oct 13 - Oct 14
Villa Montarioso
A dining area with a round table, wooden chairs, and hanging light fixtures.

8. 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 CA $224
CA $253 total
includes taxes & fees
Sep 27 - Sep 28
podere la strega
A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

9. 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 CA $194
CA $220 total
includes taxes & fees
Oct 11 - Oct 12
Villa Sant Andrea
A bedroom with a large bed, two bedside tables, a hanging light fixture, and a green door.

10. alla scala 1746

alla scala 1746
Siena City Centre
8.0 out of 10, Very good, (6 reviews)
"With access to the beauty of the best of Siena, we absolutely luxuriated and felt the warm vibe of the people, the buildings, the sunshine and the food. It felt magical!"
United States
Christie
The price is CA $243
CA $273 total
includes taxes & fees
Sep 27 - Sep 28
alla scala 1746
A traditional brick building with a large wooden door, a small window with a grid pattern, and a potted plant on the ground.

11. 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 CA $405
CA $452 total
includes taxes & fees
Oct 4 - Oct 5
Palazzo Patrizi Suite & Spa
A historic building with arched windows and a wooden door.

12. 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 CA $355
CA $397 total
includes taxes & fees
Oct 11 - Oct 12
I merli di Ada
A building with a stone facade, a central arched doorway, and a window with a decorative frame.

13. 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 CA $418
CA $473 total
includes taxes & fees
Oct 27 - Oct 28
Dievole Wine Resort
A stone-walled courtyard with a fire pit, potted plants, and a staircase leading to an upper level.

14. L'Antico Borgo di Torri

L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very good, (1 review)
"Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!"
Italy
Anonymous traveller
The price is CA $96
CA $131 total
includes taxes & fees
Oct 8 - Oct 9
L'Antico Borgo di Torri
A stone building with multiple windows and a central entrance.

15. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (59 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $99
CA $109 total
includes taxes & fees
Sep 27 - Sep 28
Fondaco del Moro
A narrow street lined with stone buildings, outdoor seating, and a few people walking.

16. 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 CA $71
CA $86 total
includes taxes & fees
Oct 24 - Oct 25
La Casa di Ines
An outdoor courtyard with stone walls, arched doorways, and potted plants.

17. 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 CA $132
CA $153 total
includes taxes & fees
Oct 13 - Oct 14
Residenza d'Epoca Palazzo Buonaccorsi
A staircase with a patterned carpet and a wooden handrail.

18. Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
8.8 out of 10, Excellent, (13 reviews)
"Posizione eccezionale nella piazza centrale di Civitella e con vista sulla val di chiana. Soggiorno un po’ piccolo e camera da letto in soffitta probabilmente non adatto a persone anziane ma altrimenti molto carino. Bagno spazioso. Torneremmo volentieri"
Italy
Maurizio
The price is CA $85
CA $93 total
includes taxes & fees
Sep 27 - Sep 28
Palazzo Ninci
An outdoor seating area with tables and chairs, a wooden bar, and a view of the countryside.

19. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.4 out of 10, Exceptional, (29 reviews)
"The bedroom was large, clean and comfortable as was the bathroom. In particular the owners were very friendly and helpful."
United Kingdom
Steven
The price is CA $127
CA $146 total
includes taxes & fees
Oct 27 - Oct 28
Casa di Palaia
A bedroom with a bed, bedside table, lamp, and a desk with a chair.

20. Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (7 reviews)
"Estadia maravilhosa, super central, limpa e atendimento super rápido dos proprietários."
Brazil
Tessa
The price is CA $178
CA $204 total
includes taxes & fees
Sep 27 - Sep 28
Duccio Nacci Rooms - guest house
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 Siena Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Muy bien ubicado. La llegada en auto es complicada. Hay que coordinar antes de llegar porque no se puede entrar al centro sin permiso. El hotel está bien, buen desayuno y buen personal, el baño buenisimo el tamaño"
MARIA 1-night trip
Posted 14 hours ago
Il Chiostro del Carmine

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