Guest Houses in Province of Siena

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Province of Siena guest houses

Exterior
Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very good, (89)
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri
Chapel
Dievole Wine Resort

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (180)
"The property was breath taking. Staff was amazing and accommodating. Wonderful experience. "
United States
Gimbert
Dievole Wine Resort
2 restaurants, Regional cuisine
Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (170)
"Great spot for a quick stay and convenient to main railway station"
Australia
Julianne
The price is Rp1.944.294
Rp2.217.935 total
includes taxes & fees
7 Jan - 8 Jan 2026
Palazzo Mosela Alla Porta
Exterior
Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (171)
"Exceptional building and excellent staff "
Canada
Mariana
The price is Rp1.777.208
Rp2.053.663 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residenza d'Epoca Palazzo Buonaccorsi
Property grounds
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
The price is Rp4.526.965
Rp5.084.617 total
includes taxes & fees
1 Jan - 2 Jan 2026
Poggio Paradiso Resort & Spa
Exterior
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (83)
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
View from property
Antica Quercia & Spa

Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
7.6 out of 10, Good, (29)
"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
Outdoor pool, pool loungers
Convento San Bartolomeo

Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (48)
"Very nice historic property. "
United States
Harrison
The price is Rp2.132.650
Rp2.345.915 total
includes taxes & fees
25 Jan - 26 Jan 2026
Convento San Bartolomeo
Front of property
B&B Le Aquile

B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.8 out of 10, Exceptional, (111)
"Staff was exceptionally helpful prior to arriving at property and offering suggestions for transportation to surrounding activities. Location was well situated to highlights and attractions. "
Canada
Lydia
B&B Le Aquile
Classic Double Room | Desk, blackout curtains, iron/ironing board, free WiFi
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
Montalcino
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is Rp2.309.821
Rp2.699.227 total
includes taxes & fees
28 Dec - 29 Dec
Tuscany View, Montalcino
Premium bedding, in-room safe, individually decorated, desk
Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (30)
"The host was very friendly and helpful. We had a great stay."
United States
Anonymous traveller
The price is Rp2.159.625
Rp2.454.799 total
includes taxes & fees
7 Jan - 8 Jan 2026
Residenza d'Epoca San Martino 29
Property entrance
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
Exterior
Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (6)
"Excelente ubicación y excelente mantenimiento. La cama de mstrimonio un poco justa, pero ha sido una estancia de 10."
Spain
Gema
The price is Rp2.041.509
Rp2.344.675 total
includes taxes & fees
6 Jan - 7 Jan 2026
Duccio Nacci Rooms - guest house
Garden
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is Rp2.106.902
Rp2.416.608 total
includes taxes & fees
28 Dec - 29 Dec
Villa Montarioso
Restaurant
Piccola Siesta b&b

Piccola Siesta b&b

Piccola Siesta b&b
Montepulciano
10.0 out of 10, Exceptional, (2)
"Great spot with a nice restaurant and pizzeria nearby!"
Canada
Darren
Piccola Siesta b&b
Terrace/patio
Blossoms of Siena

Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (32)
"We really enjoyed our stay!! Everyone was accomodating and we loved Siena."
United States
Linda
The price is Rp2.602.113
Rp2.941.537 total
includes taxes & fees
7 Jan - 8 Jan 2026
Blossoms of Siena
Exterior
AmiRooms Affittacamere

AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (9)
"Thanks to Amina, very welcoming. "
Canada
daniel
AmiRooms Affittacamere
1 bedroom, premium bedding, memory-foam beds, minibar
Villa Sant Andrea

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (33)
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
United States
Adrian
Villa Sant Andrea
3-inch Smart TV with digital channels
podere la strega

podere la strega

podere la strega
Siena
10.0 out of 10, Exceptional, (4)
"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
Superior Double or Twin Room | Individually decorated, individually furnished, iron/ironing board
alla scala 1746

alla scala 1746

alla scala 1746
Siena City Centre
7.6 out of 10, Good, (5)
"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
alla scala 1746
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 Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 3 days ago
Hotel Chiusarelli

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews
1,204
Accommodation
48 Guest Houses
Lowest Price
Rp2.053.663
Highest Price
Rp5.084.617