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

Holiday Homes in Siena

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Siena holiday homes

Spa

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is AU$301
includes taxes & fees
16 July - 17 July
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Property grounds

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (1 review)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AU$311
includes taxes & fees
17 July - 18 July
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Outdoor dining

The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is AU$472
includes taxes & fees
2 Aug - 3 Aug
The Arch Among the Hills of Castellina
Exterior

Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AU$6,501
includes taxes & fees
26 July - 27 July
Ebbio – Villa and Organic Farm in Monteriggioni
Outdoor dining

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is AU$226
includes taxes & fees
14 July - 15 July
Detached house with garden a few minutes from the abbey of San Galgano
Exterior

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Buonconvento
The price is AU$197
includes taxes & fees
14 July - 15 July
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AU$224
includes taxes & fees
2 Aug - 3 Aug
Casa Vacanze Le Case
Pool

Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AU$552
includes taxes & fees
14 July - 15 July
Agritourism in val d'orcia
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is AU$334
includes taxes & fees
14 July - 15 July
Chianti Craft House Badia a Passignano
Exterior

Vana Hills House - Three Bedroom House, Sleeps 8

Vana Hills House - Three Bedroom House, Sleeps 8
Monteriggioni
The price is AU$499
includes taxes & fees
12 Aug - 13 Aug
Vana Hills House - Three Bedroom House, Sleeps 8
Outdoor dining

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Figline Valdarno
The price is AU$178
includes taxes & fees
15 July - 16 July
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Outdoor dining

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is AU$301
includes taxes & fees
14 July - 15 July
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Outdoor dining

Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is AU$187
includes taxes & fees
15 July - 16 July
Peaceful corner with garden between Chianti and Crete, very close to Old Town
Outdoor dining

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is AU$443
includes taxes & fees
14 July - 15 July
Casa Marisa in Castellina in Chianti
Terrace/patio

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Sinalunga
8.0 out of 10, Very good, (2 reviews)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is AU$246
includes taxes & fees
14 July - 15 July
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Dining

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is AU$460
includes taxes & fees
15 July - 16 July
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Property grounds

Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is AU$465
includes taxes & fees
28 July - 29 July
Holday at Poggettone
Property grounds

Frem SGV between Chianti Florence and Arezzo

Frem SGV between Chianti Florence and Arezzo
San Giovanni Valdarno
10.0 out of 10, Exceptional, (13 reviews)
"The property is of new and modern construction with all the amenities you would want. The grounds are landscaped, with beautiful trees and plants and the front deck is perfect for evening wine and snacks overlooking countryside hills in the distance. We would definitely stay here again while visiting this region of Tuscany. Centrally located to be able to reach northern and southern Tuscany by car or train."
United States
John K.
The price is AU$279
includes taxes & fees
23 July - 24 July
Frem SGV between Chianti Florence and Arezzo
Smart TV

House with separate entrance at the gates of Florence and Chianti

House with separate entrance at the gates of Florence and Chianti
Impruneta
The price is AU$341
includes taxes & fees
16 July - 17 July
House with separate entrance at the gates of Florence and Chianti
Outdoor dining

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is AU$423
includes taxes & fees
17 July - 18 July
House with views of the Chianti
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"I am looking forward to my next stay at this magical hotel! Every single staff member was lovely and kind, and always helpful with questions you may have. The rooms were beautiful, clean, and well stocked. The garden terrace in the morning for breakfast was wonderful and the breakfast itself, was excellent. The mourning doves and turtles in the garden were an unexpected delight! If you want a magical place to stay while you're in the beautiful town of Siena, I would recommend this place a thousand times over!"
Heather 4-night trip
Posted 4 hours ago
Palazzo Ravizza

Find out more about Siena

Siena Holiday Homes information

Number of reviews
43
Accommodation
117 Holiday Homes
Lowest Price
AU$178
Highest Price
AU$6,501

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