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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Siena vacation homes

Spa

Vacation Home in Toscana

LOVE NEST SIENA YOUR LOVE NEST
The price is AED 187
AED 513 total
includes taxes & fees
22 Mar - 23 Mar
LOVE NEST SIENA YOUR LOVE NEST
TV, books

Vacation Home in Siena City Centre

Charming apartment in the Historic Center of Siena
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic stay! So convenient too!"
United States
Wesley C.
The price is AED 403
AED 747 total
includes taxes & fees
31 Mar - 1 Apr
Charming apartment in the Historic Center of Siena
Exterior detail

Vacation Home in Siena City Centre

THE TOLOMEI - apartment in the heart of the main street
8.4 out of 10, Very Good, (5 reviews)
"I stayed for a month and found the apartment ti be very comfortable and si convenient for all that Siena has to offer."
United States
Louise B.
The price is AED 443
AED 717 total
includes taxes & fees
15 Mar - 16 Mar
THE TOLOMEI - apartment in the heart of the main street
Property grounds

Vacation Home in Toscana

Cozy Tuscan-style apartment Suitable for families. Pets allowed
10.0 out of 10, Exceptional, (1 review)
"TrÚs bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Exterior

Vacation Home in Siena City Centre

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic place,everything you could need is there, terrific position, host very quick to respond to messages. Just a fabulous stay."
New Zealand
Maggie M.
The price is AED 1,484
AED 1,940 total
includes taxes & fees
3 Apr - 4 Apr
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Terrace/patio

Vacation Home in Monterongriffoli

Charming Siena Countryside Stay
The price is AED 955
AED 1,286 total
includes taxes & fees
15 Mar - 16 Mar
Charming Siena Countryside Stay
2 bedrooms, free WiFi, bed sheets

Vacation Home in Montespertoli

Tuscan House Relax in the heart of the Tuscan countryside
The price is AED 420
AED 509 total
includes taxes & fees
20 Mar - 21 Mar
Tuscan House Relax in the heart of the Tuscan countryside
Interior

Vacation Home in Barberino Tavarnelle

Chianti Craft House Badia a Passignano
9.8 out of 10, Exceptional, (9 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is AED 630
AED 893 total
includes taxes & fees
19 Mar - 20 Mar
Chianti Craft House Badia a Passignano
Interior

Vacation Home in Montalcino

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is AED 2,287
AED 3,950 total
includes taxes & fees
13 Mar - 14 Mar
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Outdoor pool

Vacation Home in San Gimignano

Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AED 383
AED 442 total
includes taxes & fees
13 Mar - 14 Mar
Casa Vacanze Le Case
Front of property

Vacation Home in Trequanda

Zampugna
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
Zampugna
Front of property

Vacation Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Interior

Vacation Home in Gaiole in Chianti

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
The price is AED 1,956
AED 2,335 total
includes taxes & fees
14 Mar - 15 Mar
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
TV

Vacation Home in San Vincenzo A Torri

Casa Lifi Cozy Tuscany House
The price is AED 668
AED 902 total
includes taxes & fees
21 Mar - 22 Mar
Casa Lifi Cozy Tuscany House
Property grounds

Vacation Home in Trequanda, Siena

Romantic farm in the Sienese hills
8.0 out of 10, Very Good, (1 review)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den HĂŒgeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is AED 344
AED 734 total
includes taxes & fees
14 Mar - 15 Mar
Romantic farm in the Sienese hills
Property grounds

Vacation Home in Impruneta

A LUXURY VILLA ON THE HILLS OF FLORENCE
The price is AED 42,428
AED 47,418 total
includes taxes & fees
17 Mar - 18 Mar
A LUXURY VILLA ON THE HILLS OF FLORENCE
Outdoor dining

Vacation Home in Montalcino

Podere Belsogno
10.0 out of 10, Exceptional, (1 review)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
Podere Belsogno
Exterior

Vacation Home in Buonconvento

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
The price is AED 585
AED 593 total
includes taxes & fees
17 Mar - 18 Mar
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Interior

Vacation Home in Sinalunga

The little Magician's secret corner
The price is AED 509
AED 798 total
includes taxes & fees
14 Mar - 15 Mar
The little Magician's secret corner
Terrace/patio

Vacation Home in Monteriggioni

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
10.0 out of 10, Exceptional, (12 reviews)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
The price is AED 951
AED 1,333 total
includes taxes & fees
13 Mar - 14 Mar
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
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

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Absolutely fantastic stay. Photos don’t do it justice. Amazing food, and had a very fun time at the cocktail bar with Ricardo!"
Priya 1-night trip
Posted 1 hour ago
Hotel Certosa Di Maggiano