Search Vacation Homes in Siena

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Siena vacation homes

TV, books

Charming apartment in the Historic Center of Siena

Charming apartment in the Historic Center of Siena
Siena City Centre
10.0 out of 10, Exceptional, (21 reviews)
"Fantastic stay! So convenient too!"
United States
Wesley C.
Charming apartment in the Historic Center of Siena
Spa

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is AED 182
AED 507 total
includes taxes & fees
6 Apr - 7 Apr
LOVE NEST SIENA YOUR LOVE NEST
Exterior detail

THE TOLOMEI - apartment in the heart of the main street

THE TOLOMEI - apartment in the heart of the main street
Siena City Centre
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 522
AED 803 total
includes taxes & fees
15 Apr - 16 Apr
THE TOLOMEI - apartment in the heart of the main street
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)
"TrÚs bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AED 634
AED 786 total
includes taxes & fees
7 Apr - 8 Apr
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Exterior

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Siena City Centre
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 1,324
AED 1,747 total
includes taxes & fees
3 Apr - 4 Apr
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Terrace/patio

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 951
AED 1,247 total
includes taxes & fees
31 Mar - 1 Apr
Charming Siena Countryside Stay
2 bedrooms, free WiFi, bed sheets

Tuscan House Relax in the heart of the Tuscan countryside

Tuscan House Relax in the heart of the Tuscan countryside
Montespertoli
The price is AED 380
AED 469 total
includes taxes & fees
1 Apr - 2 Apr
Tuscan House Relax in the heart of the Tuscan countryside
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
9.8 out of 10, Exceptional, (10 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 552
AED 805 total
includes taxes & fees
30 Mar - 31 Mar
Chianti Craft House Badia a Passignano
House | View from property

Getaway Amidst Vineyards

Getaway Amidst Vineyards
Montespertoli
Getaway Amidst Vineyards
Interior

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
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 2,649
AED 4,412 total
includes taxes & fees
4 Apr - 5 Apr
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Front of property

Zampugna

Zampugna
Trequanda
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful and host is great!"
United States
August
The price is AED 752
AED 839 total
includes taxes & fees
13 Apr - 14 Apr
Zampugna
Interior

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is AED 1,949
AED 2,327 total
includes taxes & fees
30 Mar - 31 Mar
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
TV

Casa Lifi Cozy Tuscany House

Casa Lifi Cozy Tuscany House
San Vincenzo A Torri
The price is AED 723
AED 955 total
includes taxes & fees
5 Apr - 6 Apr
Casa Lifi Cozy Tuscany House
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
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 342
AED 736 total
includes taxes & fees
30 Mar - 31 Mar
Romantic farm in the Sienese hills
Front of property

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AED 464
AED 528 total
includes taxes & fees
6 Apr - 7 Apr
Agriturismo La Ferrozzola
Outdoor dining

casagreve - stylish house in Tuscan village - breathtaking view from its terrace

casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Greve in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"This was my favorite stay during our travels throughout Italy. Restaurants on the square or dining out on the lovely balcony. We had a wonderful stay here. Perfect location for dayctrips to Sienna and Florence, bike riding through Tuscany, . Great hosts as well!"
United States
Linda L.
The price is AED 1,353
AED 1,530 total
includes taxes & fees
30 Mar - 31 Mar
casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Outdoor dining

Podere Belsogno

Podere Belsogno
Montalcino
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.
The price is AED 1,480
AED 1,691 total
includes taxes & fees
9 Apr - 10 Apr
Podere Belsogno
Interior

The little Magician's secret corner

The little Magician's secret corner
Sinalunga
The price is AED 507
AED 803 total
includes taxes & fees
30 Mar - 31 Mar
The little Magician's secret corner
Terrace/patio

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.

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.
Monteriggioni
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 947
AED 1,298 total
includes taxes & fees
30 Mar - 31 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.
Property grounds

A LUXURY VILLA ON THE HILLS OF FLORENCE

A LUXURY VILLA ON THE HILLS OF FLORENCE
Impruneta
The price is AED 42,274
AED 47,478 total
includes taxes & fees
3 Apr - 4 Apr
A LUXURY VILLA ON THE HILLS OF FLORENCE
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siena Hotel Reviews

Hotel Alma Domus

Hotel Alma Domus

10/10 Excellent
"All nice thanks"
Manuel 1-night trip
Posted 2 days ago
Hotel Alma Domus