Holiday Homes in Province of Siena

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Province of Siena holiday homes

Deluxe Apartment | Premium bedding, down duvets, in-room safe, desk
Borgo Argiano

Holiday Home in Castelnuovo Berardenga

Borgo Argiano
10.0 out of 10, Exceptional, (73)
"Very comfortable stay. "
United States
Victor
Borgo Argiano
Premium Apartment, 2 Bedrooms, 2 Bathrooms, Annex Building | Lanai
Il Palazzetto

Holiday Home in Siena

Il Palazzetto
9.6 out of 10, Exceptional, (7)
"Endroit agréable, idéal pour visiter Sienne à moins de 10mns en voiture et rayonner dans la région."
France
Francois
Il Palazzetto
Outdoor pool
Casa Vacanze Le Case

Holiday Home in San Gimignano

Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is Rp1.863.290
Rp2.147.687 total
includes taxes & fees
11 Jan - 12 Jan 2026
Casa Vacanze Le Case
Aerial view
Casa La Cedrina Pool Lornano

Holiday Home in Monteriggioni

Casa La Cedrina Pool Lornano
Casa La Cedrina Pool Lornano
Apartment | Exterior
Pretty Farmhouse With Terrace

Holiday Home in Radda in Chianti

Pretty Farmhouse With Terrace
7.0 out of 10, Good, (2)
"Beautiful views out in the Tuscan countryside in a vineyard. If you are looking for peace and quiet, this place is wonderful. "
United States
Rick
Pretty Farmhouse With Terrace
Front of property
Agriturismo La Ferrozzola

Holiday Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Exterior
Borgo Villa Certano

Holiday Home in Siena

Borgo Villa Certano
Borgo Villa Certano
Front of property
Zampugna

Holiday Home in Trequanda

Zampugna
9.2 out of 10, Wonderful, (5)
"Beautiful and host is great!"
United States
August
Zampugna
Flat-screen TV, fireplace
Casale di Villore

Holiday Home in Poggibonsi

Casale di Villore
10.0 out of 10, Exceptional, (1)
Casale di Villore
House | Pool | Outdoor pool
Holiday Home Near Sienna in the Hills, Swimming Pool and Garden

Holiday Home in Siena

Holiday Home Near Sienna in the Hills, Swimming Pool and Garden
Holiday Home Near Sienna in the Hills, Swimming Pool and Garden
Exterior
Family Tuscany Home Close Via Francigena

Holiday Home in Monteriggioni

Family Tuscany Home Close Via Francigena
Family Tuscany Home Close Via Francigena
House, 3 Bedrooms, Balcony, Garden View | Property grounds
La Terrazza, Historic Tuscan Stone Residence With Garden and Terrace in Cetona

Holiday Home in Cetona

La Terrazza, Historic Tuscan Stone Residence With Garden and Terrace in Cetona
10.0 out of 10, Exceptional, (1)
"Marco and Margherita were warm and welcoming hosts! We thoroughly enjoyed our time in the beautiful village of Cetona and the surrounding areas. The home was a lovely decorated 3 levels with comfortable beds and all the amenities needed. There is also a lovely terrace garden up top to enjoy. Marco and Margherita gave clear directions to the property. Of note- the home sits on 3 levels and has steep winding staircases which we were totally fine with but may be of note for those with...
Canada
DEENA
La Terrazza, Historic Tuscan Stone Residence With Garden and Terrace in Cetona
House | Exterior
Chianti Hillside Farmhouse

Holiday Home in Radda in Chianti

Chianti Hillside Farmhouse
Chianti Hillside Farmhouse
House | Exterior
Belvilla by OYO Biancospino

Holiday Home in Montalcino

Belvilla by OYO Biancospino
Belvilla by OYO Biancospino
House
Country House a Casole d Elsa ID 451

Holiday Home in Casole d'Elsa

Country House a Casole d Elsa ID 451
Country House a Casole d Elsa ID 451
House | Exterior
Belvilla by OYO Chiaraquattro

Holiday Home in Montepulciano

Belvilla by OYO Chiaraquattro
Belvilla by OYO Chiaraquattro
House | Exterior
Holiday Home in Tuscany With Pool

Holiday Home in Montepulciano

Holiday Home in Tuscany With Pool
Holiday Home in Tuscany With Pool
Interior
Le Muricce

Holiday Home in Monteriggioni

Le Muricce
Le Muricce
Apartment, 3 Bedrooms | Living area | TV
Casa di Giulio

Holiday Home in Castiglione d'Orcia

Casa di Giulio
Casa di Giulio
House | Pool | Outdoor pool
Holiday Home for 8 Guests

Holiday Home in Siena

Holiday Home for 8 Guests
Holiday Home for 8 Guests
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 Italia

Hotel Italia

10/10 Excellent
"Nice clean room. Close to train/bus station. Very good breakfast "
Krista 1-night trip
Posted 3 days ago
Hotel Italia

Find out more about Province of Siena

Province of Siena Holiday Homes information

Number of reviews
90
Accommodation
144 Holiday Homes
Lowest Price
Rp2.147.687
Highest Price
Rp2.147.687