A historic town with a prominent tower and a rainbow arching over it.

Villas in Province of 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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.
VillasVillas

Siena

Siena

Our top choices for Province of Siena villas

Terrace/patio

1. Villa Nova

Villa Nova
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1 review)
"Beautiful home for our stay with 2 young children. Hosts went above and beyond to ensure we had everything we needed for our stay!! Couldn’t have loved our stay here better"
Australia
Guy
Villa Nova
Exterior

2. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very Good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is P11,846
P13,245 total
includes taxes & fees
Sep 2 - Sep 3
Villa Montecastello
Balcony

3. Luxury Privacy in the Heart of Tuscany

Luxury Privacy in the Heart of Tuscany
Pienza
Luxury Privacy in the Heart of Tuscany
Property grounds

4. Villa Sabrina

Villa Sabrina
San Gimignano
Villa Sabrina
Exterior

5. Casale Al Sole Tra Le Vecchie Vigne, Radda in Chianti

Casale Al Sole Tra Le Vecchie Vigne, Radda in Chianti
Radda in Chianti
Casale Al Sole Tra Le Vecchie Vigne, Radda in Chianti
Exterior

6. Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Montepulciano
8.8 out of 10, Excellent, (3 reviews)
"Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano."
United States
Anonymous traveler
Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano
Garden

7. Maria Gabriella Home & Cottage

Maria Gabriella Home & Cottage
Monticchiello
Maria Gabriella Home & Cottage
Pool

8. Villa Mille Primavere

Villa Mille Primavere
Gaiole in Chianti
Villa Mille Primavere
Room

9. Ricciolo 4 in San Gimignano

Ricciolo 4 in San Gimignano
San Gimignano
Ricciolo 4 in San Gimignano
Front of property

10. Villa Lauretana

Villa Lauretana
Torrita di Siena
6.0 out of 10, (1 review)
"We have to dump all our garbage, we have to pay extra electricity."
United States
alice
Villa Lauretana
Front of property

11. Oliveto Del Cantarello

Oliveto Del Cantarello
Chiusi
Oliveto Del Cantarello
Exterior

12. La Casetta nel Bosco

La Casetta nel Bosco
Sinalunga
La Casetta nel Bosco
Exterior

13. Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281

Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281
Sarteano
Villa Podere Belvedere Large Private Pool Sea Views Wifi - 3281
Exterior

14. Anilde, Holiday Home with Pool, Wifi, Tuscany

Anilde, Holiday Home with Pool, Wifi, Tuscany
Colle di Val d'Elsa
Anilde, Holiday Home with Pool, Wifi, Tuscany
Terrace/patio

15. Verdidea - Aia Vecchia

Verdidea - Aia Vecchia
Asciano
Verdidea - Aia Vecchia
Exterior

16. Villa Antico Podere Rota

Villa Antico Podere Rota
Sovicille
Villa Antico Podere Rota
Room

17. Villa Bramasole Large Private Pool Wifi - 2863

Villa Bramasole Large Private Pool Wifi - 2863
Sinalunga
Villa Bramasole Large Private Pool Wifi - 2863
Front of property

18. Maria Gabriella Holiday Home

Maria Gabriella Holiday Home
Monticchiello
Maria Gabriella Holiday Home
Exterior

19. Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to

Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Chiusi
Panoramic Villa in Tuscany Rolling Hill, Well Connected, Everyday new Journey to
Aerial view

20. Casa dell'Ambasciatore

Casa dell'Ambasciatore
Castiglione d'Orcia
8.0 out of 10, Very Good, (1 review)
"Beautiful location, clean, well kept, a little difficult to find. Driving directions were vague, but happened to wander onto the property. Friendly hostess, helpful with the operation of the property. The Con: the gas use. She informed us 3 units of gas were included, told us to turn the heat down when gone, etc. We followed directions, kept a moderate temperature, turned it down when gone. At check out, 19 units of gas used, a whopping $96 euros for 5 nights! A 3 unit allowance is ridiculous...
United States
Dana
Casa dell'Ambasciatore
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 Province of Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Tyler 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Province of Siena

Province of Siena Villas information

Number of reviews
8
Accommodation
259 Villas
Lowest Price
P13,245
Highest Price
P13,245

Explore a world of travel with Expedia