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Our top choices for Province of Siena holiday homes
1. Borgo Argiano
Borgo ArgianoCastelnuovo Berardenga
10.0 out of 10, Exceptional, (92 reviews)
"Amazing staff, clean room, amazing pool!"
Blake
2. Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome
Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from RomeCetona
10.0 out of 10, Exceptional, (135 reviews)
"Best VRBO that we have stayed in, property and host were the best. We had our family coming and going during our visit and Valeria and his wife were so gracious and accommodating. Kitchen was great and had a table that would extend for a family dinner of 10. The chef that prepared our dinner was wonderful and so fun. Highly recommend this property!"
Vickie M.
3. Il Palazzetto
Il PalazzettoSiena
9.6 out of 10, Exceptional, (7 reviews)
"Endroit agréable, idéal pour visiter Sienne à moins de 10mns en voiture et rayonner dans la région."
Francois
4. Villa with large garden in the Chianti hills
Villa with large garden in the Chianti hillsSiena
9.6 out of 10, Exceptional, (83 reviews)
"Property had a pool and a big yard, very relaxing."
Justyna C.
5. Detached villa with a private pool and garden
Detached villa with a private pool and gardenCastellina in Chianti
9.0 out of 10, Wonderful, (32 reviews)
"Lovely little house. This was our second year staying and it did not disappoint. The extra bonus is the 5 minute walk into Castellina. One of our favourites."
Catherine M.
6. La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C
La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/CRadda in Chianti
10.0 out of 10, Exceptional, (27 reviews)
"Stunningly beautiful place to stay surrounded by hills and vineyards. Short drive to great restaurants or grocery stores. The host is thoughtful and accommodating. We loved our stay here "
Aubrey S.
7. Beautiful house on Chianti hilltop with exceptional views.
Beautiful house on Chianti hilltop with exceptional views.Siena
10.0 out of 10, Exceptional, (80 reviews)
"House was clean and comfortable and the place was even better than the pictures online. Stunning views and a great location to explore the many beautiful towns in the area. "
Darren S.
8. Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi
Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-FiRadicondoli
9.4 out of 10, Exceptional, (42 reviews)
"absolutely stunning place to relax, enjoy the view on the terrace/balcony, and explore tuscany! a handful of amazing spots to eat in the town itself"
MARK P.
9. Sweet home, the home of the small village
Sweet home, the home of the small villageColle di Val d'Elsa
9.4 out of 10, Exceptional, (13 reviews)
"It is a lovely place to stay and discover Tuscany. The house is clean, big and the pool is great to have a refeshing dive. We enjoyed our stay a lot."
Djip d.
10. Private villa with swimming pool and spectacular views of Siena
Private villa with swimming pool and spectacular views of SienaCasetta
9.6 out of 10, Exceptional, (69 reviews)
"Beautiful area and spacious house. Very enjoyable stay."
Philip G.
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.