Palazzo di Valli, Siena
This charming 3-star hotel is a favourite in Sienna. Boasting a beautiful view over the countryside and a 10 minute walk to the historical center, its location is also ideal for cycling out of town on Day 2. The rooms feature high ceilings and the breakfast is superb.
Il Colombaio, Castellina in Chianti
This charming hotel has comfortable rooms, and a lovely swimming pool. Located close enough to walk (150 m) to restaurants in Castellina-in-Chianti.
Casale Il Colombaio di Toiano, Sovicille
This property is from the 1300s and beautifully restored with lovely and congenial hosts, Giuseppina and Paolo. The rooms are comfortable and the gardens sublime.
Hotel Podere Alberese, Asciano
This property is our newest discovery; this family-owned 17th century property is surrounded by vineyards (the family makes outstanding wines), olive trees and organic gardens. There is a heated swimming pool to enjoy on the property. There isn’t a restaurant on the property but there are two good options, one right next door and another 900 m away.
Hotel San Gregorio, Pienza
This hotel has very large rooms and swimming pool and is conveniently located steps to the historical district of Pienza. Breakfast is served in an adjoining restaurant.
Hotel Santa Caterina, Siena
This 18th century villa has been converted into a cozy hotel. Guest rooms overlook the valley. It is steps away from the medieval city gates with lots of restaurants to choose from a short stroll way. Note; 5-star Grand Hotel Continental Siena is an upgrade option in Siena. From US$150pp upgrade.
Palazzo Squaricialupi, Castellina in Chianti
This palazzo boasts a superb location, right in the historic center of Castellina, with spacious lounges and bar, and a large outdoor swimming pool. Friendly and professional management.
Relais Borgo di Toiano, Sovicille
This 4-star Tuscan villa boasts panoramic views over vineyards, with a pleasant swimming pool in a very quiet setting. Breakfast is served on the terrace overlooking the
Hotel Borgo Casabianca, Asciano
This 18th century property is one of the most magnificent 4-star hotels in Tuscany. There is a large swimming pool, a hydro-massage bath tub, and tennis-courts, all surrounded by amazing landscapes. There is a great restaurant on site.
Hotel Il Chiostro, Pienza
Formerly a Franciscan convent, this 4-star charming hotel boasts comfortable rooms, outdoor swimming pool and a fine restaurant with terrace overlooking the stunning Val d’Orcia valley.