Name: Castiglion del Bosco, A Rosewood Hotel
Price range: $2,438 total
Rating: 10

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

$726 nightly

$810 total

Oct 25 - Oct 26

Total with taxes and fees

Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

9/10 Wonderful! (377 reviews)

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Reviewed on Sep 27, 2026

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI

$129 nightly

$146 total

Oct 15 - Oct 16

Total with taxes and fees

Stay at this B&B in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and hot springs on site. Popular attractions Piazza delle Sorgenti and Tenuta Sanone ...

9.6/10 Exceptional! (59 reviews)

"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."

Reviewed on Sep 26, 2026

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

$2,206 nightly

$2,438 total

Oct 18 - Oct 19

Total with taxes and fees

Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...

10/10 Exceptional! (81 reviews)

"Very warm and friendly service."

Reviewed on Sep 13, 2026

See all 1,754 properties in Poggi del Sasso

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.

Corte Francigena - Apartments

Via Ferretti Montalcino SI

Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

9.8/10 Exceptional! (18 reviews)

"The unit is very clean, awesome breakfast, beautiful view"

Reviewed on Sep 24, 2026

Casanova - Panoramic Rooms and Suites

Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI

Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...

9.2/10 Wonderful! (97 reviews)

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come ..."

Reviewed on Sep 25, 2026

Palazzo Saloni

Via Soccorso Saloni 31 Montalcino SI

Book a stay at this luxury aparthotel in Montalcino. Enjoy free breakfast, free parking, and an attached winery. Popular attractions Fortress of Montalcino and ...

9.8/10 Exceptional! (8 reviews)

"Excellent location to tour wine country montalcino."

Reviewed on Sep 15, 2026

See all properties in Poggi del Sasso

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.