Name: Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Address: Siena
Rating: 9.4

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco, Montalcino, SI

￥186,778

￥207,233 total

Nov 16 - Nov 17

includes taxes & fees

Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...

10/10 Exceptional! (67 reviews)

Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.

Reviewed on Aug 3, 2025

Castello di Velona Resort Thermal SPA & Winery

Località Velona, Castelnuovo dell'Abate, Montalcino, SI

Stay at this 5-star luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

8.8/10 Excellent! (333 reviews)

Everything was 5 star. It’s like living in a castle in the sky with hot thermal pools everywhere and amazing food. We loved our outdoor patio with the sunset view of the panorama.

Reviewed on Oct 26, 2025

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Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena

Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...

9.4/10 Exceptional! (48 reviews)

Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on Oct 22, 2025

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See all 5,391 properties in Brunello di Montalcino Wine Area

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.

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena

Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...

9.4/10 Exceptional! (48 reviews)

Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on Oct 22, 2025

The House of Alice, charm and relaxation

Montalcino (SI)

Stay at this vacation home in Montalcino. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and ...

9.6/10 Exceptional! (66 reviews)

Check in process was seamless as our host was watching for our arrival. The accommodations were an absolute dream located in the wall of the city with updated interior. Just gorgeous!

Reviewed on Sep 28, 2025

Corte Francigena

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 ...

9.6/10 Exceptional! (6 reviews)

Very beautiful quiet village. Wouldn’t recommend going without having some form of transportation. Pretty secluded area but thats why we chose it.

Reviewed on Sep 22, 2024

See all properties in Brunello di Montalcino Wine Area

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.

Popular places to visit

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Poggio Antico winery- Brunello is the best!!

Fortress of Montalcino

5/5(5 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Castiglion del Bosco Winery

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

Abbazia di Sant'Antimo

5/5(55 reviews)

You can learn about the history of Castelnuovo dell'Abate when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.