La Cava
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Rosewood Castiglion del Bosco
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is ¥189,174 per night from Nov 30 to Dec 1
¥189,174
¥209,865 total
Nov 30 - Dec 1
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

Hotel Airone
Via Senese, 35, Grosseto, GR
The price is ¥18,391 per night from Nov 13 to Nov 14
¥18,391
¥20,229 total
Nov 13 - Nov 14
includes taxes & fees
Stay at this 4-star spa hotel in Grosseto. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Bastione Fortezza and Monumento al Milite ...
8.4/10 Very Good! (109 reviews)
Clean rooms, friendly staff
Reviewed on Oct 15, 2025

Grand Hotel Bastiani
Piazza Gioberti 64, Grosseto, GR
The price is ¥13,705 per night from Dec 5 to Dec 6
¥13,705
¥15,076 total
Dec 5 - Dec 6
includes taxes & fees
Stay at this 4-star luxury hotel in Grosseto. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the property condition in our reviews. ...
8.4/10 Very Good! (216 reviews)
Great breakfast, bathtub and shower.
Reviewed on Nov 1, 2025
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.

Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
Stay at this 3-star residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our ...
9/10 Wonderful! (78 reviews)
This hotel is a combination of modern and classic Italian styles. It has renovated rooms with modern bathrooms, but other areas of the hotel are outdated. It features a spa, sauna, thermal waters, and an outdoor pool with a spectacular view. The outdoor area is very beautiful and modern. The breakfast ...
Reviewed on Oct 18, 2025

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

Gite Montemirello, with garden and swimming pool
Casciano di Murlo - Siena
Book a stay at this family-friendly apartment in Murlo. Enjoy free WiFi, private pools, and a garden. Popular attractions Castello di Montepescini and Val di ...
9.6/10 Exceptional! (60 reviews)
Place to charge your battery!
Amazing garden with private pool where you can relax completely surrounding by lovely view; apartment had everything you need plus working WiFi; shop, restaurant, bakary, pharmacy 5min walk; lovely host
Reviewed on Aug 20, 2024
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
House Museum of Monticello Amiata
You can spend an afternoon studying the exhibits at House Museum of Monticello Amiata during your travels in Monticello Amiata. Visit the area's spas, or simply enjoy its wineries.
Cantina di Collemassari
You can enjoy a tasting or tour at Cantina di Collemassari during your travels to Cinigiano. Take in the museums while you're in the area.
Things to do

Seggiano: Guided Tour of the Olive Grove and Food Tasting
¥4,429
per adult

Olive Oil Tours and Tasting at Frantoio di Montalcino
¥8,858
per adult

Montalcino: Guided Winery Tour and Wine Tasting
¥7,972
per adult

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
¥31,889
per adult
100% of travellers recommend

Small-Group Brunello di Montalcino Wine Tasting from Siena
¥21,082
per adult
76% of travellers recommend

