La Cava
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Castello di Velona Resort Thermal SPA & Winery
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
$533 nightly
The price is $598 total per night from Aug 18 to Aug 19
$598 total
Aug 18 - Aug 19
Total includes taxes and fees
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! (321 reviews)
Such a magical experience
"We had the most amazing stay at Castello di Velona. The staff was top notch. The facilities are breathtaking."
Reviewed on Jul 17, 2025

Fattoria La Principina
Via Dei Girasoli, 1 (Via del Tarabuso), Principina Terra, Grosseto, GR
$126 nightly
The price is $144 total per night from Aug 2 to Aug 3
$144 total
Aug 2 - Aug 3
Total includes taxes and fees
Stay at this 4-star luxury hotel in Grosseto. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Azienda Agricola Celestina Fe' and Grab ...
8.4/10 Very Good! (173 reviews)
"One night’s stay at Fattoria for me, my husband and our 17 year old. The hotel is geared up for a family who love their activities - a full timetable of events, football, tennis, a mini farm and 3 pools. The main pool area was lovely, with a well-stocked pool bar. One thing worth noting, as is sometime ..."
Reviewed on Aug 16, 2024

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco, Montalcino, SI
$1,722 nightly
The price is $1,906 total per night from Aug 5 to Aug 6
$1,906 total
Aug 5 - Aug 6
Total includes taxes and 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! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."
Reviewed on Jun 21, 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 Collegiate ...
9/10 Wonderful! (61 reviews)
"The property was lovely but a little dated. Beakfast was good but never on time to open Beds were not comfortable but scenery is nice and good restaurant right next door is convienent."
Reviewed on Jun 20, 2025

Country house, really private pool A.C. 20 mn beaches facing Elba Island
GAVORRANO
Stay at this vacation home in Gavorrano. Enjoy free WiFi, private pools, and a garden. Popular attractions Rocca di Frassinello Winery and Piscina Il Giunco ...
7.4/10 Good! (7 reviews)
Wir haben es sehr genossen
"Die Unterkuinft entsprach unseren Erwartungen. Es war sehr ruhig und sehr sauber. Alles war gepflegt. Die Natur ums Grundstück war sehr präsent aber auch das war Erwartungsgemäß."
Reviewed on Jun 24, 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 ...
9.2/10 Wonderful! (41 reviews)
Best Views
"Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!"
Reviewed on Jul 9, 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.
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 Sasso dʼOmbrone.
Things to do

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
$269
per adult
100% of travellers recommend

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
$211
per adult
100% of travellers recommend

Brunello di Montalcino Small Group Wine Tour from Siena
$188
per adult
98% of travellers recommend

Tasting of the Best Wines in Siena in an Etruscan Crypt
$146
per adult

Montalcino: Private Cellar Tour, Wine Tasting & Appetizers
$81
per adult
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Visit Poggi del Sasso
- Poggi del Sasso Vacations
- Visit Sasso d'Ombrone
- Visit Campagnatico
- Visit Cinigiano
- Visit Porrona
- Visit Castiglioncello Bandini
- Visit Monte Antico
- Castello Banfi
- Visit Poggio alle Mura
- Visit Argiano
- Visit Stribugliano
- Visit Monticello Amiata
- Visit Montenero
- Abbey of San Lorenzo al Lanzo
- Visit Camigliano
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- Visit Batignano
- Visit Civitella Paganico
- Visit Sant'Angelo In Colle
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- Roselle Archaeological Area
- Visit Preselle
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- Visit Casale di Pari
- Mount Amiata Fauna Park
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- Tino di Moscona
- Visit Istia d'Ombrone
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- Monte Amiata
- Castello Banfi
- Tenuta Greppo Franco Biondi Santi
- Hospital of Mercy - Emergency Room
- Fortress of Montalcino
- Vetulonia Ruins
- Terme Petriolo
- Castiglion del Bosco Winery
- Mount Amiata Fauna Park
- I Canaloni del Torrente Farma
- Grosseto Cathedral
- Roselle Archaeological Area
- Parco Piscine Capenti Outdoor Pool
- Abbazia di Sant'Antimo
- Abbazia di San Salvatore
- Piscina Il Giunco
- Museum of Brunello
- Horti Leonini
- Mercury Mining Museum of Monte Amiata
- Collegiate Church of San Quirico
- Castello di Montepescini
- Torrenieri Montalcino Station
- Mining Museum Park
- Necropoli del Puntone
- Abbey of San Lorenzo al Lanzo
- Piazza delle Sorgenti