Find Hotels with a Pool in Montalcino

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Our top choices for Montalcino hotels with a pool

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites

Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.4 out of 10, Very Good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is NT$3,175
NT$3,640 total
includes taxes & fees
Dec 22 - Dec 23
Cordella in Montalcino Wine Resort

Mastrojanni Relais

Mastrojanni Relais
Montalcino
10.0 out of 10, Exceptional, (61)
"This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort The views from the pool are the best in this area. "
United States
Laura
The price is NT$13,413
NT$15,124 total
includes taxes & fees
Dec 25 - Dec 26
Mastrojanni Relais

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
United States
Talib
The price is NT$42,424
NT$47,036 total
includes taxes & fees
Jan 4 - 2026/1/5
Castiglion del Bosco, A Rosewood Hotel

Antico Brunello

Antico Brunello
Montalcino
The price is NT$243,922
NT$268,684 total
includes taxes & fees
Dec 22 - Dec 23
Antico Brunello

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is NT$5,512
NT$6,174 total
includes taxes & fees
Jan 5 - 2026/1/6
Borgo Sant'Ambrogio Resort

Agriturismo Le Casaline

Agriturismo Le Casaline
4.0 star property
Seggiano
9.0 out of 10, Wonderful, (8)
"Great host, great view and great pool!"
Canada
Kayla
The price is NT$2,689
NT$4,066 total
includes taxes & fees
Dec 22 - Dec 23
Agriturismo Le Casaline
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.

Top Montalcino Hotel Reviews

Frequently asked questions

What's it like visiting Montalcino?
If laying by the pool is your idea of a great vacation, you might want to think about historic Montalcino, which offers 16 places to stay with pools. During your trip, you can explore sights such as Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi, and then relax and unwind poolside at one of the accommodations in Montalcino that guests like for their pools.
What are some hotels with pools in Montalcino?
Castiglion del Bosco, A Rosewood Hotel: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Cordella in Montalcino Wine Resort: Offers a rooftop terrace, a seasonal outdoor pool, and free self parking. SI Montalcino Hotel: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Le Ragnaie: Features buffet, a seasonal outdoor pool, and free self parking.
How many hotels with pools will I find in Montalcino?
Expedia's 16 hotels in Montalcino give you a great choice for your poolside getaway.
What is there to see and do in Montalcino?
The picturesque setting of Val di Merse and Val di Chiana showcase the area's natural beauty. During your stay, check out sights such as Fortress of Montalcino, Tenuta Greppo Franco Biondi Santi, and Torrenieri Montalcino Station. The countryside, wineries, and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Montalcino?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Montalcino in the warmest months of August, July, or June when the average temperature is 69°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 42°F.