The Best Hotels with a Pool in Montalcino from ￥9,729 in 2026

Q: 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. SI Montalcino Hotel : Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Le Ragnaie : Provides buffet, a seasonal outdoor pool, and free self parking. Cordella in Montalcino Wine Resort : Features a rooftop terrace, a seasonal outdoor pool, and free self parking. Fattoria Pieve a Salti : Offers a children's pool, a seasonal outdoor pool, and a full-service spa.

Montalcino showing a sunset and heritage architecture

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Our top choices for Montalcino hotels with a pool

Mastrojanni Relais

Montalcino

Dive into mountain wine country at this farm stay with a refreshing seasonal outdoor pool.

￥77,419 total

includes taxes & fees

Mar 29 - Mar 30

Capanna Suites

Montalcino

Drift into Tuscan splendor at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.

Podere Brizio

Montalcino

Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.

Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

Montalcino

Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.

Villa Le Prata - Residenza del Vescovo

Montalcino

Dreamy Tuscan pool sanctuary surrounded by vineyards and countryside views at this historic villa hotel.

￥57,071 total

includes taxes & fees

Mar 15 - Mar 16

Le Ragnaie

Montalcino

Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.

￥29,279 total

includes taxes & fees

Mar 22 - Mar 23

Il Burellino Wine & Resort

Montalcino

Swim between indoor and seasonal outdoor pools at this rural wine farm resort.

￥32,884 total

includes taxes & fees

Mar 23 - Mar 24

Hotel Dei Capitani

Montalcino

Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.

￥20,586 total

includes taxes & fees

Mar 17 - Mar 18

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Choose what matters most at hotels with a pool in Montalcino

Breakfast included

4 stars

Hotels with pools and free breakfast in Montalcino

Villa (Agresto) | Living area | LCD TV, pay movies

Castiglion del Bosco, A Rosewood Hotel

Montalcino

￥226,482 total

includes taxes & fees

Mar 21 - Mar 22

Villa Le Prata - Residenza del Vescovo

Montalcino

￥57,071 total

includes taxes & fees

Mar 15 - Mar 16

Castello di Velona Resort Thermal SPA & Winery

Montalcino

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Top Montalcino Hotel Reviews

Hotel Italia

10/10 Excellent

"Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. "

Hotel Dei Capitani

10/10 Excellent

"It’s a lovely hotel. Reception was nice and the room very clean with an incredible view out the window of the valley behind. No balcony but a Juliet railing with large opening windows. The breakfast buffet was excellent, self serve with exception of coffee which was served by a very pleasant waiter. Parking is a bit of challenge in a steeply sloped narrow driveway beside the hotel.Take the time to line up the car to go straight through the narrow gate and you’ll be fine. Also very nice sitting area beside the restaurant. "

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. SI Montalcino Hotel: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Le Ragnaie: Provides buffet, a seasonal outdoor pool, and free self parking. Cordella in Montalcino Wine Resort: Features a rooftop terrace, a seasonal outdoor pool, and free self parking. Fattoria Pieve a Salti: Offers a children's pool, a seasonal outdoor pool, and a full-service spa.

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 Museum of Brunello. 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.

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