Find Hotels with a Pool in Montalcino

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Check availability on Montalcino Hotels with a Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Montalcino Hotels with a Pool

Exterior
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
Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino
The price is SAR 26,000
SAR 28,185 total
includes taxes & fees
9 Dec - 10 Dec
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Exterior
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 SAR 1,570
SAR 1,771 total
includes taxes & fees
13 Dec - 14 Dec
Mastrojanni Relais
Exterior
Il Burellino Wine & Resort

Il Burellino Wine & Resort

Montalcino
10.0 out of 10, Exceptional, (76)
"Absolutely beautiful place."
United States
Stephanie
The price is SAR 647
SAR 746 total
includes taxes & fees
9 Dec - 10 Dec
Il Burellino Wine & Resort
Pool
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

Montalcino
The price is SAR 31,200
SAR 31,200 total
includes taxes & fees
9 Dec - 10 Dec
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
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 SAR 199
SAR 236 total
includes taxes & fees
9 Dec - 10 Dec
Cordella in Montalcino Wine Resort
View from property
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, (339)
"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
Outdoor pool
Antico Brunello

Antico Brunello

Montalcino
The price is SAR 28,841
SAR 31,768 total
includes taxes & fees
9 Dec - 10 Dec
Antico Brunello
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is SAR 5,017
SAR 5,563 total
includes taxes & fees
4 Jan - 5 January 2026
Castiglion del Bosco, A Rosewood Hotel
Game room
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 SAR 477
SAR 538 total
includes taxes & fees
14 Dec - 15 Dec
Borgo Sant'Ambrogio Resort
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.
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Top Montalcino Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"
ROGERIO 5-night trip
Posted 8 days ago
Hotel Certosa Di Maggiano

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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?
Rosewood Castiglion del Bosco: 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. Cordella in Montalcino Wine Resort: Provides a rooftop terrace, a seasonal outdoor pool, and free self parking. Le Ragnaie: Features buffet, a seasonal outdoor pool, and free self parking. ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22: Offers televisions, a pool, and air conditioning.
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 Abbazia di Sant'Antimo. 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.