Montalcino Hotel with Pool

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Check availability on Montalcino Hotel with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Montalcino hotels with a pool

Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (133)
"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
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Cordella in Montalcino Wine Resort

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 HK$447
HK$529 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cordella in Montalcino Wine Resort
Pool
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is HK$54,431
HK$59,005 total
includes taxes & fees
4 Jan - 5 Jan 2026
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Pool
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22
Montalcino
The price is HK$65,317
HK$65,317 total
includes taxes & fees
30 Dec - 31 Dec
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22
Exterior
Mastrojanni Relais

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 HK$3,853
HK$4,330 total
includes taxes & fees
8 Jan - 9 Jan 2026
Mastrojanni Relais
Outdoor pool
Antico Brunello

Antico Brunello

Antico Brunello
Montalcino
The price is HK$60,377
HK$66,507 total
includes taxes & fees
30 Dec - 31 Dec
Antico Brunello
View from property
Castello di Velona Resort Thermal SPA & Winery

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
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

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 HK$10,501
HK$11,643 total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Games room
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
"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 HK$1,324
HK$1,484 total
includes taxes & fees
6 Jan - 7 Jan 2026
Borgo Sant'Ambrogio Resort
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
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.
View all properties

Top Montalcino Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Great location, very friendly staff"
Bennie 2-night trip
Posted 2 weeks ago
Hotel Athena

Frequently asked questions

What's it like visiting Montalcino?
If lounging by a pool is your idea of a great holiday, you may want to explore historic Montalcino, which has 16 places to stay with pools. While you're visiting, you can explore sights such as Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi, and then kick back and relax poolside at one of the accommodation options 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 swimming 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. 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 Chiana and Val di Merse showcase the area's natural beauty. During your stay, visit 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 that offers an outdoor pool if you'll be visiting Montalcino in the warmest months of August, July or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 5°C.

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