The Best Hotels with a Pool in Montegrossi from ₩202,283 in 2026

Q: What are some hotels with pools in Montegrossi?

Hotel Athena : Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione : Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Palazzo Ravizza : Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive : Features a full-service spa, a rooftop pool, and a sauna. Borgo San Felice Resort : Offers 2 restaurants, an outdoor pool, and 2 bars.

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Our top choices for Montegrossi hotels with a pool

Four Points by Sheraton Siena

Scacciapensieri

Seasonal pool retreat in Siena where vibrant summer days culminate in relaxation amidst Italian gardens and medieval views.

₩288,820 total

includes taxes & fees

Jun 21 - Jun 22

Castello di Tornano Wine Resort

Gaiole in Chianti

Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.

₩403,547 total

includes taxes & fees

Jul 9 - Jul 10

Hotel Villa Campomaggio

Radda in Chianti

Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.

₩335,510 total

includes taxes & fees

Jun 10 - Jun 11

Villa il Fedino

San Casciano in Val di Pesa

Indulge in Tuscan bliss at this rural retreat where massages and facials complement leisurely days by the seasonal outdoor pool.

₩490,497 total

includes taxes & fees

Jun 23 - Jun 24

Hotel Borgo San Luigi

Monteriggioni

Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.

₩451,714 total

includes taxes & fees

Jul 9 - Jul 10

Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas

Villa San Lucchese

Poggibonsi

Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.

₩230,816 total

includes taxes & fees

Jun 21 - Jun 22

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Precise House Montaperti Siena

Asciano

Float in warmth year-round at this Italian retreat, where two pools complement soothing spa treatments in the Siena countryside.

₩202,283 total

includes taxes & fees

Jun 12 - Jun 13

2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Hotel Fattoria degli Usignoli

Reggello

Splash into Tuscan charm with two scenic outdoor pools and poolside cocktails.

₩203,719 total

includes taxes & fees

Jul 1 - Jul 2

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Choose what matters most at hotels with a pool in Montegrossi

Breakfast included

4 stars

Top Montegrossi Hotel Reviews

Hotel Athena

10/10 Excellent

"Amazing location and very convenient parking."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Dievole Wine Resort

8/10 Good

"While everything was wonderful it was shame that our shower water was leaking out to the bathroom floor. Had to use extra towers to soak up the water. If we were staying more than a night, I would have ask to change the room. Other than that, staffs were wonderful, the dinner was delicious and the olive oil tasting experience was fun. Would highly recommend least two nights stay here. We wanted to extend our one night stay but the weather called for rain next day."

Frequently asked questions

What are some hotels with pools in Montegrossi?

Hotel Athena: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Palazzo Ravizza: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive: Features a full-service spa, a rooftop pool, and a sauna. Borgo San Felice Resort: Offers 2 restaurants, an outdoor pool, and 2 bars.

What is there to see and do in Montegrossi?

Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. During your stay, check out sights such as Badia a Coltibuono, Meleto Castle, and Castello di Albola.

When is the best time to book a hotel with a pool in Montegrossi?

You may want to consider a place to stay that has an outdoor pool if you will be visiting Montegrossi in the warmest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 44°F.

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