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

Seasonal outdoor pool, pool umbrellas, sun loungers

Hotel Il Piccolo Castello

Monteriggioni

Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.

₩244,324 total

includes taxes & fees

Jun 12 - Jun 13

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.

₩258,970 total

includes taxes & fees

Jun 30 - Jul 1

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

Four Points by Sheraton Siena

Scacciapensieri

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

₩260,836 total

includes taxes & fees

Jul 7 - Jul 8

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

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.

₩372,919 total

includes taxes & fees

Jul 9 - Jul 10

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

Torre a Cona Wine Estate

Rignano sull'Arno

Seasonal vineyard splash awaits with mountain views and winery moments.

₩606,955 total

includes taxes & fees

Jun 27 - Jun 28

Villa Sabolini

Colle di Val d'Elsa

Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.

₩291,355 total

includes taxes & fees

Jun 21 - Jun 22

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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

"Everything was really great. Thank you very much for everything"

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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