TOP Hotels with Pool in Montegrossi for 2026

Q: What are some hotels with pools in Montegrossi?

Borgo Scopeto Wine & Country Relais : Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Hotel Athena : Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione : Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Palazzo Ravizza : Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Borgo San Felice Resort : Provides a rooftop terrace, a seasonal outdoor pool and a snack bar/deli.

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Our top choices for Montegrossi hotels with a pool

Hotel Borgo San Luigi

Monteriggioni

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

Rp5.611.861 total

includes taxes & fees

5 Jul - 6 Jul

Four Points by Sheraton Siena

Scacciapensieri

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

Rp3.028.465 total

includes taxes & fees

31 Jul - 1 Aug

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.

Rp2.468.835 total

includes taxes & fees

2 Jul - 3 Jul

Castello di Tornano Wine Resort

Gaiole in Chianti

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

Rp4.685.431 total

includes taxes & fees

7 Jul - 8 Jul

Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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.

Rp2.425.852 total

includes taxes & fees

13 Jul - 14 Jul

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

Hotel Fattoria degli Usignoli

Reggello

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

Rp2.238.426 total

includes taxes & fees

2 Jul - 3 Jul

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

Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.

Rp4.574.393 total

includes taxes & fees

8 Jul - 9 Jul

Castello di Meleto

Gaiole in Chianti

Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.

Rp3.519.775 total

includes taxes & fees

2 Jul - 3 Jul

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Choose what matters most at hotels with a pool in Montegrossi

Breakfast included

4 stars

Top Montegrossi Hotel Reviews

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Relais Vignale & Spa

10/10 Excellent

"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"

Frequently asked questions

What are some hotels with pools in Montegrossi?

Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Hotel Athena: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Palazzo Ravizza: Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Borgo San Felice Resort: Provides a rooftop terrace, a seasonal outdoor pool and a snack bar/deli.

What is there to see and do in Montegrossi?

Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. During your stay, visit sights such as Meleto Castle, Cantalici Winery 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 with an outdoor swimming pool if you'll be visiting Montegrossi in the warmest months of August, July or June, when the average temp is 22°C. Accommodation with 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 6°C.

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