TOP Hotels with Swimming Pool in Montegrossi for 2026

Q: What are some hotels with pools in Montegrossi?

Grand Hotel Continental Siena – Starhotels Collezione : Offers 2 restaurants, 2 outdoor swimming pools and a full-service spa. Borgo Scopeto Wine & Country Relais : Provides a sauna, a rooftop pool and spa services. Hotel Athena : Features an indoor pool, an outdoor pool and 2 restaurants. Hotel Executive : Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Palazzo Ravizza : Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.

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Our top choices for Montegrossi hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

Badia a Coltibuono

Gaiole in Chianti

Rustic Tuscan farm stay captivates with a seasonal outdoor pool and garden views in the heart of wine country.

₹20,515 total

includes taxes & fees

12 Aug - 13 Aug

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.

₹16,575 total

includes taxes & fees

28 Jul - 29 Jul

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

Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

₹15,098 total

includes taxes & fees

2 Aug - 3 Aug

Indoor pool, seasonal outdoor pool, pool loungers

Hotel Palazzo San niccolò & Spa

Radda in Chianti

Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.

₹12,618 total

includes taxes & fees

3 Aug - 4 Aug

Couples treatment room(s), sauna, hot tub, steam room

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

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

₹14,924 total

includes taxes & fees

28 Jul - 29 Jul

Relais Santa Cristina

Radda in Chianti

₹13,198 total

includes taxes & fees

27 Jul - 28 Jul

Indoor pool, outdoor pool, pool loungers

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.

₹42,602 total

includes taxes & fees

9 Aug - 10 Aug

Relais Vignale & Spa

Radda in Chianti

Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.

₹24,680 total

includes taxes & fees

3 Aug - 4 Aug

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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

"Agosto and Lucia were so friendly, welcoming and knowledgeable. They give us great advice on what to see, restaurants to visit and where to park. The hotel itself is beautiful. It's clean and has such a European charm. Would definitely stay here again!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"One of my favorite hotels. The rooms (at least ours) are very small. BUT... they're beautiful as is the entire property. It's a hike to town, so plan on driving or taking a cab. The views are incredible. It's the type of hotel experience you would imagine for your Italian dream vacation. Nitpicks: We booked two days in Siena as a rest in the middle of the rest of our travels. This would have been PERFECT for that, except that they were hosting a large, Indian wedding. (Which was BEAUTIFUL by the way.) But, the DJ played (accompanied by a saxophonist!) until almost midnight and the morning ceremony started pretty early as well. So, it didn't end up being as restful as we'd hoped as this was all happening right outside our window. Also, if the restaurant or bar is closed, there is no where to get a snack or drink. (Not really anywhere to get just a snack anyway.) Wouldn't be such a big deal, except you're not near any convenience stories or anything. A vending machine would be nice!"

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Frequently asked questions

What are some hotels with pools in Montegrossi?

Grand Hotel Continental Siena – Starhotels Collezione: Offers 2 restaurants, 2 outdoor swimming pools and a full-service spa. Borgo Scopeto Wine & Country Relais: Provides a sauna, a rooftop pool and spa services. Hotel Athena: Features an indoor pool, an outdoor pool and 2 restaurants. Hotel Executive: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Palazzo Ravizza: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.

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 Badia a Coltibuono, Meleto Castle and Cantalici Winery.

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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