The Best Hotels with a Pool in Montegrossi from AED 362 in 2026

Q: What are some hotels with pools in Montegrossi?

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

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Our top choices for Montegrossi hotels with a pool

Hotel La Colonna

Siena

Seasonal outdoor pool retreat with loungers and umbrellas in historic Siena, just steps from Piazza del Campo.

AED 362 total

includes taxes & fees

29 Jul - 30 Jul

Castello di Leonina Relais

Asciano

Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.

AED 547 total

includes taxes & fees

31 Jul - 1 Aug

Hotel Certosa Di Maggiano

Siena

Dive into a sun-drenched paradise with this hotel's stunning outdoor pool, complete with a poolside bar and tennis court nearby.

AED 1,963 total

includes taxes & fees

22 Jul - 23 Jul

Seasonal outdoor pool, open 7:00 AM to 8:00 AM, pool umbrellas

La Canonica di San Michele

Monteriggioni

Tuscan oasis with seasonal outdoor pool and poolside bar offers refreshing retreat.

AED 454 total

includes taxes & fees

26 Jul - 27 Jul

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.

AED 490 total

includes taxes & fees

27 Jul - 28 Jul

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas

Hotel Il Giardino

Siena Historical Center

Poolside bliss awaits at this Siena retreat with sun loungers, umbrellas, and a stylish bar.

AED 460 total

includes taxes & fees

10 Aug - 11 Aug

Seasonal outdoor pool, pool umbrellas, sun loungers

Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Siena hotel's seasonal outdoor pool offers serene relaxation with scenic views and sun loungers.

AED 885 total

includes taxes & fees

25 Jul - 26 Jul

Relais la Costa - Dimora Storica

Monteriggioni

Tuscan splendor meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.

AED 614 total

includes taxes & fees

31 Jul - 1 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 Athena

8/10 Good

"Really a great location in Siena, and I recommend it. Location is great, staff are helpful, and the included breakfast spread is pretty awesome. Our experience was slightly degraded by the extreme heat wave that was over much of Europe - while Hotel Athena has good A/C, it was struggling to keep up at times."

Hotel Le Fontanelle

10/10 Excellent

"The photos might hint at the quality of the property but don’t really do it justice. The sweeping easterly, vineyard views across to Monti-in-Chianti and up to Brolio are really mesmerizing. Grounds were well kept. Breakfast had the usual Italian selection of good fruits, grains, meats, breads, and sweets. Coupled with a limited menu of ala carte items and rich cappuccinos! Our suite was located about .25mi south of the main building. We enjoyed the walk multiple times per day but grandma might not. The room was nicely appointed with a living room, large bedroom, closet space and two sink bathroom. Stocked mini-fridge and cof/tea selections. Each room had its own outdoor area with a table/chaise to enjoy with coffee or after the pool. The out door pool is not heated (indoor pool is) but very comfortable on the 90 degree days we spent there. Pool service isn’t quite the same as some resorts, as you would go to the bar to order food/beverage and they’d bring it out to your chair setup. A good selection of menu items are available to choose from. Restaurants on site were excellent. Had the Bistecca at Tuscanio and it was perfection while LaColonna’s carpaccio and fusilli dish were both a treat. Staff was friendly though a bit harried. Seemed like they just needed a few more bodies around to smooth out the place. Ilaria at the front desk was really outstanding with her command and knowledge. While Marcella really made the pool with her wry smile and daily daiquiri selection."

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."

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Frequently asked questions

What are some hotels with pools in Montegrossi?

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

What is there to see and do in Montegrossi?

Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. 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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