The Best Hotels with a Pool in Bossi from ₩170,698 in 2026

Q: What are some hotels with pools in Bossi?

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

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Our top choices for Bossi hotels with a pool

Castello di Bossi

Castelnuovo Berardenga

₩312,748 total

includes taxes & fees

Jun 6 - Jun 7

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.

₩221,272 total

includes taxes & fees

Jun 5 - Jun 6

Indoor pool, seasonal outdoor pool, sun 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.

₩197,238 total

includes taxes & fees

Jun 2 - Jun 3

Villa Sabolini

Colle di Val d'Elsa

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

₩287,852 total

includes taxes & fees

Jun 24 - Jun 25

Castello di Leonina Relais

Asciano

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

₩239,078 total

includes taxes & fees

Jun 15 - Jun 16

Hotel Casafrassi Wine Resort

Castellina in Chianti

Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.

₩105,506 total

includes taxes & fees

Jun 2 - Jun 3

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.

₩213,430 total

includes taxes & fees

Jun 2 - Jun 3

Castello Vicchiomaggio

Greve in Chianti

Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.

₩346,246 total

includes taxes & fees

Jun 10 - Jun 11

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Choose what matters most at hotels with a pool in Bossi

Breakfast included

4 stars

Top Bossi Hotel Reviews

Castello Vicchiomaggio

10/10 Excellent

"We really enjoyed our stay. It was far too short, but we truly loved the property. The breakfast was lovely as well!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a gorgeous hotel and such a relaxing experience from start to finish. The food was superb, the service was excellent, and the overall atmosphere was unforgettable. The room was comfortable and had an antique feel but considering this is an old castle, it completely made sense and added to the charm. What a wonderful stay it was."

Borgo San Felice Resort

10/10 Excellent

"Wow wow wow. What a place. Absolutely phenomenal stay here. The grounds and hotel are absolutely fabulous. I read some review around staff attitude but can honestly say I never experienced this at all. Everyone was very polite and helpful in the bar and restaurants. George on reception was particularly lovely and helpful. The food and drinks were beautiful. I also did the wine tasting during my stay which was also wonderful. I will definitely be back."

Borgo Vescine

10/10 Excellent

"Loved absolutely everything. Property is beautiful. Food is incredible and reasonably priced. The wine is delicious. The service is excellent and the people are SO friendly. There is so much history to the location but it's also luxurious. The surrounding area has so much to do and see. Perfection, book it now"

Frequently asked questions

What's it like visiting Bossi?

If lounging by a pool is your idea of a great getaway, you may want to consider Bossi, which has 13 places to stay with pools. During your trip, you can explore attractions like Castle of Brolio and Siena Circuit, and then kick back and relax poolside at one of the accommodations in Bossi that guests like for their pools.

What are some hotels with pools in Bossi?

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

How many hotels with pools are there in Bossi?

Expedia has 13 hotels in Bossi for your poolside break.

What is there to see and do in Bossi?

Make a point to visit attractions like Siena Circuit and Borgo di Vescine - Tenute di Castelvecchi. During your stay, check out sights such as Castle of Brolio, Cantalici Winery, and Meleto Castle.

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

You may want to think about an accommodation with an outdoor swimming pool if you plan to visit Bossi in the hottest months of August, July, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 44°F.

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