The Best Hotels with a Pool in Cavallari from ₩204,103 in 2026

Q: What are some accommodations with pools in Cavallari?

Radisson Blu Hotel, Florence : Hotel located near Uffizi Gallery. Features free self parking, an outdoor pool, and a 24-hour fitness center. Borgo Scopeto Wine & Country Relais : Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Athena : Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Palazzo Ravizza : Residence located near Pitti Palace. Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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Our top choices for Cavallari hotels with a pool

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.

₩211,512 total

includes taxes & fees

Jul 7 - Jul 8

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Sip poolside bliss at this luxury Tuscan retreat where serene mountain views frame your aquatic sanctuary.

₩374,042 total

includes taxes & fees

Jul 10 - Jul 11

Hotel Borgo San Luigi

Monteriggioni

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

₩483,333 total

includes taxes & fees

Jul 5 - Jul 6

Four Points by Sheraton Siena

Scacciapensieri

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

₩258,765 total

includes taxes & fees

Jul 25 - Jul 26

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

Relax poolside at this Tuscan villa with seasonal outdoor pool, hot tub, and sun loungers.

₩331,973 total

includes taxes & fees

Jul 2 - Jul 3

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.

₩221,874 total

includes taxes & fees

Jul 16 - Jul 17

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.

₩204,103 total

includes taxes & fees

Jul 2 - Jul 3

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.

₩393,978 total

includes taxes & fees

Jul 8 - Jul 9

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Choose what matters most at hotels with a pool in Cavallari

Breakfast included

4 stars

Top Cavallari Hotel Reviews

Poderi Arcangelo

8/10 Good

"Property is well maintained + spacious and staff was very kind! Breakfast was great as well!"

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."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Everything was great! The location, the pool and grounds, food and beverage were wonderful. The staff was very helpful. It was a great benefit to be able to do a load of laundry. Our only suggestion would be to add another set of machines, as it gets busy but thankful to have it."

Frequently asked questions

What are some accommodations with pools in Cavallari?

Radisson Blu Hotel, Florence: Hotel located near Uffizi Gallery. Features free self parking, an outdoor pool, and a 24-hour fitness center. Borgo Scopeto Wine & Country Relais: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Athena: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Palazzo Ravizza: Residence located near Pitti Palace. Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Cavallari?

Make a point to visit attractions like Chianti Sculpture Park and Borgo di Vescine - Tenute di Castelvecchi. During your stay, check out sights such as City Hall Castellina In Chianti, Archaeological Museum of Chianti, and Il Molino di Grace Winery.

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

You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Cavallari in the hottest months of August, July, or June when the average temperature is 72°F. Lodging offering 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 temperature is 44°F.

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