
Find Hotels with a Pool in Cavallari
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Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Cavallari hotels with a pool




1. Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
- Countryside farm stay's outdoor pool beckons with scenic vineyard views.
¥13,110
¥15,143 total
includes taxes & fees
Oct 19 - Oct 20




2. Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco SalivolpiCastellina in Chianti
- Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
¥18,914
¥21,346 total
includes taxes & fees
Oct 7 - Oct 8




3. Palazzo Squarcialupi
Palazzo SquarcialupiCastellina in Chianti
- Dive into the tranquil waters of a seasonal outdoor pool surrounded by the charm of this Beaux Arts hotel and attached winery.
¥30,961
¥35,138 total
includes taxes & fees
Oct 21 - Oct 22




4. Hotel Villa Campomaggio
Hotel Villa CampomaggioRadda in Chianti
- Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
¥28,756
¥32,713 total
includes taxes & fees
Oct 20 - Oct 21




5. Borgo Vescine
Borgo VescineRadda in Chianti
- Slip into Tuscan bliss at this pool paradise with vineyard views and poolside bar service.
¥76,492
¥85,582 total
includes taxes & fees
Oct 21 - Oct 22




6. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
- Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
¥10,878
¥12,687 total
includes taxes & fees
Oct 21 - Oct 22




7. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
- Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
¥25,819
¥33,933 total
includes taxes & fees
Oct 13 - Oct 14




8. Castello La Leccia
Castello La LecciaCastellina in Chianti
- Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
¥43,440
¥48,505 total
includes taxes & fees
Oct 17 - Oct 18
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Top Cavallari Hotel Reviews
Poderi Arcangelo
8/10 Good
"The room had very little of the basic necessities. On arrival we had to carry all our luggage up a steep slope and climb stairs with no railings for leverage."
Villa Scacciapensieri Boutique Hotel
10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Hotel Casolare Le Terre Rosse
10/10 Excellent
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
Castello di Spaltenna- Small Luxury Hotels of the World
10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
Hotel Italia
8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Borgo San Felice Resort
10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"







