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Find Hotels with a Pool in Cavallari

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Check availability on Cavallari Hotels with a Pool

Tonight
7 Sep - 8 Sep
Tomorrow
8 Sep - 9 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Cavallari hotels with a pool

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
AED 549
AED 621 total
includes taxes & fees
4 Oct - 5 Oct
Borgo di Pietrafitta Relais

2. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
AED 411
AED 465 total
includes taxes & fees
20 Sep - 21 Sep
Hotel Colle Etrusco Salivolpi

3. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
  • Dive into the tranquil waters of a seasonal outdoor pool surrounded by the charm of this Beaux Arts hotel and attached winery.
AED 846
AED 956 total
includes taxes & fees
8 Sep - 9 Sep
Palazzo Squarcialupi

4. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
  • Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
AED 907
AED 1,024 total
includes taxes & fees
29 Sep - 30 Sep
Hotel Villa Campomaggio

5. Borgo Vescine

Borgo Vescine
Radda in Chianti
  • Slip into Tuscan bliss at this pool paradise with vineyard views and poolside bar service.
AED 3,351
AED 3,720 total
includes taxes & fees
11 Sep - 12 Sep
Borgo Vescine

6. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
AED 1,144
AED 1,276 total
includes taxes & fees
27 Sep - 28 Sep
Castello La Leccia

7. Hotel Palazzo San niccolò & Spa

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.
AED 778
AED 881 total
includes taxes & fees
7 Oct - 8 Oct
Hotel Palazzo San niccolò & Spa

8. Relais Vignale & Spa

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.
AED 658
AED 854 total
includes taxes & fees
8 Oct - 9 Oct
Relais Vignale & Spa

9. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
  • Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.
AED 582
AED 653 total
includes taxes & fees
14 Sep - 15 Sep
Albergo Il Colombaio

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
AED 852
AED 962 total
includes taxes & fees
5 Oct - 6 Oct
Palazzo Leopoldo Dimora Storica & Spa
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Choose what matters most at hotels with a pool in Cavallari

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cavallari Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 4 hours ago
Hotel Athena
Borgo San Felice Resort

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! 🇮🇹🍷✨"
Yael 2-night trip
Posted 2 days ago
Borgo San Felice Resort
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Excellent stay. My second time coming, this time brought my parents and we had an amazing, relaxing time. Hope to be back soon!"
Stephanie 3-night trip
Posted 3 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 5 days ago
Hotel Italia
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 12 days ago
Poderi Arcangelo

Frequently asked questions

What are some accommodations with pools in Cavallari?
Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Features free self parking, an outdoor pool, and a 24-hour fitness center. La Certosa di Pontignano: Features a full-service spa, an outdoor pool, and a sauna. Hotel Athena: Offers sun loungers, a pool, and complimentary wireless internet access. Villa I Barronci Resort & Spa: Offers a snack bar/deli, 3 outdoor pools, and free self parking. "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C: Villa located near Ponte Vecchio. Provides an infinity pool, an outdoor pool, and a water park.
What is there to see and do in Cavallari?
Make a point to visit attractions like Alta Val d'Elsa River Park and Borgo di Vescine - Tenute di Castelvecchi. During your stay, check out sights such as City Hall Castellina In Chianti, Il Molino di Grace Winery, and Castello di Radda 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.