TOP Hotels with Pool in Penna for 2026

Q: What are some accommodation options with pools in Penna?

Borgo Scopeto Wine & Country Relais : Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. A Point Arezzo Park Hotel : Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Castello Vicchiomaggio : Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Borgo San Felice Resort : Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Castello di Spaltenna- Small Luxury Hotels of the World : Offers an indoor pool, an outdoor pool and 2 restaurants.

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Our top choices for Penna hotels with a pool

Hotel Casafrassi

Castellina in Chianti

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

Rp1.428.210 total

includes taxes & fees

30 Jun - 1 Jul

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.

Rp2.383.376 total

includes taxes & fees

2 Jul - 3 Jul

Castello Vicchiomaggio

Greve in Chianti

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

Rp3.852.088 total

includes taxes & fees

5 Jul - 6 Jul

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

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.

Rp2.267.489 total

includes taxes & fees

29 Jun - 30 Jun

Borgo di Pietrafitta Relais

Castellina in Chianti

Countryside farm stay's outdoor pool beckons with scenic vineyard views.

Rp3.203.273 total

includes taxes & fees

23 Jul - 24 Jul

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers

Villa Cassia di Baccano

Loro Ciuffenna

Seasonal splendour awaits at the Tuscan villa's outdoor pool, where loungers invite relaxation amid rural Italian landscapes.

Rp3.121.661 total

includes taxes & fees

1 Jul - 2 Jul

Outdoor pool, open 8:30 AM to 7:30 PM, pool umbrellas, pool loungers

Villa Pitiana

Reggello

Seasonal outdoor pool sparkles in Tuscany, surrounded by garden views and ancient history.

Rp1.973.787 total

includes taxes & fees

8 Jul - 9 Jul

Castello di Tornano Wine Resort

Gaiole in Chianti

Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.

Rp4.674.940 total

includes taxes & fees

11 Jul - 12 Jul

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Choose what matters most at hotels with a pool in Penna

Breakfast included

4 stars

Top Penna Hotel Reviews

Villa Il Palagio

10/10 Excellent

"Clean room. Staff was amazing and friendly! Breakfast was delicious. The place is super relaxing. Pool is bra. Rooms are SQUEAKY CLEAN and spacious! Would absolutely come back!"

Relais Vignale & Spa

10/10 Excellent

"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing and it was nice to cross the street to Dante’s for food and wine and walk around the beautiful little town of Radda. Highly recommend!!"

Hotel Le Fontanelle

10/10 Excellent

"Such a wonderful stay at Hotel La Fontanelle! A one stop destination to fully relax and enjoy. A beautiful property, lovely staff especially Carlo! From the pool, to the restaurants, to the winery on property we didn’t feel we had to leave all weekend! The guest relations team helped organize a hot air balloon ride over Chianti! It was a magical weekend! We will definitely be back."

Hotel Villa Campomaggio

10/10 Excellent

"Unbelievably well presented and well equipped spa hotel in the Tuscan hills. Surrounded by vineyards, gorgeous spacious rooms, a pool, fine dining and it even has an electric car charger the hotel can give you a card for (and it’s really cheap to use). The spa has numerous saunas and Etruscan/Turkish baths, which you can use for free. An absolute delight."

Frequently asked questions

What are some accommodation options with pools in Penna?

Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. A Point Arezzo Park Hotel: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Castello Vicchiomaggio: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Borgo San Felice Resort: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Castello di Spaltenna- Small Luxury Hotels of the World: Offers an indoor pool, an outdoor pool and 2 restaurants.

What is there to see and do in Penna?

Make a point to visit attractions such as Piazza Guido Monaco and Fattoria La Vialla. Discover sights such as San Pietro a Gropina, Croce del Pratomagno and Franciscan Monastery of St. Francis during your stay.

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

You may want to think about a place to stay that has an outdoor pool if you plan to visit Penna in the warmest months of August, July or June, when the average temp is 22°C. Accommodation offering 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 temperature is 6°C.

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