Hotels with Pool & Resorts in Penna from NZ$219

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Check availability on Penna Hotels with Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Best Penna Hotels with Pool

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NZ$268
includes taxes & fees
9 Dec - 10 Dec
Villa Cassia di Baccano
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
The price is NZ$219
includes taxes & fees
23 Dec - 24 Dec
Hotel Palazzo San niccolò & Spa
Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is NZ$224
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Indoor pool, outdoor pool, pool loungers
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (274)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is NZ$231
includes taxes & fees
14 Dec - 15 Dec
Palazzo Leopoldo Dimora Storica & Spa
Seasonal outdoor pool
La Pensione di Vignamaggio

La Pensione di Vignamaggio

Panzano in Chianti
9.6 out of 10, Exceptional, (117)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio
Seasonal outdoor pool, pool umbrellas, pool loungers
Hotel Villa Cesi

Hotel Villa Cesi

4.0 star property
Impruneta
8.6 out of 10, Excellent, (70)
"We had a wonderful stay."
United Kingdom
Kanhaiya
Hotel Villa Cesi
Seasonal outdoor pool, pool loungers
Castello di Meleto

Castello di Meleto

Gaiole in Chianti
8.8 out of 10, Excellent, (89)
"Super clean.. walked in can smell how clean it was. Beautiful location only down side restaurant was close and it was very difficult finding food around on a Monday afternoon. Wine tour is a must had a great time small group but wonderful people.. "
United States
Michelle
Castello di Meleto
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (112)
"Beautiful relaxing property. We wish we had more time to stay. "
United States
Wendi
The price is NZ$270
includes taxes & fees
3 Jan - 4 Jan 2026
Hotel Colle Etrusco Salivolpi
2 outdoor pools, a rooftop pool, pool loungers
Agriturismo La Forra

Agriturismo La Forra

Cavriglia
9.4 out of 10, Exceptional, (13)
"Loved it! Super helpful at check-in telling us about everything that was available. We wrote horses for two hours at a very affordable price. The restaurant on site was was good and breakfast was wonderful. Hiking trails and views were amazing. Would definitely stay again. Nearest grocery and shopping were only about 15 minutes away in montevechi."
United States
Joshua or Stephani
Agriturismo La Forra
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Penna Hotel Reviews

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

10/10 Excellent
"Amazing experience! The staff were very knowledgeable and helpful in setting up our dinner and wine tour. Room had a beautiful view. This was the best part of our journey through Italy. Keep up the great work! A+ "
Andre 1-night trip
Posted 3 weeks ago
Castello di Fonterutoli Wine Resort

Frequently asked questions

What are some accommodation options with pools in Penna?
B&B Hotel Arezzo: Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Hotel Continentale: Offers a full-service spa, an outdoor pool and a sauna. Hotel Minerva: Provides 2 restaurants, a seasonal outdoor pool and 2 outdoor tennis courts. Villa Casagrande Resort & SPA: Features an indoor pool, an outdoor pool and 2 restaurants. La Certosa di Pontignano: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.
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 Mulino Ad Acqua, Croce del Pratomagno and Badia a Coltibuono 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.