
Find Hotels with a Pool in Penna
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Sep 8 - Sep 9Tomorrow
Sep 9 - Sep 10This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Our top choices for Penna hotels with a pool




1. Agriturismo Antico Borgo Poggitazzi
Agriturismo Antico Borgo PoggitazziTerranuova Bracciolini
- Swim in rustic Tuscan splendor at this farmstay's seasonal outdoor pool surrounded by countryside views.
₩145,543
₩167,916 total
includes taxes & fees
Sep 9 - Sep 10




2. Hotel Le Capanne
Hotel Le CapanneArezzo
- Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
₩175,945
₩202,921 total
includes taxes & fees
Sep 16 - Sep 17




3. B&B Country House Poggio del Drago
B&B Country House Poggio del DragoCivitella in Val di Chiana
- Seasonal outdoor pool elevates Italian countryside retreat, enhancing bucolic relaxation with mountain views after exploration.
₩179,829
₩197,811 total
includes taxes & fees
Sep 10 - Sep 11




4. Hotel Fattoria degli Usignoli
Hotel Fattoria degli UsignoliReggello
- Splash into Tuscan charm with two scenic outdoor pools and poolside cocktails.
₩133,691
₩158,004 total
includes taxes & fees
Sep 26 - Sep 27
₩216,434
₩238,078 total
includes taxes & fees
Sep 21 - Sep 22




6. Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPAFigline e Incisa Valdarno
- Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.
₩221,925
₩247,249 total
includes taxes & fees
Sep 27 - Sep 28




7. Hotel Tenuta Il Burchio
Hotel Tenuta Il BurchioFigline e Incisa Valdarno
- Refreshing pool sanctuary invites travelers to soak up Tuscan sunshine and scenic relaxation time with every dip.
₩130,913
₩146,349 total
includes taxes & fees
Sep 20 - Sep 21




8. Castello Vicchiomaggio
Castello VicchiomaggioGreve in Chianti
- Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
₩237,642
₩261,406 total
includes taxes & fees
Sep 29 - Sep 30
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Top Penna Hotel Reviews
Villa Il Palagio
10/10 Excellent
"Great loved everything thank you!"
Villa Le Barone
10/10 Excellent
"We had a wonderful stay here! The room was very clean and comfortable, and the staff was incredibly helpful, friendly, and welcoming. The location was perfect, and we especially loved the self-service beverage area — such a thoughtful and convenient touch. The owner was super friendly and took the time to come over and talk with us. He was a perfect gentleman and made us feel genuinely welcome. Our only regret is that we could stay for just one night\! We truly enjoyed our time here and would definitely come back again. Highly recommended."
Castello Vicchiomaggio
10/10 Excellent
"Very nice place in the heart of Chianti Pool and premises are extraordinary"
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! 🇮🇹🍷✨"
Dievole Wine Resort
10/10 Excellent
"Amazing hotel with the most unreal views. Staff were super friendly. Would definitely recommend!"
Hu Norcenni Girasole Village
10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Hotel Villa Campomaggio
10/10 Excellent
"Beautiful hotel room and location, definitely recommend!"
Belvedere di San Leonino
10/10 Excellent
"Staff is great. Room clean. Property beautiful and dinner was delicious"
Hotel Le Fontanelle
10/10 Excellent
"The hype around this hotel was absolutely worth it. Everything was incredibly clean and beautifully maintained, and the whole property exceeded our expectations. The food was excellent, the drinks were great, and the overall atmosphere made the stay feel really special. From the quality of the property to the dining and service, everything was top-notch. We would absolutely recommend staying here and would happily come back."











