The Best Hotels with a Pool in Penna from ₩157,162 in 2026

Q: What are some accommodations with pools in Penna?

Borgo Scopeto Wine & Country Relais : Features 2 restaurants, 2 outdoor pools, and a full-service spa. A Point Arezzo Park Hotel : Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano : Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Borgo San Felice Resort : Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Villa Casagrande Resort & SPA : Features an indoor pool, an outdoor pool, and 2 restaurants.

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Our top choices for Penna hotels with a pool

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Seasonal outdoor pool sanctuary invites sun-drenched relaxation in this Italian countryside residence with terrace views.

₩318,680 total

includes taxes & fees

Jul 29 - Jul 30

B&B Country House Poggio del Drago

Civitella in Val di Chiana

Seasonal outdoor pool elevates Italian countryside retreat, enhancing bucolic relaxation with mountain views after exploration.

₩182,340 total

includes taxes & fees

Jul 26 - Jul 27

Villa La Borghetta Resort

Figline e Incisa Valdarno

Immerse in resort luxury at the outdoor pool complex with swim-up bar service and rejuvenating hot tub for a true Tuscan escape.

₩165,326 total

includes taxes & fees

Jul 29 - Jul 30

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.

₩236,600 total

includes taxes & fees

Aug 23 - Aug 24

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

Villa Cassia di Baccano

Loro Ciuffenna

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

₩336,384 total

includes taxes & fees

Aug 6 - Aug 7

Seasonal outdoor pool, pool umbrellas, sun loungers

Casale La Gora

Figline e Incisa Valdarno

Seasonal outdoor pool sanctuary among the hills, inviting relaxation and mountain biking adventures.

₩189,992 total

includes taxes & fees

Aug 23 - Aug 24

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

Refreshing pool sanctuary invites travelers to soak up Tuscan sunshine and scenic relaxation time with every dip.

₩166,629 total

includes taxes & fees

Aug 9 - Aug 10

Outdoor pool, an infinity pool, pool umbrellas, sun loungers

Villa Rigacci

Reggello

Splashing into summer at this Tuscan hotel with a trio of pools and idyllic lounging options.

₩288,329 total

includes taxes & fees

Aug 3 - Aug 4

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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

8/10 Good

"Property was in the country side of Italy. If you come make sure you bring mosquito spray. They bite a lot. Pool area was very nice except sides were covered with BEEs. Rooms were ok… covered with tiny ants. Breakfast was good and had a variety. Came with my family of 4."

Hotel Le Fontanelle

10/10 Excellent

"The photos might hint at the quality of the property but don’t really do it justice. The sweeping easterly, vineyard views across to Monti-in-Chianti and up to Brolio are really mesmerizing. Grounds were well kept. Breakfast had the usual Italian selection of good fruits, grains, meats, breads, and sweets. Coupled with a limited menu of ala carte items and rich cappuccinos! Our suite was located about .25mi south of the main building. We enjoyed the walk multiple times per day but grandma might not. The room was nicely appointed with a living room, large bedroom, closet space and two sink bathroom. Stocked mini-fridge and cof/tea selections. Each room had its own outdoor area with a table/chaise to enjoy with coffee or after the pool. The out door pool is not heated (indoor pool is) but very comfortable on the 90 degree days we spent there. Pool service isn’t quite the same as some resorts, as you would go to the bar to order food/beverage and they’d bring it out to your chair setup. A good selection of menu items are available to choose from. Restaurants on site were excellent. Had the Bistecca at Tuscanio and it was perfection while LaColonna’s carpaccio and fusilli dish were both a treat. Staff was friendly though a bit harried. Seemed like they just needed a few more bodies around to smooth out the place. Ilaria at the front desk was really outstanding with her command and knowledge. While Marcella really made the pool with her wry smile and daily daiquiri selection."

Dievole Wine Resort

10/10 Excellent

"Our stay at this Tuscan wine resort was nothing short of magical. Surrounded by stunning vineyards and ancient olive groves, the property is impeccably maintained and exudes refined, quiet elegance. The rooms and dining areas are spotless and sophisticated, providing the perfect backdrop for the truly elevated, delicious meals we enjoyed. The service was exceptional throughout, with a special thank you to Veronica and Gianluca, whose warmth and impeccable care made our experience unforgettable. This is the ultimate Tuscan escape— we cannot wait to return!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

Frequently asked questions

What are some accommodations with pools in Penna?

Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor pools, and a full-service spa. A Point Arezzo Park Hotel: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Borgo San Felice Resort: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Villa Casagrande Resort & SPA: Features an indoor pool, an outdoor pool, and 2 restaurants.

What is there to see and do in Penna?

Make a point to visit attractions like 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 offers an outdoor pool if you're planning to visit Penna in the warmest months of August, July, or June when the average temperature is 71°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 42°F.

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Our top choices for Penna hotels with a pool