TOP Hotels with Pool in Penna for 2026

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

La Certosa di Pontignano : Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Villa Pitiana : Provides an indoor pool, an outdoor pool and 2 restaurants. Castello di Spaltenna- Small Luxury Hotels of the World : Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Borgo Scopeto Wine & Country Relais : Features a snack bar/deli, 2 outdoor swimming pools and buffet. Hotel Continentale : Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.

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Our top choices for Penna hotels with a pool

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

1. 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.

฿3,693 total

includes taxes & fees

13 Dec - 14 Dec

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone wall.

2. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

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

฿5,938 total

includes taxes & fees

6 Dec - 7 Dec

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

3. Villa Barberino

Meleto

฿6,292 total

includes taxes & fees

24 Nov - 25 Nov

A modern indoor pool area with lounge chairs and a central hot tub.

4. A Point Arezzo Park Hotel

Arezzo

Serene outdoor pool escape with poolside cocktail bar and loungers creates the perfect Italian countryside retreat.

฿2,632 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with lounge chairs and tall trees in the background.

5. Hotel Fattoria degli Usignoli

Reggello

Splash into Tuscan charm with two scenic outdoor pools and poolside cocktails.

฿4,088 total

includes taxes & fees

6 Dec - 7 Dec

A wooden deck with a pool, lounge chairs, and a small table with towels.

6. Villa Cassia di Baccano

Loro Ciuffenna

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

฿3,520 total

includes taxes & fees

15 Nov - 16 Nov

An aerial view of a large estate with multiple buildings, a swimming pool, and a well-maintained garden.

7. Il Borro - Relais & Châteaux

Loro Ciuffenna

Seasonal outdoor pool surrounded by Tuscan splendour offers a refreshing escape at this winery resort.

฿16,167 total

includes taxes & fees

19 Nov - 20 Nov

A poolside setting with a person relaxing, a table with drinks and magazines, and a view of the landscape.

8. 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.

฿3,493 total

includes taxes & fees

16 Nov - 17 Nov

A backyard with a swimming pool, lawn chairs, and a wheelchair.

9. Casale La Gora

Figline e Incisa Valdarno

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

฿2,901 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with steps leading into it, surrounded by lounge chairs and a stone wall with greenery.

10. Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

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

฿3,050 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Choose what matters most at hotels with a pool in Penna

Breakfast included

4 stars

Top Penna Hotel Reviews

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

10/10 Excellent

Natasha

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Mona

A pool with lounge chairs and umbrellas, surrounded by greenery and a view of hills.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

My husband and I had a wonderful stay at Poggio del Drago - Emanuele is a perfect host and made us feel very welcome throughout our stay. The room itself was lovely - recently renovated and looking lovely. The pool is perfectly located, overlooking the olive groves and with plenty of loungers for all guests. Breakfast was great - a large breakfast table where all guests sat together and took breakfast - an array of sliced meats, cereals, and also a coffee machine to make yourself a cappuccino or...

katy

Villa Cassia di Baccano

Loro Ciuffenna

10/10 Excellent

Antonio

A large swimming pool with a wooden deck, surrounded by a stone wall and a grassy area. There are lounge chairs and umbrellas under a covered patio area.

Casa Vacanze Le Fornaci

Pergine Valdarno

10/10 Excellent

Really lovely apartment in a beautiful place. Views from the complex were breathtaking and the location was perfect to get to Florence, pisa and Siena. Room itself was somewhat basic but very charming and rustic. Kitchen nicely equipped with everything you might need. Special thanks goes to the hosts who were fantastic, gave us a really useful guide to the local area which we made use of multiple times and couldn't do enough to help us. Finally the food at the restaurant was absolutely delicious...

Alex

A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

Badia a Coltibuono

Gaiole in Chianti

10/10 Excellent

Giacomo

A stone villa with a swimming pool, outdoor seating, and a well-lit patio area.

Chimera Tuscany Resort

Arezzo

10/10 Excellent

Robert

A swimming pool with lounge chairs and a pergola, surrounded by a landscaped garden and a view of a forested hillside.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Tomi

A pool area with a pergola and lounge chairs, surrounded by trees and a clear sky.

Agriturismo Cuprena

Arezzo

8/10 Good

This a great place to stay. The pool area is stunning, and the rooms are uniquely designed. The restaurant is also a highlight, offering good value and tasty cuisine across breakfast lunch and dinner. We had a lovely stay here and I would recommend this hotel for those wanting a relaxing stay! That said, for a hotel of only two years old, it looks a little poorly maintained around the edges, but this is a simple fix - the pool is starting to decay in areas, as is some of the paint in the bedroom...

Matthew

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveller

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

10/10 Excellent

Martin

A large villa with a swimming pool, sun loungers, and a well-maintained lawn.

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

Frequently Asked Questions

What are some accommodation options with pools in Penna?

La Certosa di Pontignano: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Villa Pitiana: Provides an indoor pool, an outdoor pool and 2 restaurants. Castello di Spaltenna- Small Luxury Hotels of the World: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Borgo Scopeto Wine & Country Relais: Features a snack bar/deli, 2 outdoor swimming pools and buffet. Hotel Continentale: 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 San Pietro a Gropina, 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.

Search Hotels with Pool in Penna

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Treat yourself

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Check prices for these dates

Our top choices for Penna hotels with a pool

1. Villa Casagrande Resort & SPA

2. Relais Villa Belpoggio - Residenza d'Epoca

3. Villa Barberino

4. A Point Arezzo Park Hotel

5. Hotel Fattoria degli Usignoli

6. Villa Cassia di Baccano

7. Il Borro - Relais & Châteaux

8. Villa La Borghetta Resort

9. Casale La Gora

10. Hotel Tenuta Il Burchio

Choose what matters most at hotels with a pool in Penna

Top Penna Hotel Reviews

Villa Casagrande Resort & SPA

10/10 Excellent

Frequently Asked Questions

What are some accommodation options with pools in Penna?

What is there to see and do in Penna?

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