TOP Hotels with Pool in Castiglion Fiorentino for 2026

Q: What are some accommodation options with pools in Castiglion Fiorentino?

Villa di Piazzano - Small Luxury Hotel of the World : Features kitchens, a pool and televisions. Precise Tale Poggio Alla Sala : Offers a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa : Provides a seasonal outdoor pool, an indoor pool and a full-service spa. Nuovo Etruria Resort : Features a full-service spa, an indoor pool and a sauna. A Point Arezzo Park Hotel : Offers televisions, a seasonal outdoor pool and complimentary bottled water.

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Our top choices for Castiglion Fiorentino hotels with a pool

Villa Svetoni Wine Resort

Montepulciano

Poolside relaxation awaits with a seasonal outdoor oasis and dedicated children's pool.

฿10,811 total

includes taxes & fees

12 Jul - 13 Jul

Seasonal outdoor pool, pool umbrellas, pool loungers

Borgo Sant'Ambrogio Resort

Trequanda

Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.

฿8,530 total

includes taxes & fees

16 Jul - 17 Jul

Poggio Paradiso Resort & Spa

Torrita di Siena

Summer seclusion at this Tuscan spa retreat with poolside relaxation and gourmet dining.

฿10,648 total

includes taxes & fees

28 Jun - 29 Jun

Villa Schiatti

Castiglion Fiorentino

฿5,603 total

includes taxes & fees

28 Jun - 29 Jun

Hotel Park

Castiglion Fiorentino

Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.

฿4,049 total

includes taxes & fees

6 Jul - 7 Jul

Nuovo Etruria Resort

Montepulciano

Dive into a refreshing Tuscan escape at this resort with a seasonal outdoor pool and garden views.

฿4,461 total

includes taxes & fees

19 Jul - 20 Jul

Tuscany Living - Terra Antica

Montepulciano

Splash into summer bliss at this Tuscan farm stay where a seasonal outdoor pool creates the perfect retreat from April to October.

฿10,319 total

includes taxes & fees

29 Jun - 30 Jun

Tenuta Santo Pietro

Pienza

Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.

฿9,485 total

includes taxes & fees

1 Jul - 2 Jul

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Choose what matters most at hotels with a pool in Castiglion Fiorentino

Breakfast included

4 stars

Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Great staff, restaurant was excellent and well priced. Peaceful setting, nice pool, not inexpensive but a super nice experience. Wines were really good too. The manager and the team were top notch. About 10 mins to Montepulciano, andplenty of places to explore nearby. recommend!"

Hotel San Gregorio

10/10 Excellent

"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"

Agriturismo La Sovana

10/10 Excellent

"I have nothing but rave reviews for this resort!! I came with my 2 sisters for a special birthday trip and the second we arrived there our jaws were on the ground when we saw how beautiful this place was. Seriously the pictures online don’t do it justice! When we arrived Fiorella greeted us and immediately treated us like family. She made sure every aspect of our stay went smoothly. We felt bad because we were new to Italy and had a million questions everyday but she was truly our little fairy godmother helping us navigate our days! She helped us plan and coordinate our visits in the Tuscan countryside and even booked wine tastings for us since we didn’t know what we were doing. She is fantastic with planning and just being available to help and was just such a joy to talk to! We didn’t rent a car which in hindsight I almost wish we did because getting around isn’t the easiest since there are not a ton of taxis in the country side but the owner of the resort Guiseppe was so kind and helped get us to our destinations a few times which he did out of the kindness of his heart! The other staff members also called and arranged taxis when available for us! They truly treat you like a part of their family here. We did a wine tasting of their homemade wine and it was all so delicious! We all ended up ordering wine and olive oil to be shipped home so we can enjoy it when we miss Italy! Honestly, every staff member was beyond wonderful and we couldn’t have picked a better place! 10/10!"

Frequently asked questions

What's it like visiting Castiglion Fiorentino?

If lounging next to a pool is your idea of the perfect getaway, you might want to think about historic Castiglion Fiorentino, which has 16 places to stay with pools. While you're here, you can explore sights such as Val di Chiana and Cassero Tower, and then kick back and relax poolside at one of the accommodation options in Castiglion Fiorentino that guests like for their pools.

What are some accommodation options with pools in Castiglion Fiorentino?

Villa di Piazzano - Small Luxury Hotel of the World: Features kitchens, a pool and televisions. Precise Tale Poggio Alla Sala: Offers a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa: Provides a seasonal outdoor pool, an indoor pool and a full-service spa. Nuovo Etruria Resort: Features a full-service spa, an indoor pool and a sauna. A Point Arezzo Park Hotel: Offers televisions, a seasonal outdoor pool and complimentary bottled water.

How many pool hotels will I find in Castiglion Fiorentino?

Expedia's 16 hotels in Castiglion Fiorentino give you a great choice for your poolside getaway.

What is there to see and do in Castiglion Fiorentino?

Surround yourself with nature at Val di Chiana. During your stay, visit sights such as Cassero Tower, Tennis Club Castiglionese and Agricola Buccelletti Winery.

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

You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Castiglion Fiorentino in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 6°C.

What's the best way to travel around Castiglion Fiorentino?

Knowing the transportation options in and around Castiglion Fiorentino can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, hop on a train at Castiglion Fiorentino Station. Castiglion Fiorentino may not have many public transport options to choose from, so consider a car rental to maximise your time.

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