Photo by Sophia Field

Find Hotels with a Pool in Castiglion Fiorentino

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Pick from 18 Castiglion Fiorentino Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Casa Portagioia Tuscany B&B

10.0 out of 10, Exceptional, (13)
"It was a fantastic couple of days and our host were awesome. Would definitely recommend"
Casa Portagioia Tuscany B&B

Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana

9.8 out of 10, Exceptional, (27)
"Lovely views of the valley and hills. We thoroughly enjoyed our stay and our hosts were so helpful with directions to hiking trails and great local restaurants!"
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana

Charming Villa near Cortona

10.0 out of 10, Exceptional, (5)
"We had a wonderful week’s stay at Villa Senaia. Giuseppe was such a gracious host. The dinner prepared for us was the best meal we had while in Italy - prepared with love! Giuseppe reserved an excellent wine tasting tour for us. Beautiful views, comfy beds, plenty of space to relax and enjoy each other’s company with 6 of us staying in the house. Looking forward to our next visit to Villa Senaia in the near future!"
Charming Villa near Cortona

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (66)
"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...
Farmhouse in the hills with panoramic view and swimming pool

Hotel Park

4.0 star property
8.8 out of 10, Excellent, (33)
"The staff was amazing and the hotel is very clean. The pool area with its beautiful views was great and breakfast had everything you could want!"
The price is AED 417
AED 467 total
includes taxes & fees
24 Nov - 25 Nov
Hotel Park

Podere le Spighe

10.0 out of 10, Exceptional, (3)
"My husband and I spent 4 days last week at tiis wonderful B&B in the Tuscan countryside. It is a little off the beaten path but so worth it. This was one of the best experiences we've had on our many visits to Italy. Andrea and Francesca are young, energetic and very customer-focused. We loved the dinners so much we stayed in every night. Breakfasts were great too. Yu can visit many sights and hilltowns in both Tuscany and Umbria from the B&B. We'd go back in a heart beat - Thank you for a real...
Podere le Spighe

Villa Schiatti

4.0 star property
9.0 out of 10, Wonderful, (45)
"Wonderful staff! "
Villa Schiatti

Villa Senaia

Villa Senaia

Villa Senaia tuscan charm country house

10.0 out of 10, Exceptional, (1)
"Villa was awesome, views absolutely breathtaking. We were speechless on arrival ! So much fun playing in infinity pool which was immaculate. Welcome with home grown flowers, a variety of breakfast items including sausage, loaf of bread & basket of fruit & sweets amongst other items was a thoughtful & generous touch as was the sweet wine & biscuits on our last evening …..delicious! There was plenty of room for all of us and great spaces for the children to play in. Giuesppe was always at hand...
Villa Senaia tuscan charm country house
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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Frequently asked questions

What's it like visiting Castiglion Fiorentino?
If spending time by the pool is your idea of the perfect getaway, you may want to check out historic Castiglion Fiorentino, which has 23 places to stay with pools. While you’re here, you can explore sights such as Val di Chiana and Cassero Tower, and then relax and unwind poolside at one of the accommodations in Castiglion Fiorentino that guests like for their pools.
How many pool hotels can I expect to find in Castiglion Fiorentino?
Expedia’s 23 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, check out sights such as Cassero Tower, Tennis Club Castiglionese, and Vasari Loggia.
When is the best time to book a hotel with a pool in Castiglion Fiorentino?
You may want to consider a place to stay that has an outdoor pool if you’re planning to visit Castiglion Fiorentino in the hottest months of August, July, or June when the average temperature is 71°F. Lodging with 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 42°F.
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. To venture out into the surrounding area, ride aboard one of the trains from Castiglion Fiorentino Station. Castiglion Fiorentino might not have many public transportation choices so consider a car rental to maximize your time.