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Search Hotels with Pool in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Hotels with Pool

Our top choices for Castiglion Fiorentino hotels with a pool

Seasonal outdoor pool, pool loungers
Hotel Park

Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (42)
"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!"
United States
Karen
The price is ฿3,478
฿3,974 total
includes taxes & fees
18 Dec - 19 Dec
Hotel Park
Exterior
Podere La Rocca

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is ฿5,308
฿5,950 total
includes taxes & fees
5 Jan - 6 Jan 2026
Borgo Sant'Ambrogio Resort
Aerial view
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is ฿4,650
฿5,263 total
includes taxes & fees
17 Dec - 18 Dec
Relais Villa Grazianella - UNA Esperienze
Aerial view
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿2,303
฿2,644 total
includes taxes & fees
17 Dec - 18 Dec
Abbadia Sicille Relais
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is ฿20,100
฿22,258 total
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio
Outdoor pool, pool umbrellas, pool loungers
Agriturismo La Piana

Agriturismo La Piana

Agriturismo La Piana
Castiglione del Lago
9.2 out of 10, Wonderful, (5)
"The place was super clean and neat, and the host was absolutely kind and welcoming."
United Kingdom
Ronnie
Agriturismo La Piana
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿4,561
฿5,017 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Cassia di Baccano
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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Top Castiglion Fiorentino Hotel Reviews

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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 20 places to stay with pools. While you're here, you can explore sights such as Tennis Club Castiglionese and Agricola Buccelletti Winery, 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?
Monastero di Cortona Hotel & Spa: Features kitchens, a pool and Smart televisions. Relais Villa Grazianella - UNA Esperienze: Offers a full-service spa, an indoor pool and a sauna. Grand Hotel Admiral Palace: Provides a snack bar/deli, an outdoor pool and free self parking. A Point Arezzo Park Hotel: Features a seasonal outdoor pool, an indoor pool and a full-service spa. Hotel Continentale: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.
How many pool hotels will I find in Castiglion Fiorentino?
Expedia's 20 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 Tennis Club Castiglionese, Agricola Buccelletti Winery and Cassero Tower.
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.