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Find Hotels with a Pool in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Hotels with a Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Castiglion Fiorentino Hotels with a Pool

Seasonal outdoor pool, sun loungers
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 AED 402
AED 459 total
includes taxes & fees
11 Dec - 12 Dec
Hotel Park
Pool
Allodola double bedroom flat facing pool with large veranda

Allodola double bedroom flat facing pool with large veranda

Toscana
The price is AED 492
AED 663 total
includes taxes & fees
9 Dec - 10 Dec
Allodola double bedroom flat facing pool with large veranda
Pool
The Garden of Olives

The Garden of Olives

Castiglion Fiorentino
The price is AED 641
AED 855 total
includes taxes & fees
22 Dec - 23 Dec
The Garden of Olives
Outdoor dining
VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18

VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18

Cortona
10.0 out of 10, Exceptional, (1)
"The villa was simply awesome and perfect for our family holiday."
United Kingdom
Caroline H.
The price is AED 3,053
AED 3,053 total
includes taxes & fees
7 Jan - 8 January 2026
VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18
TV
Pietre flat with double bedroom and living room with sofa bed

Pietre flat with double bedroom and living room with sofa bed

Toscana
The price is AED 492
AED 663 total
includes taxes & fees
9 Dec - 10 Dec
Pietre flat with double bedroom and living room with sofa bed
Outdoor dining
Arc two-bedroom apartment

Arc two-bedroom apartment

Cortona
The price is AED 984
AED 1,155 total
includes taxes & fees
9 Dec - 10 Dec
Arc two-bedroom apartment
Outdoor dining
Granary flat with 2 rooms (double and twin) preparation for the disabled

Granary flat with 2 rooms (double and twin) preparation for the disabled

Toscana
The price is AED 984
AED 1,155 total
includes taxes & fees
9 Dec - 10 Dec
Granary flat with 2 rooms (double and twin) preparation for the disabled
TV, fireplace
Pheasant swimming pool flat with 3 bedrooms and two bathrooms

Pheasant swimming pool flat with 3 bedrooms and two bathrooms

Toscana
Pheasant swimming pool flat with 3 bedrooms and two bathrooms
Outdoor dining
Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms

Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms

Toscana
The price is AED 1,475
AED 1,732 total
includes taxes & fees
9 Dec - 10 Dec
Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms
Pool
La Lepre swimming pool flat with 3 bedrooms and two bathrooms

La Lepre swimming pool flat with 3 bedrooms and two bathrooms

Toscana
The price is AED 1,475
AED 1,775 total
includes taxes & fees
9 Dec - 10 Dec
La Lepre swimming pool flat with 3 bedrooms and two bathrooms
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 3 days ago
Relais Villa Grazianella - UNA Esperienze

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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 20 places to stay with pools. While you're here, you can explore sights such as Tennis Club Castiglionese and Val di Chiana, and then relax and unwind poolside at one of the accommodations in Castiglion Fiorentino that guests like for their pools.
What are some accommodations with pools in Castiglion Fiorentino?
Farmhouse in the hills with panoramic view and swimming pool: Features kitchens, a pool, and Smart TVs. Monastero di Cortona Hotel & Spa: Offers a full-service spa, an indoor pool, and a sauna. B&B Hotel Arezzo: Offers 2 restaurants, a seasonal outdoor pool, and 2 outdoor tennis courts. Hotel Continentale: Provides 2 restaurants, a seasonal outdoor pool, and a full-service spa. Hotel Minerva: Features a rooftop terrace, a seasonal outdoor pool, and daily.
How many pool hotels can I expect to 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, check out sights such as Tennis Club Castiglionese, Agricola Buccelletti Winery, 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.