A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Find Hotels with a Pool in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Castiglion Fiorentino hotels with a pool

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

1. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (50 reviews)
  • cleanliness
    Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
The price is NT$3,402
NT$3,887 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Park
A person in a swimming pool with a view of trees and mountains through a window.

2. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (150 reviews)
  • cleanliness
    Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
The price is NT$11,934
NT$13,274 total
includes taxes & fees
Nov 15 - Nov 16
Il Falconiere - Relais e Chateaux
A pool area with lounge chairs, a hot tub, and a view of mountains.

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (361 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
The price is NT$8,463
NT$9,455 total
includes taxes & fees
Nov 29 - Nov 30
Monastero di Cortona Hotel & Spa
A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

4. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (120 reviews)
  • cleanliness
    Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.
The price is NT$3,251
NT$3,793 total
includes taxes & fees
Nov 2 - Nov 3
La Cantina Relais - Fattoria Il Cipresso
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

5. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (65 reviews)
  • cleanliness
    Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
The price is NT$3,437
NT$3,999 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Le Capanne
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

6. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
  • cleanliness
    Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
The price is NT$5,029
NT$5,586 total
includes taxes & fees
Nov 1 - Nov 2
Cortona Resort Spa
A modern indoor pool area with lounge chairs and a central hot tub.

7. A Point Arezzo Park Hotel

A Point Arezzo Park Hotel
4.0 star property
Arezzo
7.6 out of 10, Good, (168 reviews)
  • cleanliness
    Serene outdoor pool escape with poolside cocktail bar and loungers creates the perfect Italian countryside retreat.
The price is NT$2,997
NT$3,516 total
includes taxes & fees
Nov 29 - Nov 30
A Point Arezzo Park Hotel
Pool

8. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
The price is NT$2,414
NT$2,874 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort
A swimming pool with steps leading into it, surrounded by red lounge chairs and an umbrella.

9. Hotel Forum

Hotel Forum
4.0 star property
Foiano della Chiana
8.2 out of 10, Very good, (78 reviews)
  • cleanliness
    Seasonal splash paradise beckons with dual pools and mountain leisure options.
The price is NT$3,741
NT$4,261 total
includes taxes & fees
Nov 28 - Nov 29
Hotel Forum
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

10. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
  • cleanliness
    Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
The price is NT$10,449
NT$11,639 total
includes taxes & fees
Nov 6 - Nov 7
Relais La Corte dei Papi
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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Choose what matters most at hotels with a pool in Castiglion Fiorentino

Breakfast included
4 stars

Top Castiglion Fiorentino Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Beautiful property with wonderful staff and food. Highly recommend."
Anthony 3-night trip
Posted 6 days ago
Hotel San Gregorio

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 11 places to stay with pools. While you're here, you can explore sights such as Val di Chiana and Tennis Club Castiglionese, 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?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool, and free self parking. Nuovo Etruria Resort: Offers televisions, a seasonal outdoor pool, and complimentary bottled water. Precise Tale Poggio Alla Sala: Provides a seasonal outdoor pool, an indoor pool, and a full-service spa. Hotel Continentale: Offers a full-service spa, an indoor pool, and a sauna. Monastero di Cortona Hotel & Spa: Features sun loungers, an infinity pool, and complimentary wireless internet access.
How many pool hotels can I expect to find in Castiglion Fiorentino?
Expedia has 11 hotels in Castiglion Fiorentino for your poolside break.
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, Vasari Loggia, and Archaeological Museum.
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.