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

Hotels with Swimming Pools in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Hotels with Swimming Pools

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Castiglion Fiorentino hotels with a pool

1. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
S$159
includes taxes & fees
24 Aug - 25 Aug
Hotel Park

2. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
S$772
includes taxes & fees
26 Aug - 27 Aug
Il Falconiere - Relais e Chateaux

3. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.
S$225
includes taxes & fees
7 Sept - 8 Sept
La Cantina Relais - Fattoria Il Cipresso

4. Villa Schiatti

Villa Schiatti
Castiglion Fiorentino
S$213
includes taxes & fees
26 Aug - 27 Aug
Villa Schiatti

5. Hotel Le Capanne

Hotel Le Capanne
Arezzo
  • Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
S$165
includes taxes & fees
31 Aug - 1 Sept
Hotel Le Capanne

6. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
  • Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.
S$209
includes taxes & fees
22 Sept - 23 Sept
Relais Villa Baldelli

7. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
S$483
includes taxes & fees
3 Sept - 4 Sept
Monastero di Cortona Hotel & Spa

8. Hotel Arezzo ASC

Hotel Arezzo ASC
Arezzo
  • Slip into blissful relaxation at this rural retreat, where poolside cocktails complement hot tub soaks.
S$133
includes taxes & fees
26 Aug - 27 Aug
Hotel Arezzo ASC

9. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
S$193
includes taxes & fees
13 Sept - 14 Sept
Villa Borgo San Pietro

10. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
S$1,003
includes taxes & fees
29 Aug - 30 Aug
Villa di Piazzano - Small Luxury Hotel of the World
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Castiglion Fiorentino Hotel Reviews

Hotel Corsignano

Hotel Corsignano

8/10 Good
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
Minna 2-night trip
Posted 23 hours ago
Hotel Corsignano
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"gorgeous setting and wonderful dinner overlooking the property with sunset views."
Andrew 1-night trip
Posted 1 day ago
Relais Villa Grazianella - UNA Esperienze
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 6 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 9 days ago
Il Falconiere - Relais e Chateaux
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 2 weeks ago
Agriturismo La Sovana
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 3 weeks ago
Hotel Villa Ricci
Hotel Villa Paradiso

Hotel Villa Paradiso

10/10 Excellent
"In general a good place to stay. Excellent pool and pool area to relax. Good location easy access to station and town and good parking provision. Initial room offer not so good but we were able to move to a much nicer room with no problem.Buffet breakfast good with many options. The only downside is no WiFi in the rooms but good WiFi in communal areas."
Moira 2-night trip
Posted 2 months ago
Hotel Villa Paradiso
Hotel San Gregorio

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."
Traci 2-night trip
Posted 3 months ago
Hotel San Gregorio

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 11 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?
Precise Tale Poggio Alla Sala: Features a seasonal outdoor pool, an indoor pool and a full-service spa. Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa: Provides a full-service spa, an indoor pool and a sauna. Hotel Corsignano: Offers 2 outdoor tennis courts, an outdoor pool and a rooftop terrace. Agriturismo La Sovana: Features a full-service spa, 2 outdoor swimming pools and a sauna.
How many pool hotels will I 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, visit 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 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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