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

Castiglion Fiorentino Hotels with Swimming Pool

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Check availability on Castiglion Fiorentino Hotels with Swimming Pools

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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.
A modern hotel lobby with a reception desk, seating area, and a large plant.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

1. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
RM442
RM505 total
includes taxes & fees
7 Sept - 8 Sept
Hotel Park
A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.
A stone building with a courtyard, outdoor seating, and a view of the landscape.
A garden with a stone pathway, a wooden barrel, and a view of the countryside.
A dining table set for two with a view of a sunset over a landscape.

2. Villa Schiatti

Villa Schiatti
Castiglion Fiorentino
RM650
RM734 total
includes taxes & fees
22 Sept - 23 Sept
Villa Schiatti
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

3. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
  • Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.
RM516
RM591 total
includes taxes & fees
30 Sept - 1 Oct
Cortona Resort - Le Terre Dei Cavalieri
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A stone building with outdoor seating and a fountain.
A stone building with multiple windows and a courtyard.

4. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
RM481
RM566 total
includes taxes & fees
4 Oct - 5 Oct
Villa Borgo San Pietro
A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

5. 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.
RM553
RM637 total
includes taxes & fees
6 Oct - 7 Oct
La Cantina Relais - Fattoria Il Cipresso
A person in a swimming pool with a view of trees and mountains through a window.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

6. 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.
RM2,179
RM2,435 total
includes taxes & fees
29 Sept - 30 Sept
Il Falconiere - Relais e Chateaux
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
A restaurant interior with tables set for dining, a kitchen area, and a wine display.
An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

7. Hotel Le Capanne

Hotel Le Capanne
Arezzo
  • Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
RM529
RM610 total
includes taxes & fees
14 Sept - 15 Sept
Hotel Le Capanne
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

8. 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.
RM529
RM620 total
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
A pool area with lounge chairs, a hot tub, and a view of mountains.
A terrace with sun loungers, stone walls, and potted plants.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A balcony with a pool view, a small table, and a chair.

9. 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.
RM1,437
RM1,618 total
includes taxes & fees
13 Sept - 14 Sept
Monastero di Cortona Hotel & Spa
A swimming pool with a modern building in the background.
A white electric vehicle charging at a station with a hedge and a building in the background.
A hotel room with two beds, a balcony with a view, a staircase, and a wardrobe.
An outdoor dining area with tables and chairs, covered by a canopy, and a view of the sky.

10. Hotel Arezzo ASC

Hotel Arezzo ASC
Arezzo
  • Slip into blissful relaxation at this rural retreat, where poolside cocktails complement hot tub soaks.
RM392
RM460 total
includes taxes & fees
21 Sept - 22 Sept
Hotel Arezzo ASC
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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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"This is an incredibly beautiful and charming place to stay. We loved our time here. It was perfect"
Maryna 3-night trip
Posted 1 day ago
Il Falconiere - Relais e Chateaux
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 3 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"
Debora 1-night trip
Posted 3 days ago
Hotel Corsignano
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."
Jacobo 2-night trip
Posted 9 days ago
Relais Villa Grazianella - UNA Esperienze
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 1 month 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 1 month ago
Hotel Villa Ricci
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 Tennis Club Castiglionese, 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?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Precise Tale Poggio Alla Sala: Offers a seasonal outdoor pool, an indoor pool and a full-service spa. Monastero di Cortona Hotel & Spa: Provides a full-service spa, an indoor pool and a sauna. Hotel Continentale: Offers televisions, a seasonal outdoor pool and complimentary bottled water. Nuovo Etruria Resort: Features a children's pool, an indoor pool and a full-service spa.
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 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 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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