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

Castiglion Fiorentino Hotel Guide - Hotels with Pool in Castiglion Fiorentino, Tuscany

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Check availability on Castiglion Fiorentino Hotels with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 library with leather sofas, bookshelves, and a large window.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A modern hotel lobby with a reception desk, seating area, and a large plant.

1. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
€108
includes taxes & fees
7 Oct - 8 Oct
Hotel Park
Two people in a hot tub with a stone wall and a wooden structure in the background.
A stone villa with a tiled roof, surrounded by tall cypress trees and a hilly landscape.
A spa area with a hot tub, lounge chairs, and wooden barrels.
A dining area with a brick fireplace, a chandelier, and a table set for four.

2. Cascina 'Borgo Dolci Colline-Ziraia'

Cascina 'Borgo Dolci Colline-Ziraia'
Castiglion Fiorentino
€151
includes taxes & fees
3 Oct - 4 Oct
Cascina 'Borgo Dolci Colline-Ziraia'
Two people in a hot tub with a stone wall and a wooden structure in the background.
A spa area with a hot tub, lounge chairs, and wooden barrels.
An outdoor dining area with a table set for two, string lights, and a view of trees and hills.
A dining area with a brick fireplace, a chandelier, and a table set for four.

3. Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden

Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Castiglion Fiorentino
Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Two people in a hot tub with a stone wall and a wooden structure in the background.
A stone villa with a tiled roof, surrounded by tall cypress trees and a hilly landscape.
A dining area with a brick fireplace, a chandelier, and a table set for four.
A spa area with a hot tub, lounge chairs, and wooden barrels.

4. Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino

Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino
Castiglion Fiorentino
€140
includes taxes & fees
4 Oct - 5 Oct
Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino
Two people in a hot tub with a stone wall and a wooden structure in the background.
A stone villa with a tiled roof, surrounded by tall cypress trees and a hilly landscape.
A spa area with a hot tub, lounge chairs, and wooden barrels.
A dining area with a brick fireplace, a chandelier, and a table set for four.

5. Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning

Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning
Castiglion Fiorentino
€177
includes taxes & fees
3 Oct - 4 Oct
Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning
Two people in a hot tub with a stone wall and a wooden structure in the background.
An outdoor dining area with a table set for two, string lights, and a view of trees and hills.
A stone villa with a tiled roof, surrounded by tall cypress trees and a hilly landscape.
A stone building with a statue, a gravel path, and a potted plant with flowers.

6. Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino

Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino
Castiglion Fiorentino
€177
includes taxes & fees
4 Oct - 5 Oct
Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino
Two people in a hot tub with a stone wall and a wooden structure in the background.
An outdoor dining area with a table set for two, string lights, and a view of trees and hills.
A stone villa with a tiled roof, surrounded by tall cypress trees and a hilly landscape.
A dining area with a brick fireplace, a chandelier, and a table set for four.

7. Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino

Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino
Castiglion Fiorentino
€177
includes taxes & fees
6 Oct - 7 Oct
Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino
Two people in a hot tub with a stone wall and a wooden structure in the background.
An outdoor dining area with a table set for two, string lights, and a view of trees and hills.
A spa area with a hot tub, lounge chairs, and wooden barrels.
A dining area with a brick fireplace, a chandelier, and a table set for four.

8. Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning
Castiglion Fiorentino
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

9. 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.
€132
includes taxes & fees
7 Oct - 8 Oct
Relais Villa Baldelli
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

10. 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.
€152
includes taxes & fees
5 Oct - 6 Oct
Cortona Resort - Le Terre Dei Cavalieri
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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

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"All good"
Leo 4-night trip
Posted 2 days ago
Hotel San Gregorio
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"We had a lovely 5 night stay at La Sovana in their apartment complex. We had a 2-bedroom, 2-bath with kitchen. It was the perfect set up for 2 couples to share. My only wish was that it included a washer/dryer set up. Laundry is available for a fee which we did use but it would be nice if there was washing capability in the apartment itself. The staff were super helpful, the property is clean and well maintained. The food in the restaurant is very good as well. We would definitely return to La Sovana."
Stephanie 5-night trip
Posted 5 days ago
Agriturismo La Sovana
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 5 days ago
Hotel Villa Ricci
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 8 days ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 12 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 13 days ago
Hotel Panoramic Montepulciano

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. 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 sunloungers, an infinity pool and complimentary wireless Internet access.
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.