Search for Cheap Deals on
5 Star Hotels in Castiglion Fiorentino

Build your package with 2 more options
Photo by Sophia Field

Check Last Minute Castiglion Fiorentino Hotel Deals

Tonight Mar 28 - Mar 29This weekend Mar 28 - Mar 30

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured 5 Star Castiglion Fiorentino Hotels

Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Tennis Club Castiglionese
The price is $503 per night from Apr 1 to Apr 2
$503
per night
Apr 1 - Apr 2
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala
5 out of 5
Fully refundableReserve now, pay when you stay
  • 46 min drive from Tennis Club Castiglionese
The price is $370 per night from Mar 30 to Mar 31
$370
per night
Mar 30 - Mar 31
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Precise Tale Poggio Alla Sala
Borgo Sant'Ambrogio Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 48 min drive from Tennis Club Castiglionese
The price is $153 per night from Mar 31 to Apr 1
$153
per night
Mar 31 - Apr 1
Stay at this 5-star luxury farm stay in Trequanda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Borgo Sant'Ambrogio Resort
Save an average of 15% on thousands of hotels when you're signed in
Il Falconiere - Relais e Chateaux
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Tennis Club Castiglionese
The price is $431 per night from Apr 28 to Apr 29
$431
per night
Apr 28 - Apr 29
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cortona Cathedral and Museo Diocesano are ...
Il Falconiere - Relais e Chateaux
Monastero di Cortona Hotel & Spa
5 out of 5
Fully refundableReserve now, pay when you stay
  • 13 min drive from Tennis Club Castiglionese
The price is $383 per night from Apr 6 to Apr 7
$383
per night
Apr 6 - Apr 7
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Monastero di Cortona Hotel & Spa
Castel Monastero
5 out of 5
Fully refundableReserve now, pay when you stay
  • 50 min drive from Tennis Club Castiglionese
The price is $574 per night from Apr 3 to Apr 4
$574
per night
Apr 3 - Apr 4
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
Castel Monastero
Relais La Corte dei Papi
5 out of 5
  • 19 min drive from Tennis Club Castiglionese
The price is $300 per night from Mar 31 to Apr 1
$300
per night
Mar 31 - Apr 1
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa Bramasole and Fortress of Girifalco ...
Relais La Corte dei Papi
Podere Cavalbianco
5 out of 5
  • 35 min drive from Tennis Club Castiglionese
Stay at this 5-star luxury farm stay in Monte San Savino. Enjoy free WiFi, free parking, and private pools. Popular attractions Montemaggiore Wine & Countryhouses ...
Podere Cavalbianco
Don't see what you're looking for?
See all available properties in Castiglion Fiorentino
View all properties
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.

5-Star Hotel in Castiglion Fiorentino

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Castiglion Fiorentino.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Castiglion Fiorentino for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $153.

  • Amenities: Castiglion Fiorentino skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Castiglion Fiorentino—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Castiglion Fiorentino your way.