Photo by Pigellino

Find 5 Star Hotels in Castiglion Fiorentino from $76

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Castiglion Fiorentino 5 Star Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Compare Castiglion Fiorentino 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
$271 nightly
The price is $308
Dec 14 - Dec 15
Total with taxes and fees
Monastero di Cortona Hotel & Spa
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
$104 nightly
The price is $118
Dec 8 - Dec 9
Total with taxes and fees
Borgo Sant'Ambrogio Resort
Daily buffet breakfast (EUR 35 per person)
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5.0 star property
Cortona
9.8 out of 10, Exceptional, (228)
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
United States
Melodee
Villa di Piazzano - Small Luxury Hotel of the World
Indoor pool, seasonal outdoor pool
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5.0 star property
Montepulciano
9.4 out of 10, Exceptional, (123)
"Loved everything about this property! The spa is a lovely experience. Next time will stay longer "
United States
Ann Marie
Precise Tale Poggio Alla Sala
Couples treatment rooms, Turkish bath, body treatments, body wraps
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
$565 nightly
The price is $634
Dec 20 - Dec 21
Total with taxes and fees
Castel Monastero - The Leading Hotels of the World
Breakfast, lunch, dinner served; Italian cuisine, garden views
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5.0 star property
Cortona
9.4 out of 10, Exceptional, (122)
"Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. "
Canada
jacques
Il Falconiere - Relais e Chateaux
Suite Exclusive with SPA | Minibar, in-room safe, individually decorated, individually furnished
Relais La Corte dei Papi

Relais La Corte dei Papi

5.0 star property
Cortona
9.6 out of 10, Exceptional, (64)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
$343 nightly
The price is $382
Jan 5 - Jan 6, 2026
Total with taxes and fees
Relais La Corte dei Papi
Luxury Apartment, 5 Bedrooms, Air conditioning, Hill View | Living area | 60-inch Smart TV with cable channels
Podere Cavalbianco

Podere Cavalbianco

5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (4)
"Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more"
United States
Edith
Podere Cavalbianco
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Castiglion Fiorentino.
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
$127 nightly
The price is $151 total per night from Dec 16 to Dec 17
$151 total
Dec 16 - Dec 17
Total with taxes and fees
8.4/10 Very Good! (451 reviews)
Still don't see what you're looking for?
See all properties in Castiglion Fiorentino.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Castiglion Fiorentino

Climb the medieval walls of this hilltop town for sweeping views across Tuscany's Val di Chiana countryside. Explore the Etruscan Archaeological Museum inside Palazzo Casali, then enjoy aperitivo with locals in Piazza del Municipio.

See all hotels in Castiglion Fiorentino
Castiglion Fiorentino e i girasoli della Val di Chio
Photo by Pigellino
Open Photo by Pigellino

Top Castiglion Fiorentino Hotel Reviews

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

10/10 Excellent
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
Juan Carlos 2-night trip
Posted 5 days ago
Borgo Sant'Ambrogio Resort

Find out more about Castiglion Fiorentino

Ready for an incredible adventure? Add an extra layer of enjoyment on your next trip to Castiglion Fiorentino by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Castiglion Fiorentino so popular in the last year. There's no reason to delay a getaway to Castiglion Fiorentino any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Castiglion Fiorentino are the perfect places to relax in when you really need to escape. What are you waiting for?

Book the Best Castiglion Fiorentino 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Top-notch customer care, spacious rooms, and fabulous spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What creature comforts do you want in your lodging? A full-body massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Beautiful furniture, delectable chocolate desserts, and even a hot tub in the bathroom...these hotels will astonish you. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

Yearning for experiences outside your hotel room? You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Castiglion Fiorentino are the perfect place to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Castiglion Fiorentino 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Decide on one of the 5-star hotels in Castiglion Fiorentino today and soothe yourself in total tranquility tomorrow.

Frequently asked questions

What are the best 5-star hotels in Castiglion Fiorentino?
Boasting world-class amenities and guest services, Expedia customers rate Relais Il Falconiere as among the top 5-star hotels in Castiglion Fiorentino. You'll be immersed in a world of luxury from the minute you step foot into the lobby.
How much does it cost to stay in a 5-star hotel in Castiglion Fiorentino?
You'll find a variety of pricing options for a 5-star hotel in Castiglion Fiorentino on Expedia. The amount you pay will depend on when you want to travel, trip length and other factors. Compare all of the available accommodations for your preferred dates and make use of our pricing and other filters to score the ideal high-end stay.

  • Search for the lowest price per night from $76

What makes a hotel 5 stars in Castiglion Fiorentino?
In Castiglion Fiorentino, a hotel must provide a specific amount of high-end amenities to be rated 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may even offer additional touches like a welcome gift.

Explore a world of travel with Expedia