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

Find 5 Star Hotels in Castiglion Fiorentino from AED 316

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Check availability on Castiglion Fiorentino 5 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Castiglion Fiorentino 5-star hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

1. 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, (260 reviews)
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
United States
lynda
Villa di Piazzano - Small Luxury Hotel of the World
A large resort with a swimming pool, outdoor seating, and a prominent building with a tower.

2. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.6 out of 10, Exceptional, (191 reviews)
"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."
United States
Joseph
Precise Tale Poggio Alla Sala
A terrace with sun loungers, stone walls, and potted plants.

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (361 reviews)
"Beautiful historic property well located with just enough to do. Very relaxing ."
Canada
Peter
The price is AED 955
AED 1,067 total
includes taxes & fees
29 Nov - 30 Nov
Monastero di Cortona Hotel & Spa
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

4. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (150 reviews)
"Beautiful place, delicious food and helpful staff"
United States
Qingwen
The price is AED 1,347
AED 1,498 total
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
A pool area with lounge chairs and umbrellas, surrounded by greenery and a historic building in the background.

5. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
9.0 out of 10, Wonderful, (147 reviews)
"The staff were excellent throughout — very friendly, attentive and always happy to help. Our room was lovely, comfortable and beautifully presented. Overall, we had a very enjoyable stay."
United Kingdom
G
The price is AED 1,865
AED 2,092 total
includes taxes & fees
9 Nov - 10 Nov
Castel Monastero - The Leading Hotels of the World
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding greenery.

6. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (132 reviews)
"Well pampered on a beautiful location. Pienza is nearby for renting e-bikes."
Canada
Doug
The price is AED 430
AED 486 total
includes taxes & fees
29 Nov - 30 Nov
Borgo Sant'Ambrogio Resort
A historic stone building with arched doorways and a courtyard at twilight.

7. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is AED 1,188
AED 1,323 total
includes taxes & fees
6 Nov - 7 Nov
Relais La Corte dei Papi
A stone villa with a swimming pool, outdoor seating, and a scenic sunset view.

8. Podere Cavalbianco

Podere Cavalbianco
5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more"
United States
Edith
Podere Cavalbianco
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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
The price is AED 444 per night from Nov 16 to Nov 17
AED 444
AED 530 total
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (497 reviews)
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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
A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Top Castiglion Fiorentino Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Excellent stay at a gorgeous property The staff are amazing, especially carmine, the front desk manager. Our second time here and we WILL be back Saluti"
Robert 2-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

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 AED 316

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.