Photo by Giammy McMario

Compare and book 5 Star hotels in Montecchio, Castiglion Fiorentino

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montecchio 5 Star Hotels

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

Top Montecchio 5 Star Hotels

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
The price is 7.825.487 ₫
8.853.587 ₫ total
includes taxes & fees
14 Dec - 15 Dec
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
The price is 3.033.832 ₫
3.429.335 ₫ total
includes taxes & fees
8 Dec - 9 Dec
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 room(s), Turkish bath/hammam, body treatments
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
The price is 14.907.195 ₫
16.704.854 ₫ total
includes taxes & fees
23 Dec - 24 Dec
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
The price is 9.044.381 ₫
10.071.523 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
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 Montecchio.
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
The price is 4.332.027 ₫ per night from 1 Jan to 2 Jan
4.332.027 ₫
5.072.169 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (451 reviews)
Still don't see what you're looking for?
See all properties in Montecchio.
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 Montecchio

Check out Tennis Club Castiglionese and Piazza della Repubblica—just a couple of the sights around Montecchio.

See all hotels in Montecchio
The Castle of Montecchio Vesponi is a walled, castle with turrets and battlements, which occupies the top of a hill (Montecchio), overlooking the Val di Chiana, named and drawn on a well-documented survey map by Leonardo da Vinci in 1503. Many cultural events have taken place within its walls, including art exhibitions (the last being one of works of Manzù), concerts, folklore festivals, re- enactments and events in the local dialect. Famous visitors to the Castle have included the late Queen Elizabeth, The Queen Mother (of England) who came to learn Documentary Moviesmore about the castle and the area and owned in 1384 by another Englishman, Sir John Hawkwood (known in Italian as Giovanni Acuto). Hawkwood appears in the world famous fresco by Paolo Uccello in the Cathedral of Santa Maria del Fiore, The Duomo of Florence. #Tuscany #Castle #Montecchio #Vesponi #Valdichiana #Castiglion Fiorentino
Photo by Giammy McMario
Open Photo by Giammy McMario

Top Montecchio Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Montecchio?
Based on Expedia customer reviews, Relais Il Falconiere, Relais La Corte dei Papi and Villa di Piazzano - Small Luxury Hotel of the World are some of the top 5-star hotels in Montecchio. Offering first-rate amenities and unparalleled service, you'll enjoy an opulent and memorable stay.
How much does it cost to stay in a 5-star hotel in Montecchio?
How much you pay for a 5-star hotel in Montecchio can vary according to what time of year you travel and how long you plan to stay, among a range of factors. Take advantage of our price per night filter and other search tools to land the best rate on a high-end stay.

  • Search for the lowest price per night from 3.069.391 ₫

What makes a hotel 5 stars in Montecchio?
From high-end dining venues and all-day gyms to pools and the finest bedding, the 5-star experience in Montecchio is all about relaxation and luxury. But it calls for more than just upscale perks to earn a 5-star rating. Accommodation must also deliver outstanding guest-centric services like massage treatments, laundry and dry cleaning and 24-hour concierge services.

Explore a world of travel with Expedia