One of the few properties with a dedicated outdoor firepit.
3 bedrooms3 bathroomsSleeps 4
Popular amenities
Porch or veranda
Private pool
Barbecue
Air-conditioning
Internet access
Kitchen
Explore the area
Castiglion Fiorentino, Toscana
Agricola Buccelletti Winery
Place, Agricola Buccelletti Winery
4 min drive
Villa Bramasole
Place, Villa Bramasole
29 min drive
Lake Trasimeno
Place, Lake Trasimeno
42 min drive
Rooms & beds
3 bedrooms (sleeps 4)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Double Bed
3 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet · Shower only
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
Dining area
About this property
Elegant villa with private pool and wonderful views, relaxing and comfortable
Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of this magnificent villa of pietra serena was carried out with refinement and taste. The property was elegantly furnished and provided with every modern comfort. Subtle colours, large spaces and wide French doors in wrought iron, stone and terracotta floors and beam of whitened wood make the ambiance a relaxing and gentle one. The ground floor, characterised by large arcades, hosts the living area. The access through large French doors leads to the living room with comfortable sofas and spacious dining room. A single bright location, separated only by big arcades which hosts also a bathroom and a fully equipped kitchen on the same ground. The kitchen, equipped with all the modern devices, is very spacious and provided with dining area, ideal to have breakfast or a quick lunch. A wooden staircase leads to the first floor where guests find a second living area with direct access to the garden. The sitting room is furnished with sofas, armchairs and big TV screen. The sleeping area is composed of 3 suites, each with ensuite bathroom (2 with bathtub and 1 with shower) and characterised by unique colours and decorations. The two main bedrooms have both their own access through a private staircase and are provided with spacious ensuite bathroom. All of the three bedrooms have a queen-size double bed at their disposal. The big garden hosts the big infinity pool. The garden also offers to the guests a relax area around the swimming pool consisting of wide equipped pergola, ideal to enjoy wonderful BBQs and to eat in the open air. On the terrace there is a lovely loggia, furnished with table and chairs and perfect to taste a great breakfast or to relax sipping a good glass of wine. The owner, a very discreet American gentleman, lives in a small annex with private entrance inside the property and will be at your disposal to give his support or some useful advice to spend a nice holiday. The villa, the swimming pool and the garden are for guests' use only and will not be used by the owner.
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The host requires you to complete the following before checking out:
Start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number IT051012C2MHZRL6GD
Property # 1951428
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a deadlock
About the area
Castiglion Fiorentino
Located in Castiglion Fiorentino, this villa is in a rural area. Agricola Buccelletti Winery and Tennis Club Castiglionese are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Trasimeno and Area Naturale Protetta di Interesse Locale Bosco di Sargiano. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with ecotours and cycling.
Agricola Buccelletti Winery - 4 min drive - 2.6 km
Piazza della Repubblica - 25 min drive - 21.1 km
Villa Bramasole - 29 min drive - 23.6 km
Arezzo Equestrian Centre - 33 min drive - 24.9 km
Lake Trasimeno - 42 min drive - 34.8 km
Getting around
Castiglion Fiorentino Station - 15 min drive
Restaurants
Osteria del Teatro - 20 min drive
Trattoria Etrusca - 20 min drive
Nessun Dorma - 20 min drive
Fiaschetteria Fett'Unta - 20 min drive
Trattoria Dardano - 20 min drive
Frequently asked questions
Does Elegant villa with private pool and wonderful views, relaxing and comfortable have a pool?
Yes, this property has a pool.
How much does it cost to stay at Elegant villa with private pool and wonderful views, relaxing and comfortable?
As of 16 June 2026, prices found for a 1-night stay for 2 adults at Elegant villa with private pool and wonderful views, relaxing and comfortable on 1 Aug 2026 start from AU$1,128, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Elegant villa with private pool and wonderful views, relaxing and comfortable pet-friendly?
No, pets are not allowed at this property.
How much is parking at Elegant villa with private pool and wonderful views, relaxing and comfortable?
On-site parking is available at the property.
What time is check-in at Elegant villa with private pool and wonderful views, relaxing and comfortable?
Check-in begins at 4:00 PM.
What time is check-out at Elegant villa with private pool and wonderful views, relaxing and comfortable?
Checkout is at 10:00 AM.
Where is Elegant villa with private pool and wonderful views, relaxing and comfortable located?
Situated in a rural location, this villa is 0.9 mi (1.5 km) from Agricola Buccelletti Winery and within 6 miles (10 km) of Tennis Club Castiglionese and Vasari Loggia. Municipal Art Gallery and Archaeological Museum are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful property perfect for day trips to nearby towns. The only con, maybe spray for insects. Many spiders and 1 scorpion found. Multiple large spider webs on furniture and in corners.
I want to stress that it was a perfect location and we thoroughly enjoyed our stay.
angela b.
Stayed 8 nights in May 2023
Archival
10/10 Excellent
Bruno S.
26 June 2016
Erholsame Woche in wunderschön eingerichtetem Haus
Wir verbrachten erholsame Tage in dem wunderschön eingerichtetem Haus. Der Besitzer ist in dem kleinem Nebenhaus, sehr freundlich und diskret, am selben Grundstück. Die Dame von der Agentur, Michela hat uns freundlich empfangen und bestens betreut. Das Haus ist geräumig und exquisit ausgestattet. Der Pool und der Garten traumhaft, die paar Kilometer bis Castigliano und Cortona mit dem Auto rasch zu erreichen. Schade das die Woche so rasch vorbei war.