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Charming Villa near Cortona

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A stone villa with a swimming pool, outdoor seating, and a view of the hills.
A rustic kitchen with a gas stove, wooden cabinets, and a dining area with a table set for two.
An outdoor dining area with a table set for two, a view of the countryside, and a stone archway.
A cozy interior with a stone fireplace, leather chairs, and a spiral staircase.
A bedroom with a bed, a bedside table with a lamp, a window with curtains, and a view of the outside.

Reviews

10 out of 10
Exceptional

Highlights

  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.

Popular amenities

  • Massages in spa
  • Hot tub on site
  • Balcony
  • Private pool
  • Barbecue grill
  • Air conditioning

Explore the area

View in a map
Castiglion Fiorentino, Arezzo
  • Place, Tennis Club Castiglionese
    ‪4 min drive‬
  • Place, Piazza Grande
    ‪36 min drive‬
  • Place, Lake Trasimeno
    ‪36 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Twin Beds

Bedroom 4

2 Twin Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Bathtub · Bidet · Toilet

Bathroom 3

Bathtub · Bidet · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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About the neighborhood

Castiglion Fiorentino

Located in Castiglion Fiorentino, this villa is in a rural area. Tennis Club Castiglionese and Agricola Buccelletti Winery 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 hunting.
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Map
Castiglion Fiorentino, Arezzo

What's nearby

  • Tennis Club Castiglionese - 4 min drive - 2.6 km
  • Arezzo Equestrian Centre - 27 min drive - 19.5 km
  • Valdichiana Outlet Village - 28 min drive - 29.0 km
  • Piazza Grande - 36 min drive - 25.3 km
  • Lake Trasimeno - 36 min drive - 29.4 km

Getting around

  • Castiglion Fiorentino Station - 8 min drive

Restaurants

  • ‪Trattoria Dardano - ‬15 min drive
  • ‪Relais Il Falconiere Hotel Cortona - ‬12 min drive
  • ‪Trattoria Etrusca - ‬15 min drive
  • ‪Caffé del Torreone - ‬18 min drive
  • ‪Vineria La Piccina - ‬3 min drive

Frequently asked questions

Does Charming Villa near Cortona have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Charming Villa near Cortona?

As of Nov 3, 2026, prices found for a 1-night stay for 2 adults at Charming Villa near Cortona on Nov 6, 2026 start from $493, 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 Charming Villa near Cortona pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Villa near Cortona?

Check-in begins at 4:00 PM.

What time is check-out at Charming Villa near Cortona?

Check-out is at 9:30 AM.

Where is Charming Villa near Cortona located?

Situated in a rural location, this villa is within 2 mi (3 km) of Tennis Club Castiglionese, Vasari Loggia, and Archaeological Museum. Cassero Tower and Agricola Buccelletti Winery are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Archival

10/10 Excellent

Great location, comfortable home, warm hospitality!

Our party of 7 stayed at Villa Senaia for 5 nights in late April. It was the perfect location for day tripping around Tuscany. The home was big enough for all of us, and the views from the patio and pool of Castiglion Fiorentino were marvelous! Giuseppe was a wonderful host, available to help when needed. We did take advantage of the outdoor pizza oven and Giuseppe was ready to assist when our first pizza didn't turn out quite right. The convenience of having a washer onsite was also very nice. We hope to return some day!
Response from VrboOwner on Apr 2, 2020
Thank you for your comments, I am very happy of your stay at Villa senaiasarei happy to meet you again in the future Ciao Giuseppe
Archival

10/10 Excellent

Lovely, welcoming, authentic villa.

Villa Senaia is all it is shown to be in the listing description and more! The views from the property are outstanding and a wonderful way to start each day. The entire atmosphere was so authentic and Giuseppe was so friendly and helpful with information on sites to see, places to eat, (Muzicone was awesome) on food to try, wine, history of the region, any question we had. His lovely wife Laura, took the time to bake us a delicious torte for breakfast one day and she made limoncello for our final night. Very much appreciated as Laura was so busy with a brand new baby and their daughter Margaritta as well. Would highly recommend the chef night as well. Giuseppe and Chef Anna cooked us an authentic Tuscan four course meal, all done in our villa so we could see and participate. We enjoyed the pool, not heated so only when feeling brave, however the sun was very hot so it proved refreshing once in. Only suggestion might be a few pool amenities, noodles etc. and pool towels should be included ( were available but at a charge). Overall, would absolutely recommend and hopefully we'll return.
Stayed 14 nights in Sep 2016
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay at Villa Senaia

We had a wonderful week’s stay at Villa Senaia. Giuseppe was such a gracious host. The dinner prepared for us was the best meal we had while in Italy - prepared with love! Giuseppe reserved an excellent wine tasting tour for us. Beautiful views, comfy beds, plenty of space to relax and enjoy each other’s company with 6 of us staying in the house. Looking forward to our next visit to Villa Senaia in the near future!
Stayed 5 nights in May 2022
Response from VrboOwner on May 26, 2022
Grazie Molly ospitare voi è stato un piacere, siete persone splendide, auguro a tanti proprietari di conoscere voi. Villa Senaia sarà felice di accogliervi di nuovo
Archival

10/10 Excellent

A great place to stay

There were 5 of us staying here and everything was as we had wanted it. Giuseppe was very welcoming and kept a perfect balance between being available without being intrusive. We had a wonderful stay here and my only regret was only booking 1 week instead of longer. One note of caution though. Out sat nav got very confused when we put the address in and took us on an interesting detour. I recommend using google maps to find the villa.
Stayed 7 nights in Jun 2016
Response from VrboOwner on Apr 2, 2020
Thanks again Chris for your visit, I want to meet her again, villa senaia will be happy to accommodate your group Giuseppe
Archival

10/10 Excellent

Wonderful stay!

We had a fabulous time at Villa Senaia and Giuseppe and Laura could not have been more accommodating. Everything was perfect at the villa and the pool and gardens were delightful! There were lots of wonderful places to visit from Cortona which was approximately 20 mins away to Siena which was about an hour and twenty mins away, with many others in between! We spent 2 weeks alternating between the villa and touring around and the balance was just right. We did take advantage of the Chef service one evening for a wedding anniversary celebration and Anna and Giuseppe did an excellent job. The food was delicious and the setting was just perfect! All in all we would have no hesitation in recommending this property and hope to return one day in the not to distant future. Geoff and Sue A.
Response from VrboOwner on Apr 2, 2020
Thanks again for your visit, the presence was always welcome, to have guests like you makes the job very easy, I hope we can meet again, perhaps very soon, senaia villa is always open for you, a greeting Giuseppe Laura and Margaret
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