About the property
- Villa7500 sqft
- Separate WC's0
- Minimum Stay7 nights
5 bedroom, 3 bath plus annex with additional 2 brd and 1 bath.
This is a unique and historic wine country villa set in the heart of one of the most famous wine countries in the world, Chianti. The Tower was built in 1085, making it nearly 1000 years young. The interior has been completely remodeled and outfitted with all of the modern amenities. Contemporary and comfortable furnishings throughout complement the ancient walls of this Tuscan villa.
Nearly every room boasts views of the mountain atop which the ruins of Montegrossi Castle are perched. Torre di Cancelli was, in fact, built to protect the highly coveted castle. A mild hike up the hill will take you inside this historic monument.
A short walk down the road leads you to the stunning Badia a Coltibuono, a former monastery that bottles its own wine and olive oil. Cooking classes, a restaurant, wine tasting, and tours are just a few of the things the abbey has to offer.
8km away, Radda in Chianti is a prized and ancient town in the area. A favorite local restaurant is Bottega da Giovannino. Be sure to say hi to Monica, the proprieter. She's quite the wine enthusiast and the food is excellent.
In the main house there are 5 bedrooms.
Ground floor: 2 bedrooms with queen+ size beds; one bedroom with 2 twin beds.
In the tower: 1 bedrooms with queen size, 1 with 2 twins (bunk beds), 1 bath.
Annex: 1 bedroom with queen size; loft with queen size.
Outdoor pool, wood fire oven (perfect for pizzas), wifi, satellite TV.
Gourmet kitchen with indoor and outdoor dining available.
Great place for a wedding party, reunion or luxury vacation.
- Response rate:
- Response time:
- within a few hours
- English, Spanish, Italian
- Calendar last updated:
- May 9, 2018
I was raised in Italy and moved when I was in elementary school to the USA. I'm a dual citizen and reside in USA. I've always wanted to own property in Italy and have been able to realize my dream. I hope you enjoy this place and make very special memories
Ken purchased this Villa in 2016
Why Ken chose Gaiole In Chianti
The property is a dream come true and has been painstakingly restored. Peaceful, quiet, serene setting in the spectacular beauty of Chianti.
What makes this Villa unique
Vaulted ceilings of stone with terra cotta tile floors. Sleep in an 11th century, remodeled tower. Walk up to the historic ruins of Montegrossi. Across the street from the famous Monastery, Badia a Coltibuono Less that an hour from Florence, 30 min. to Siena. 1 hour to the famous "MALL" Luxury designer outlets
Pool / Spa
Local Services & Businesses
Sports & Adventure Activities
Check-in: 4:00 PM
Check-out: 11:00 AM
100% refund for cancellations more than 14 days before check-in date. 50% refund for cancellations more than 7 days before check-in date. You must contact the owner directly to request cancellation.
Absolutely Magical - Perfect Ambiance and Location.
This Gorgeous villa exceeded all my expectations for a perfect family summer vacation in Italy.
The home is a perfect marriage of ancient charm and modern conveniences. The Pictures do not do this property justice; nestled within a stunning countryside the home authentically boasts a fairytale setting for an extremely romantic getaway, upscale event, or memorable family vacation.
We were drawn to the history of the tower being the actual watchtower for the castle that sits atop the neighboring hill. While the castle is no longer habitable, the tower has been maintained fabulously and offers remarkable views of the castle from the front porch and princess windows within the tower.
We visited this property as a joint family vacation with our 1-year-old daughter, our Friends and their 4 and 5 year old kids.
We were in constant awe of the immaculate design details in the brick floors, stone walls, vaulted ceilings, unique window placements and winding stair case that eloquently travels through the kitchen, four floors of sleeping space, a bathroom, and lands on a glass floor for a view confirming you are at the top of an ancient tower!
Several days we decided to spend our time at the villa, we took a family hike to the Castle, swam daily in the pool, and ran on local trails. Within walking distance we found a cute shop across the road and a monastery, which offered romantic and family friendly dining.
We also spent time in Radda, a quaint town 15 mins away, with a movie theatre, restaurants, gelato and a grocery store.
The location was ideal for quick trips to Siena and Florence. And we made day trips into Pisa, Lucca and Saturnia natural hot springs.
This villa is a gem, my husband said numerous times during our stay "How fantastic is it that they allow visitors to stay here, it could be a museum”. And I kept thinking what a magical place to host a wedding.
I highly recommend this treasure for a vacation rental or event location.
Thank you for your kind comments. We are delighted you enjoyed your stay,
All the best,
Fabulous Luxury Villa
I had the pleasure of staying at this gorgeous villa for a few night and days in early July 2016. I was lucky enough to be accommodated in the annex, which meant I essentially had an entire house to myself. The annex is very well appointed with everything you need to feel right at home. The kitchen is perfectly stocked with brand new supplies and appliances, including tableware, pots, pans, and the ever critical wine glasses! The bathroom was updated and luxurious--large walk-in shower. The bedroom was spacious and well furnished with a beautiful bed and wardrobe to store clothing. The furnishings throughout the house are classy, luxurious, inviting, and comfortable without detracting from the charm and feel of this perfect getaway location. The annex provides the perfect combination of privacy, yet is close enough to the main house to allow you to be part of the bigger mix if vacationing with a larger group/ additional families. The screened doors and windows to the building allow for airflow throughout the house without letting all of nature inside. The main house and remainder of the property is spectacular as well. The tile floors, exposed beams, arched doorways, all of it really lends perfectly to the overall feel of this gorgeous villa in its beautiful setting. Highly recommended for large groups or multiple families who would enjoy some privacy while enjoying the company of others in their group.
Thank you for your review. It was a pleasure. Hope to see you again soon.
Gaiole sits in the middle of one of the most famous wine regions in the world, Chianti. The name says it all. The Torre di Cancelli is a historic centerpiece of the area. You'll be staying in a nearly 1000 year old tower which has been completely remodeled and contains all of the modern amenities. Situated on 5 acres of land, the expansive grounds are the perfect vacation getaway.
Enjoy views of the ruins of Montegrossi Castle from almost every room. Torre di Cancelli was, in fact, built to protect the highly coveted castle. A mild hike up the hill will take you inside the historic monument.
A short walk down the road leads you to the stunning Badia a Coltibuono, a former monastery that presses its own olive oil and wine. Cooking classes, a restaurant, wine tasting, and tours are just a few of the things the abbey has to offer.
5k away, Radda in Chianti is a prized and ancient town in the area. A favorite local restaurant is Bottega da Giovannino. Be sure to say hi to Monica, the proprieter. She's quite the wine enthusiast and the food is excellent.
Additional pricing information
Local Tax: 1,5 € per person/per day for the first 7 days of stay (not applicable to children under 14 years). Final Cleaning cleaning fee $150 Maid service is optional for an additional fees. Ask owner. Chef available upon request Heating charge based on consumption Refundable damage deposit due on day of check-in Check:in 15:00 Check-out: 10:00