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Dream Retreat in the Chianti Vineyards

Bedrooms 5
Space 3,000 sq ft
Property type house
Minimum Stay 3 - 7 nights


About the property

5 Bedrooms, 5 Full Bathrooms, Sleeps 10, Perfect For Families Or Large Groups

Villa Casanova is a 15th century stone tower, 3 stories high, with 5 bedrooms, each lovingly decorated with Italian linens, and 5 bathrooms, each with its own shower or bath.

The house is warmly furnished with a mix of traditional Tuscan antiques and overstuffed couches and chairs that complement the stone and richly colored stucco walls. The kitchen is fully equipped with range, refrigerator/freezer, dishwasher, and pots and pans that even the most discriminating cooks will enjoy using.

Outside, a large terrace extends the length of the villa, perfect for dining al fresco. Fresh herbs border the stone patio and a wood-burning grill is built into the surrounding wall.

About the Chianti Region: The Chianti Region is a wine-lovers paradise, situated in the rolling hills between Florence and Siena. The region is most well known for the famed Chianti Classico wine, but is also a producer to many other red variants like Vino Nobile di Montepulciano, Carmignano (together with other grapes), Morellino di Scansano, etc., while Brunello di Montalcino is based on a variant called sangiovese grosso. There are also new wines, based on sangiovese and some popular French grapes that are usually dubbed 'Super Tuscans'.

Exploring Tuscany: The Chianti Region can be an excellent base from which to explore Tuscany as whole, without having to stay in the busier, often crowded bigger towns. Furthermore, the region offers some of the best gastronomy and wines in Italy, making it an invaluable treasure for those who are interested in exploring the rich eno-gastronomic culture of Tuscany. Not to mention the peaceful beauty of the rolling hills, that evolve in color throughout the various seasons.

Apart from the charming small Chianti towns (Gaiole, Greve, Radda, Castellina) all within 5-10 minutes drive, we highly recommend visiting the following Tuscan cities in the surrounding areas, all of which can be easily reached by car:

- Siena - 25 minutes

- San Gimignano - 30 minutes

- Florence - 45 minutes

- Radda in Chianti - 10 minutes

- Lecchi - 5 minutes

- Cortona - 75 minutes

- Piensa - 80 minutes

- Montalcino - 80 minutes

- Lucca - 90 minutes

- Pisa - 90 minutes

It's also possible to make a day-trip to Rome, which is just a 2.5 - 3 hour drive.

Arriving & Getting Around: From abroad, usually the best way to reach Chianti is to fly to a major airport in Tuscany, such as the Pisa or Florence airport. It is also possible to arrive to Rome, although the drive will be slightly longer. From there on there are several alternatives to get to Chianti: rental car, bus, taxi, etc. Alternatively, from Central Europe one might want to take a train to Florence and continue by bus to Chianti.

Chianti and the whole Tuscany Region is easiest to explore with a car. There is much to see so a car will provide freedom to explore, plus the area is so scenic that the drives themselves become an enjoyable activity.

Car rental services are abundant at all airports and in major cities (Florence, Siena, Rome, Pisa). The most important road to know is the Chiantigiana from Florence to Siena, as it penetrates the heart of the Chianti region.

More Details

Daniel Trujillo
Member since: 2008
Speaks English, French, Spanish, Portuguese, Italian
Response time:
Within a few hours
Response rate:
Calendar last updated:
11 July, 2018

Why Daniel Trujillo chose Gaiole In Chianti

My wife and I lived in many places around the world including Italy. We felt in love with this area because it is so authentic and charming. We visited many villas and houses before deciding on this one. The main reason was that we did not find other in which you could really have a 'real Italian experience'. The hamlet has around 12 houses only and most of them are local owners of vineyards. Needless to say that Villa Casanova faces the vineyards that produce the best Chianti Classico in the world...

What makes this house unique

There are not many villas with 5 bedrooms and 5 bathrooms that will give families the possibility to travel together and still have the privacy that everybody wants during vacation. It is a unique place, not because we say but because our Guests keep coming back every year. The house has a brand new outdoor hot tub with view to the vineyards that is ideal for enjoying a glass of Chianti Classico.


Accommodation and facilities for this holiday house in Gaiole In Chianti in Province of Siena

Property Type:
  • house
  • Self-catering
  • Housekeeper Optional
Floor Area:
  • 3000 sq ft
House Rules:
  • Check-in: 16:00 / Check-out: 11:00
  • Max. occupancy: 10
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • lake ...
  • mountain
  • rural ...
  • village
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Clothes Dryer ...
  • Lift
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 5 Bathrooms
  • Bathroom 2 - Toilet , Shower Enclosure , 1st floor
    Bathroom 3 - Toilet , Shower Enclosure , 3rd floor
    Bathroom 4 - Toilet , Shower Enclosure , 3rd floor
    Bathroom 5 - Toilet , Shower Enclosure , 3rd floor
    Bathroom 1 - Toilet , Bath with Shower , Full bathroom in the 2nd floor
  • 4 of the 5 bathrooms are en-suite. 1 full bathroom is located on the first floor.
  • 5 Bedrooms, Sleeps 10
  • Bedroom 5 - 1 Large Double Bed , Bedroom in the 3rd floor. Incredible views
    Bedroom 4 - 2 Single Bed , Bedroom in 3rd floor. Great views of the vineyards
    Bedroom 3 - 1 Large Double Bed , Bedroom in 3rd floor. Fantastic views
    Bedroom 2 - 2 Single Bed , 1 Cot , Bedroom in the 2nd floor. Very nice views
    Bedroom 1 - 1 Extra Lg. Double Bed , Master Bedroom. Good views of the vineyards
  • The twin beds in bedrooms 2 and 4 may be made up together into double beds with advance notice A pack & play is also available in the house
  • Books ...
  • DVD Player
  • Satellite / Cable ...
  • Stereo
  • Television
  • Video Games ...
  • Video Library ...
  • Terrace
  • Golf ...
  • Barbecue
  • Tennis ...
  • Long-term Renters Welcome
  • limited accessibility
Pool / Spa:
  • Hot Tub ...
  • arboretum
  • autumn foliage
  • churches
  • festivals
  • forests
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • eco tourism
  • horse riding
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • hunting
  • mountain biking
  • mountain climbing
  • mountaineering
  • swimming
  • tennis
The following Activities/Services can be arranged with advance notice: - Laundry Services - Cleaning Services (only final clean included) - Private Chef - Tours - Horseback riding - Cooking Classes - Bicycle Rentals


4.4/5 -
(5 traveller reviews)

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Dream Retreat in the Chianti Vineyards
average rating of 4.4 based on 5 reviews

Tuscany vacation

  • 4 of 5

Our family had a lovely time at the villa. There was plenty of room for our family of five adults, beautiful rooms and decor, wonderful vistas and very pleasant people all around. We had a very informative and delicious wine and olive oil tasting, along with amazing food accompaniments with Daniella- and a lovely walk up to Castella di Ama where the younger set had another fabulous wine tasting. Minor carps- didn't realize that we were supposed to bring smaller supplies ( toilet paper, dishwasher soap etc) and extra charges for a several things like firewood and extra heat, if used. We were very glad to have had a car, since most of the sights, activities mentioned in the ad, and restaurants were not within walking distance. All in all, a most enjoyable and memorable stay.

  • Review Submitted: 15-May-2018
  • Date of Stay: May 2018
  • Source: VRBO, from HomeAway
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1 0

Fantastic Villa!

  • 5 of 5

We stayed in this lovely Villa for 7 days and it was far more than we had hoped for. From a travelers standpoint, the rooms were spacious, the bathrooms plentiful and clean and most importantly, the beds were very comfortable. (I have a bad back and it was fine thanks to the beds!) The kitchen was huge. We had a private chef twice and had room to sip wine and watch what they were doing! Very functional and traditional. The stone patio was great as well. We could sit, sip wine, relax after full days of touring around and soak in the beautiful views.

We were 7, six adults and a 2 year old. So much room on 3 levels to escape for a bit if we needed alone time. Other reviewers mentioned Daniella Bencini next door. She is awesome. Lots of advice, great meals and wine and oil.

The wi fi worked really well. We had to put the heat on, so there was an extra charge for gas, but reasonable. Bring some staples (salt, pepper, oil,coffee, tea and toilet paper. Previous guests may leave something, but go shopping in Radda once you check it out)

Overall, I would recommend this property to anyone that needs room and comfort. Thanks Daniel!!

Oh, and have some cash for the Tourist tax and the gas when you leave. Grazie!!

  • Review Submitted: 12-May-2017
  • Date of Stay: April 2017
  • Source: VRBO, from HomeAway
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3 0
Longmeadow, MA, USA

Beautiful setting for large group

  • 5 of 5

We stayed here as a group of 8 adults for 10 days in late September-early October, 2014. House and setting are lovely, and if anything rooms are more spacious than they appear in the photos. We had an additional 2 guests for one weekend and never felt crowded. The terrace is a delightful place to hang out and enjoy the view. As other reviewers have mentioned, Daniela and her family at the winery were gracious and extremely helpful. Will likely return.

  • Review Submitted: 14-Feb-2016
  • Date of Stay: September 2015
  • Source: VRBO, from HomeAway
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1 0

Why just visit a winery when you can stay in on?

  • 4 of 5

Renting a house in Tuscany is something that we always wanted to do, but we never imagined staying at a working winery. And they stone press delicious olive oil right there too! The house is really unique and in the most beautiful setting and we really enjoyed the sunsets over the vineyard and olive groves. We had a few issues but the management team was very nice and took care of everything. There were six of us (all over 55) and the house was great but you need to be able to handle stairs. We had a chef come in and do a cooking class for us and the kitchen was perfect for this. Daniel had some good recommendations that helped make our stay very memorable.

  • Review Submitted: 26-Oct-2015
  • Date of Stay: October 2015
  • Source: VRBO, from HomeAway
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Wonderful stay at this Villa!

  • 4 of 5

We were a group of 9 and this place fit us perfectly! The location is great and the house is beautiful! It had everything one could need. ! The highlight of the trip was dinner at the Vineyard next door with Daniela. My only disappointment was with the Internet Service as it only works intermittently and I was trying to get some work done during this trip, but I think this is common for the area.

I would definitely recommend this place.

  • Review Submitted: 02-Oct-2015
  • Date of Stay: September 2015
  • Source: HomeAway
Owner's Response: It it great to hear that you enjoyed the stay! We want to ensure that all your Guests have the best time in Tuscany. The house is literally in the middle of the vineyards that produce the best Chianti in the world and that is really unique. Regarding the internet service, I will be glad to refund you the Euro 35. We want to ensure the whole experience is unforgetable.
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Nearest Airport
34 Miles
Nearest Barpub
0.9 Miles
Paolo's Bar
Nearest Golf
33 Miles
Nearest Train
34 Miles
Nearest Restaurant
0.9 Miles
Il Malborhetto
Nearest Beach
98 Miles
Car: recommended

A 14th century Roman-style chapel marks the entrance to the idyllic village of Casanuova di Ama. The village itself is comprised of a small cluster of houses surrounded by the vineyards of Casanuova di Ama, the wine and oil-producing farm of the marvelous Bencini family. Centered between the medieval towns of Radda and Gaiole in Chianti, Casanuova di Ama is an easy 1-hour drive to Florence and a mere 25 minutes to Siena.

Other Activities: Wine tasting. Villa Casanova is located by the vineyards of Castello di Ama, where one of the best Chianti wines in the world is conceived.

Bicycling thru the Chianti rolling hills is another unique experience.

Making a short and sweet trip to Siena for an original gelato with the family is very easy and certainly a must do!

Golf: Ugolino Golf Club

This is a beautiful golf club that is near Florence. The club is one of the oldest in Italy and has an 18-hole 72 par professional course that leaves a player with lasting memories. Not only is there the golf course but there are things for the rest of the family to do, such as a swimming pool, a restaurant, billiards and football.

Closed on Monday from November until February

You must book in order to play.

There are options in the area for families, couples, groups of friends and others. We will COMPLEMENTARY provide you with all the information you may need to plan your trip.


Prices & Availability

Ask Owner a Question

Additional pricing information

Refundable Damage Deposit £420.64

Rates from $350/nt - $8500/mo
We Offer A Complementary Wine & Oil Tasting In The Middle Of The Vineyards In Casanova Di Ama, As Well As Complementary Support To Plan Your Trip (i.e. Restaurants, Activities, Places To Visit, Etc).

Rate includes Final Clean and Linen Rentals. Additional charge for heating costs, as per consumption

Owner's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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