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Dream vacation in the Chianti vineyards

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January 2025
February 2025

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Outdoor dining
TV, fireplace, DVD player, books
5 bedrooms, iron/ironing board, free WiFi, bed sheets
TV, fireplace, DVD player, books
Fridge, oven, stovetop, dishwasher

Reviews

9.2 out of 10

Wonderful

Entire home

5 bedrooms5 bathroomsSleeps 10279 sq m

Popular amenities

  • Parking available
  • Hot tub
  • Barbecue grill
  • Washer
  • Outdoor space
  • Kitchen

Explore the area

Map
Gaiole in Chianti, Siena
  • Cantalici Winery
    14 min drive
  • Azienda Agraria Casanuova di Ama
    1 min walk
  • Monteriggioni Badesse Station
    52 min drive
  • Florence (FLR-Peretola)
    94 min drive

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Dream vacation in the Chianti vineyards

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.
During your stay at this holiday home, you'll be close to Meleto Castle. Features include 1 hot tub. Free WiFi and a kitchen are available in the holiday home.
  • The holiday home offers a kitchen, a washing machine and 5 bathrooms
  • Free WiFi
  • Amenities include a lift and a terrace
  • On-site recreation includes tennis courts
  • 13 minutes by car from Castello di Radda Winery and 13 minutes from Gaiole in Chianti Stadium
As a guest of Dream vacation in the Chianti vineyards, you'll find a hot tub, a terrace, and barbecue grills. The front desk is open around the clock.

Property manager

Daniel Trujillo

Languages

English, French, Italian, Portuguese, Spanish

Property amenities

Pool/Spa

  • Spa tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Freezer
  • Hob
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels
  • Video library

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio
  • Terrace

Laundry

  • Washing machine

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the mountains
  • Near a hospital
  • On a lake

Things to do

  • Golf
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Mountain climbing nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Housekeeping (on request)
  • Unit size: 3,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Parties and events are allowed on site
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • On-site cash transactions can't exceed USD 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.

Property is also known as

Dream Retreat in the Chianti Vineyards Gaiole in Chianti
Dream Retreat in the Chianti Vineyards Private vacation home

Dream vacation in the Chianti vineyards Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 12 out of 19 reviews" "
Rating 8 - Good. 6 out of 19 reviews" "
Rating 6 - Okay. 1 out of 19 reviews" "
Rating 4 - Poor. 0 out of 19 reviews" "
Rating 2 - Terrible. 0 out of 19 reviews" "

9.4/10

Cleanliness

Reviews

8/10 Good

Yvonne K.

Liked: Cleanliness
Great location for vineyards and local community
Our stay at Gallo Nero was absolutely delightful. Before our trip, Daniel was incredibly helpful in planning our stay, promptly answering all my questions and offering excellent suggestions. He never once made me feel like I was a bother. A few days before our arrival, Annie and her team set up a WhatsApp group for seamless communication. This was incredibly useful for receiving real-time updates and sharing information. The villa itself was just as beautiful as it appeared in the photos, clean, and spacious enough for our group of six adults and two children. We loved chatting with our neighbours in the nearby villas and exploring the picturesque vineyards. There's plenty to see and do in the area, with breathtaking scenery and delicious restaurants just a short distance away. The only minor suggestion I would make is to include a more comprehensive kitchen setup for guests who prefer to cook in. Items like oven mitts, tea towels, food storage containers, and kitchen wrap would be helpful. Daniel was very receptive to this feedback and assured me that he would be adding these items to the villa immediately. I would highly recommend Gallo Nero to anyone seeking a spacious and comfortable villa for their vacation
Stayed 5 nights in Aug 2024

10/10 Excellent

Joe W.

Liked: Cleanliness
Vacation
Amazing location and views. Wished it had air-conditioning. Nicely located to Florence and Siena. Amazing for wine enthusiasts. We had a 5 night stayover on our European vacation and this was the highlight of our trip.
Stayed 5 nights in Aug 2024

10/10 Excellent

Kristie H.

Liked: Cleanliness
Inviting home
The property was perfect for the four of us and we had plenty of room for more. It was picturesque with lovely neighbors. We drove to nearby towns and villages during the day and everything was convenient with great restaurants within 15 minutes. The kitchen was well equipped for our cooking needs and we enjoyed meals inside and in the huge patio. It was a wonderful experience and we look forward to returning.
Stayed 7 nights in May 2023

10/10 Excellent

Elena G., Sterling, VA

Liked: Cleanliness
Wonderful Tuscan feel in 15th century tower
We felt fully immersed in the Tuscan countryside. The stone tower was just as described and we were able to truly get the feel of the rolling hills of Chianti. Bedrooms were big and comfortable. It’s rustic… but we fully enjoyed our stay. Upper levels were bright and sunny. Kitchen area was a bit too dark for my liking but overall a great place to experience. Had trouble with the washer, but Annie fixed it for us, and then dried and folded the clothes for us, and returned them back to the place. Wonderful customer service!
Stayed 4 nights in Apr 2023

10/10 Excellent

Sharon M.

Liked: Cleanliness
Perfect Tuscan Stay
This was our first stop on our visit to Italy. What a way to start a trip. The little village, the views of olive trees, vineyards, fruit trees, and rolling hills were all so picturesque. We travelled to different hill towns during the day and enjoyed sitting on the terrace, sipping wine and soaking up the atmosphere in the late afternoons and evenings. We really enjoyed our stay. Communication before and during our stay was prompt and friendly. We have to give a shout out to the nearby restaurant, Pizza Pie. Great pizza and great service.
Stayed 3 nights in Oct 2022

8/10 Good

Jenna W.

Liked: Cleanliness
Beautiful villa in a beautiful location
Wow, what can I say? The villa itself and the location were outstanding. You cannot find a better place to enjoy Tuscany and the small towns sprinkled throughout. There are lots of great restaurants and wineries nearby and the sunsets and sunrises over the vineyards and hills were amazing. I would easily give the villa itself 11 out of 10 stars! The management of the property, however, was...fussy. As mentioned in other reviews, there are extra charges that aren't outlined super clearly (or outlined at all) in the listing, such as the hot tub, internet, and gas. Be warned that you will undoubtedly end up paying something for gas (even if you don't use the heat) as the gas used for hot showers and cooking adds up. Cooking essentials (like olive oil), TP, garbage bags, dishwasher tabs, body wash/shampoo/conditioner are not included. Luckily, we were able to use some of what previous guests had left behind. Directions for parking were not clear (and we bore the brunt of someone very angry that we had parked in the wrong place) and although I know the villa is part of a working winery and oilery with a restaurant (or maybe two?), it wasn't very clear how to take advantage of those amenities. But...if you can get past those small annoyances, you will love your stay here!
Stayed 3 nights in Sep 2022

10/10 Excellent

Alys R.

Liked: Cleanliness
Tuscany adventures
This villa was just perfect For my family. We loved the old stone and wood architecture and the full authenticity of the stay. The location is extraordinary with wineries and olive groves in every direction. We were very close to Siena for the Palio and popped into Tuscany a couple times. Nearby Radda (8 minutes by car) is full of adorable shops and great restaurants and there were additional local dining options run by families and full of fresh ingredients and hospitality. This villa is in the middle of a very small and charming village and the buildings all around a steeped in history. It is a special spot for sure.
Stayed 7 nights in Aug 2022

10/10 Excellent

segers b.

Liked: Cleanliness
L'Eroica di Gaiole
Nous étions entre amis pour l'Eroica. Charmant petit hameau d'accès facile. Un peu loin de Gaiole pour le faire à vélo surtout après les 209k (ça monte fort). Maison "toscane" charmante très bien tenue. Wifi, parking facile, jacuzzi (non utilisé).
Stayed 3 nights in Oct 2021

8/10 Good

Stephen w.

Liked: Cleanliness
Tuscany
Lovely location if used as a hub. Driving to locations can be challenging. Home is lovely. Washing machine was not operational. That was a key for us to do laundry. Suggest bringing household supplies as they were not provided. Toilet paper, paper towels and garage bags.
Stayed 4 nights in Jul 2019

10/10 Excellent

Barbara B.

Truly an Italian experience at its best
The views are spectacular. The Villa warm and inviting. Everything you need for a great time. Managers more than helpful. True delight to stay in villa and visit surrounding areas. Fabulous wine tasting area. Great restaurants near by. Very warm and friendly people. Thank you for sharing your property. Best Regards, Barbara Brown
Stayed 7 nights in Dec 2018

10/10 Excellent

Rachel B.

Amazing home in Tuscany
We loved every minute of our time in Tuscany. Daniel, the owner, was so responsive. The kitchen had everything we needed. The beds were extremely comfortable. The house is beautiful and we loved the views. We had the most incredible time. We fell in love with Daniella next door and her absolutely delicious food. The best lasagna we have ever had! Overall, I would absolutely recommend this home!
Stayed 11 nights in Jul 2018

10/10 Excellent

Benjamin A.

A perfect Tuscan getaway!
The authenticity of this villa was perfect! Just right blend of old world charm and modern convenience. We were a group of 8, there for a week, and this house served as a great base camp for us to explore the region. Reasonable drives to Florence and Siena as well as all the charming villages scattered throughout the hills. Just know that you will be driving a lot, on slow, narrow, winding roads whether you are going for a day in the city or just need a couple groceries. Not a problem for us, but I could see that being a issue for some. Overall though, this was a fantastic spot and I definitely recommend it for those looking for a authentic Tuscan experience.
Stayed 9 nights in Jun 2018

8/10 Good

pat h.

Tuscany vacation
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.
Stayed 5 nights in May 2018

10/10 Excellent

Norbert S.

Liked: Cleanliness
Toscana Top
Toller Urlaub in einem Mini-Ort. Gegenüber Möglichkeit der Weinverköstigung nach Ansprache.
Stayed 5 nights in Sep 2023

6/10 Okay

Pierre P.

Liked: Cleanliness
Oui mais...
La maison est très spacieuse et située dans un environnement de carte postale. Idéalement placée pour rayonner dans toute la Toscane et profiter de la quiétude de la campagne. Une petite réserve toutefois quant à la taille du réfrigérateur et de la table extérieure tout juste suffisante pour 8 personnes mais certainement pas plus alors que nous étions 9. À savoir aussi que lorsque les températures sont élevées comme cet été la maison est très chaude et la terrasse manque vraiment d'ombre l'après-midi. Mais surtout, il faut prévoir des frais supplémentaires qui ne sont pas mentionnés dans l'annonce : l'usage du Jacuzzi est facturé 250€ par semaine et les taxes de séjour s'élèvent à 2€ par jour et par personne de plus de 14 ans. C'est regrettable d'apprendre l'existence de ces suppléments seulement après avoir payer la réservation...
Stayed 7 nights in Jul 2022