Hotels in Chianti with Parking

My wife and I spent a week at Villa Bordoni in July and loved it. We stayed in the Capella room and appreciated its uniqueness. It was comfortable as well. The pool was a peaceful oasis.

Our family of 15 thoroughly enjoyed the Villa. The rooms were country elegant and the food selections were gastronomic delights. We thoroughly enjoyed the cooking class on the premises.

We had a fantastic stay here! We did the cooking class with Zenib, who was brilliant — she taught us so much and made the whole experience really enjoyable.

The estate was lovely and our room was a wonderful blend of old charm and modern functionality.
The hosts were extremely gracious. We felt welcomed as if we were family.

This was our second time staying at Borgo dé Brandi as it is a place we absolutely love! This time, we brought a bunch of family with us, who all also LOVED their stay.

Amazing place to stay, people were kind and helpful. Rooms were clean and comfortable.

Not my first time at Locanda Le Piazze, and every stay reminds me why I love it so much!

This hotel is a gem in a beautiful spot with incredible views. The service was amazing. Breakfast was delicious also with a beautiful view of the garden.

Excellent restaurant with a fine local menu. We stayed nearby at their sister property, and were very glad we chose to dine here.

Great service, amenities, room, wine, breakfast buffet and dinner. Front desk arranged a couple wine tastings (with transportation), and also arranged transportation to the airport after checkout.

We celebrated our wedding at Castello di Montalto and can only say: it was truly the best three days of our lives!

We couldn’t have imagined a more perfect place to get married. The venue itself is absolutely breathtaking — a truly stunning setting that made for the most magical celebration.

The Club House was such a perfect start to our honeymoon. Absolutely incredible panoramic view from our room, wonderful and thoughtful staff, and unbelievable food.

This hotel is a little gem. The place is simply magnificent, with breathtaking views over the vineyards. The cleanliness is impeccable, and the staff are exceptionally kind.

In one word, amazing! My husband, baby & I had a great stay. The staff were truly fantastic and gave us recommendations of places to go during our stay.

We loved our stay at San Sano. Our room was in a castle tower and was very comfortable. The breakfast was great. The grounds were beautiful and staff were super friendly, Lorena socially was lovely.

Ciao! We stayed at beautiful Terre di Baccio to celebrate the wedding of our friends, Laura and Josh. Our visit for the weekend was the highlight of our Italia trip.

One of the best rental property experiences we have ever had. The property was amazing! The check-in process was top-notch and we were made to feel very welcomed right from the start.

We stayed at Borgo del Cabreo for four nights and genuinely didn’t want to leave. The setting is breathtaking, surrounded by vineyards and views that feel almost unreal.

Beautiful property in the heart of Chianti Country. Excellent service and breakfast make this a wonderful place to stay.

Antico Bogo Poggiarello was the most lovely, peaceful retreat after the crowds of Florence. It is conveniently located so that San Gimignano, Siena, and the wineries of Chianti are short drives.

Great place to be for a family trip or a romantic getaway in the Tuscanian hills.
The staff is really friendly and helpful, and the food offered is amazing.

Beautiful views and Villa. The breakfast was great and nice to have. We did not use the pool. Our room was adjacent to the road, so we could hear the cars going by at night.

We had our wedding at Villa il Poggiale in May 2025. It was truly the best experience for us and our guests.

Beautiful view but remote countryside so need car. Very lovely, considerate host and hostess. Everything clean and lots of useful cooking utensils.

We truly enjoyed the 3 bedroom, 3 bathroom suite at Silvia and Franco. Our home included all the amenities such as coffee, towels, hair dryer, oils and seasoning for a home cooked meal.

We spent 3 nights at this hotel while on a wonderful road trip around Tuscany.

The rooms are simple, but that’s perfectly reasonable given that the hotel is a beautifully preserved old farmhouse — it adds to the charm.

We had an amazing stay here, the food & service was on point. Our 1 year old could stay in our room while we at dinner at the hotel restaurant every night. The staff were so nice and accom.

The staff are wonderful! And this Villa is out of a movie set. It’s so lovely and when you think of Tuscany this villa is picturesque.

We had the most wonderful stay for our honeymoon and couldn’t have asked for a more special experience.
From the moment we arrived, it was the little details that made our stay so memorable.

We spent a few days at Borgo Vescine and it was genuinely one of the most special stays we’ve ever had.
The setting is absolutely breathtaking.

We stayed here for 4 nights and we could have stayed for many many more! Stunning property, beautiful views and a very warm team.

Our experience at Castello di Tornano was defined by two extraordinary people: Paloma❤️ and the Chef🔥, a duo who elevate hospitality to an art form.

We stayed at this lovely guest house with incredible views. The reception was very well handled by Perrinel who was a fountain of knowledge.

What a wonderful place to stay! Rustic yet very comfortable with fun staff and great food. I made reservations on-line with no problem at all, and received a response very quickly.

The location was quiet and outskirts. We have a rental car so that's perfect for us to stay. The apartment was well equipped with all necessities.

The rooms are big and spacious. With a kitchen.
Nice and clean pool.
The AC is great and have a unit in each room!
Cleaning was okay.
Staff was nice and friendly.

We had an amazing stay at Gabbiano! The views were breathtaking, the staff was very hospitable, and the complimentary breakfast spread was delicious. We also appreciated the welcome bottle of wine.

An unforgettable experience at Castello di Gabbiano!
The wine here is absolutely incredible — beautifully balanced, expressive, and true to the heart of Chianti.

A beautiful place to experience the best of Tuscany. Stunning views, peaceful surroundings, a great swimming pool, and delicious breakfasts overlooking the hills and San Gimignano.

Overall, we had a pleasant stay. The apartment was quite good and provided everything we needed for a comfortable vacation.

I can’t say enough good things about this delightful place. It’s more like a unique Inn, up on a hillside with attention to every detail and your needs.

An amazing and beautiful stay. Everything about this place just makes you relaxed. I stayed with my partner for 3 nights and it felt like a week.

My husband and I recently stayed at Villa Le Barone as part of a Backroads tour. What a wonderful experience, staying in a 16th century villa, overlooking the Tuscan countryside.

Jacqueline, Corso, we will be forever grateful that you opened up your beautiful hotel, your home, to our friends and families for the celebration of our wedding.

We’ve just spent a lovely 3 nights here with our two young boys. The hosts and staff are really lovely and the food is amazing. A great base to venture out to the surrounding Tuscan areas too.

This agritourism was absolutely stunning and beautiful. It is off the beaten path so you do have to travel on gravel road to get there. The hosts were very accommodating and helpful.

I cannot say enough about this place. A four generation wine making family. Absolutel craftsman in their art. The love of what they do shows in the incredible wines produced. Informative and fun tour.

We had a fantastic two-night stay at Le Filigare Wine & Country Relais in Chianti. The setting is beautiful, surrounded by vineyards, and the atmosphere is peaceful and authentic.