Chianti Region Vacation Homes from AED 453

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region vacation homes

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

AED 663 total

includes taxes & fees

29 Jul - 30 Jul

Chianti Craft House Badia a Passignano

Barberino Tavarnelle

Oscar O.

AED 781 total

includes taxes & fees

24 Aug - 25 Aug

casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Greve in Chianti

Linda L.

AED 1,507 total

includes taxes & fees

25 Aug - 26 Aug

Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,195 total

includes taxes & fees

2 Aug - 3 Aug

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Castelnuovo Berardenga

Anonymous traveler

AED 1,395 total

includes taxes & fees

1 Aug - 2 Aug

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

BARBERINO TAVARNELLE

Ramona S.

AED 2,277 total

includes taxes & fees

22 Aug - 23 Aug

Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta

Christine F.

AED 1,140 total

includes taxes & fees

26 Aug - 27 Aug

House with views of the Chianti

impruneta

Chase B.

AED 1,052 total

includes taxes & fees

21 Aug - 22 Aug

Casa San Martino between Florence and Siena with Pool

Barberino Tavarnelle

AED 3,399 total

includes taxes & fees

24 Aug - 25 Aug

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Bucine

"Pros: Wunderschönes charmantes, rustikales Ferienhaus in der wunderschönen Toskana. Tolle Lage, sehr freundlicher und charmanter Gastgeber. Senore Guidi und seine Ehefrau sind zauberhafte Gastgeber. Sehr hilfsbereit und zuvorkommend! Die Fotos der Unterkunft stimmen zu 100% überein! Toller Poolbereich. Senor Guidi hat zur Wein- und Olivenöl -Verkostung eingeladen und uns auf Anfrage zu einer persönlichen Begehung seiner Oliven-und-Weinberge mitgenommen. Sehr persönliche und menschliche...

Anonymous traveler

AED 2,936 total

includes taxes & fees

8 Aug - 9 Aug

The Arch Among the Hills of Castellina

Topina

AED 2,316 total

includes taxes & fees

27 Aug - 28 Aug

Apartment 'La Tavernetta' with Shared Pool, Private Terrace and Wi-Fi

Castelfranco Piandiscò

Anonymous traveler

AED 1,151 total

includes taxes & fees

2 Aug - 3 Aug

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Bucine

"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...

Marianne H.

AED 2,936 total

includes taxes & fees

9 Aug - 10 Aug

Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi

Rosennano

AED 1,378 total

includes taxes & fees

29 Jul - 30 Jul

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Bucine

AED 1,726 total

includes taxes & fees

27 Aug - 28 Aug

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Montevarchi

AED 1,169 total

includes taxes & fees

29 Jul - 30 Jul

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

AED 1,867 total

includes taxes & fees

27 Aug - 28 Aug

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Figline Valdarno

AED 453 total

includes taxes & fees

29 Jul - 30 Jul

Country Resort in Impruneta with 2 bedrooms sleeps 6

Impruneta

AED 1,516 total

includes taxes & fees

1 Aug - 2 Aug

MIchelangelo Apartment with garden

San Gersolé-torre Rosse

"The adjourned apartments to make one large apartment are very nice, clean, nicely decorated and in a nice quiet location. The city of Florence is only a short car journey away, 15 minutes maximum and car parking is easy to find. The only downside was a lack of wine glasses, there was none. However other small glassware was available. Would I stay ehre again, that is a yes as the apartments were very clean and included air-conditioning and little extras such as soap, shower gel etc."

Andrew B.

AED 2,940 total

includes taxes & fees

31 Jul - 1 Aug

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Top Chianti Region Hotel Reviews

Villa San Filippo

10/10 Excellent

"This place was beautiful, quiet like a picture you’d see in the movies"

Salvadonica - Borgo del Chianti

10/10 Excellent

"This is the Tuscan escape you dream about! We absolutely loved our stay at Salvadonica! A peaceful retreat surrounded by vineyards, hills, and incredible sunsets! It’s perfectly situated to explore Chianti and other locations nearby. The restored farmhouse offers wonderful accommodations that are comfortable and private. There’s a refreshing pool, outdoor movies, yoga in the vineyard, and plenty of spaces to escape and relax. The onsite restaurant La Volpenera, was casually elegant and delicious! Try the gelato with the Salvadonica olive oil…you won’t be sorry. The included breakfast buffet featured a variety of options and was perfect start to each day. We signed up for the Wine and Olive Oil Tasting with Sommelier Irene which gave us a personalized tasting of Salvedonica’s products and history. Excellent experience! And we took the Cooking Class with Chef Ivana which was the best meal we had on our entire trip! Cooking with Ivana felt like we were spending the day with family! Everyone working here provided exceptional service! I only wish we had a longer stay! Can’t wait to return to Salvadonica!"

Villa Il Palagio

10/10 Excellent

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our hosts and the property lived up to all our expectations! Communication with Beatrice and Jacopo was excellent. This was especially important as we planned this trip ourselves. When we arrived, they were so welcoming. They made us feel at home. This was the perfect Tuscan experience for our family. We were 3 generations and the villa was just what we needed. The pool was a welcome respite after our days out. The kitchen was equipped with everything we needed for the days we chose to cook. But, the best meals of our trip were those cooked by Beatrice and Jacopo! We had breakfast and dinner prepared by them. An abundance of food! Don’t miss out on this! And don’t scroll past this property. Book it and you will be in for a treat!"

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Our top choices for Chianti Region vacation homes

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Chianti Craft House Badia a Passignano

casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Casa Marisa in Castellina in Chianti

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Wonderful Tuscan farmhouse with large spaces and panoramic views

House with views of the Chianti

Casa San Martino between Florence and Siena with Pool

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

The Arch Among the Hills of Castellina

Apartment 'La Tavernetta' with Shared Pool, Private Terrace and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Country Resort in Impruneta with 2 bedrooms sleeps 6

MIchelangelo Apartment with garden

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa San Filippo

Salvadonica - Borgo del Chianti

Villa Il Palagio

hu Firenze Certosa camping in town

Castello Vicchiomaggio

Villa I Barronci Resort & Spa

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Villa Campomaggio

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

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Search Vacation Homes in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region vacation homes

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Chianti Craft House Badia a Passignano

casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Casa Marisa in Castellina in Chianti

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Wonderful Tuscan farmhouse with large spaces and panoramic views

House with views of the Chianti

Casa San Martino between Florence and Siena with Pool

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

The Arch Among the Hills of Castellina

Apartment 'La Tavernetta' with Shared Pool, Private Terrace and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Country Resort in Impruneta with 2 bedrooms sleeps 6

MIchelangelo Apartment with garden

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Villa San Filippo

Explore a world of travel with Expedia