Chianti Region Villas from CA $128

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Our top choices for Chianti Region villas

Villa Marcolina

Castelnuovo Berardenga

CA $1,264 total

includes taxes & fees

Jul 26 - Jul 27

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Gaiole in Chianti

CA $513 total

includes taxes & fees

Jun 29 - Jun 30

Rooster House, cooking classes and opera

Toscana

CA $194 total

includes taxes & fees

Jun 29 - Jun 30

Villa Il Signorino

GREVE IN CHIANTI

Avi A.

CA $734 total

includes taxes & fees

Jun 26 - Jun 27

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Rignano sull'Arno

CA $806 total

includes taxes & fees

Jun 28 - Jun 29

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

Maria H.

CA $647 total

includes taxes & fees

Jun 27 - Jun 28

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.

CA $684 total

includes taxes & fees

Jun 28 - Jun 29

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

Bucine

CA $680 total

includes taxes & fees

Jun 28 - Jun 29

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

CA $22,887 total

includes taxes & fees

Jul 6 - Jul 7

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Rignano sull'Arno

CA $987 total

includes taxes & fees

Jun 28 - Jun 29

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

CA $1,013 total

includes taxes & fees

Jul 1 - Jul 2

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia

CA $2,277 total

includes taxes & fees

Jul 4 - Jul 5

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

Rignano sull'Arno

CA $1,359 total

includes taxes & fees

Jun 28 - Jun 29

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 traveller

CA $1,136 total

includes taxes & fees

Jul 24 - Jul 25

Beautiful Tuscan home between Florence & Siena

Florence

Debra P.

CA $4,430 total

includes taxes & fees

Jul 19 - Jul 20

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "

Ravin N.

CA $2,745 total

includes taxes & fees

Jul 3 - Jul 4

Florentine hills Villa with heated pool

impruneta

Charles S.

CA $3,071 total

includes taxes & fees

Jun 27 - Jun 28

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

CA $3,204 total

includes taxes & fees

Jul 2 - Jul 3

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Empoli

Vicki C.

CA $2,636 total

includes taxes & fees

Jun 29 - Jun 30

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveller

CA $2,484 total

includes taxes & fees

Jun 26 - Jun 27

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Top Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais

10/10 Excellent

"10/10 stay. Very nice, clean, and comfortable stay. Gorgeous views and next to a cute town!"

Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence

10/10 Excellent

"I cannot say enough about the beautiful home this is. The house is lovely, large enough for our family of 15 -(70 to 5 months) with plenty of room to spread out. The hosts, Beatrice and Japoco were top notch! We had them provide family style meals each night- best decision of the trip! The food was superb. They kindly made accommodations for the kids. After a day of sightseeing- arriving “home” to a home cooked meal was the best. Enjoyed cocktails poolside or on the amazing tower that provided beautiful Tuscan sunsets. Absolutely stunning and a wonderful hidden gem. The home is stocked with fantastic local wines very well priced. Highly recommend"

Salvadonica - Borgo del Chianti

10/10 Excellent

"This hotel was absolutely fantastic! Set in the beautiful scenic Chianti Hills of Tuscany. The buildings and the property had been a 16th century village. And all of the buildings had been beautifully restored to return it to originally and feel, but to include all the modern amenities. The staff were all highly. professional,well friendly, courteous, welcoming and extremely accommodating – going above and beyond with every request presented to them. The rooms are all clean, comfortable with spotless, modern bathrooms, and importantly, during our stay while air conditioned. The daily complementary breakfast buffet was always well prepared. With a great variety of fresh pastries, biscotti, and cakes and numerous coffee and beverage options and coldhot cereals, abundant freshly cut bowls delicious fruit. Also including several protein items, including scrambled and poached eggs, fried prosciutto. With several other meat and cheese options to top up the protein.. The lunch is a wonderful selection, including great salads, sandwiches and pastas. And the dinners were wonderfully prepared Italian specialties with many meat and pasta options. Despite a few excursions into Florence, we took most of our meals at the hotel, where we usually ate on an outdoor patio, surrounded by the beautiful countryside and attended to by the charming and ever-helpful staff. I cannot recommend the Salvadonica hotel strongly enough!"

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews	2
Accommodation	532 Villas
Lowest Price	CA $128
Highest Price	CA $1,264

Frequently asked questions

How much do villas in Chianti Region cost?

Villas in Chianti Region cost between CA $128 and CA $1,264 per night. These escapes offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Chianti Region?

Chianti Region has 532 villas to choose from. Enter your destination and dates and lock in your perfect trip today.

Why book your villa in Chianti Region with Expedia?

We think arranging a vacation should be a breeze, so if you're looking for villas at a great price, Expedia delivers. Keep costs down and choose an all-inclusive stay, or splurge on a plush villa to spoil the ones you love most. Our handy filters make it easy to find a property in Chianti Region that matches your needs.

How can I find cheap villas in Chianti Region?

With Expedia's user-friendly filter tool, scoring cheap villas in Chianti Region has never been easier. To find stays that won't break the bank, fine-tune your search by star rating, budget and amenities.

What is there to do near my villa in Chianti Region?

Whether you love food, shopping, history or sightseeing, Chianti Region offers something for everyone! The major city of San Gimignano boasts lots of things to do, including Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery, Historical Torture Museum and Ornithological Museum. If you're headed to Radda in Chianti, Castello di Albola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi shouldn't be missed.

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Book Villas in Chianti Region on Expedia.it

Search Chianti Region Villa Rentals from CA $128

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region villas

Villa Marcolina

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Rooster House, cooking classes and opera

Villa Il Signorino

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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

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

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

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

Beautiful Tuscan home between Florence & Siena

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Florentine hills Villa with heated pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais

Find out more about Chianti Region

Chianti Region Villas information

Frequently asked questions

Explore a world of travel with Expedia