Chianti Region Villas ￥23,449

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 villas

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

1. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

￥23,449 total

includes taxes & fees

Oct 1 - Oct 2

A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

2. Villa Il Signorino

GREVE IN CHIANTI

Avi A.

￥76,074 total

includes taxes & fees

Sep 30 - Oct 1

An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

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

Impruneta

Maria H.

￥67,518 total

includes taxes & fees

Sep 30 - Oct 1

An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

4. Villa with Pool - Two Bedrooms

Rignano sull'Arno (Florence)

￥36,315 total

includes taxes & fees

Oct 18 - Oct 19

5. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Rignano sull'Arno

￥71,434 total

includes taxes & fees

Oct 18 - Oct 19

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

Rignano sull'Arno

￥84,678 total

includes taxes & fees

Oct 16 - Oct 17

An outdoor patio with a wooden pergola, a table set for breakfast, and a view of the surrounding garden.

7. Villa Bellavista - Homelike Villas

Montegonzi

8. Villa Sunset, in the heart of Chianti

Greve in Chianti

elisa b.

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Top Chianti Region Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews	135
Accommodation	541 Villas
Lowest Price	￥23,449
Highest Price	￥2,331,830

Frequently asked questions

How much do villas in Chianti Region cost?

Villas in Chianti Region cost between ￥23,449 and ￥2,331,830 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 541 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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San Gimignano Vacations

Car rental Greve in Chianti

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region villas

1. Rooster House, cooking classes and opera

2. Villa Il Signorino

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

4. Villa with Pool - Two Bedrooms

5. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

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

7. Villa Bellavista - Homelike Villas

8. Villa Sunset, in the heart of Chianti

9. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

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

11. Villa with Pool - 3 Bedrooms with independent bathroom

12. Villa with Florence Pool / Breakfast, Quitedian housekeeping, AirCon whirlpool

13. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

14. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

15. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

16. Isolotto degli Angeli – Villa with Pool, Hot Tub & Garden in Tuscany

17. Exclusive Estate | Personal Concierge & Heated Pool

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

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

20. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Fattoria di Vegi

Find out more about Chianti Region

Chianti Region Villas information

Frequently asked questions

Explore a world of travel with Expedia