Chianti Region Vacation Rentals from ₩93,081: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chianti Region vacation rentals

1. Chianti Village Morrocco

Barberino Tavarnelle

Chris

₩163,339 total

includes taxes & fees

Sep 1 - Sep 2

2. Relais Villa Olmo

Impruneta

₩241,511 total

includes taxes & fees

Aug 30 - Aug 31

3. I Parigi Corbinelli

Florence

Stefano

₩172,555 total

includes taxes & fees

Aug 3 - Aug 4

4. Villa San Filippo

Barberino Tavarnelle

Nadia

₩191,138 total

includes taxes & fees

Sep 1 - Sep 2

5. hu Firenze Certosa camping in town

Impruneta

Jessica

₩93,081 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

6. Villa di Sotto

Castelnuovo Berardenga

Philippe

₩272,939 total

includes taxes & fees

Aug 10 - Aug 11

7. Villa il Fedino

San Casciano in Val di Pesa

"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...

Nilesh

₩429,695 total

includes taxes & fees

Aug 21 - Aug 22

8. Borgo Argenina

Gaiole in Chianti

Sabatino

₩303,298 total

includes taxes & fees

Aug 4 - Aug 5

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

9. Borgo di Erboli

Cavriglia

₩206,867 total

includes taxes & fees

Sep 1 - Sep 2

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

10. Residenzia del Sogno

Castellina in Chianti

Katherine

₩200,762 total

includes taxes & fees

Aug 30 - Aug 31

11. Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

₩503,894 total

includes taxes & fees

Aug 13 - Aug 14

12. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Ruben

₩219,427 total

includes taxes & fees

Aug 3 - Aug 4

13. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

Raymundo

₩188,292 total

includes taxes & fees

Aug 31 - Sep 1

14. Palazzo Pacini

Colle di Val d'Elsa

John

₩183,729 total

includes taxes & fees

Sep 2 - Sep 3

15. Riserva di Fizzano Residence

Castellina in Chianti

Janet

₩376,617 total

includes taxes & fees

Aug 24 - Aug 25

Panoramic Apartment | 2 bedrooms, Frette Italian sheets, hypo-allergenic bedding available

16. Residence Il Connubio

Impruneta

"Estephano, the host, made us feel very welcome upon arrival. The room was spotless and fully equipped for a comfortable stay. There is also a small kitchen with everything you need if you want to cook. We wanted to go wine tasting, and Estephano kindly helped us book a wonderful experience. The property is conveniently located near bus stops, which made it easy to visit Florence without any issues, while still enjoying peaceful nights away from the hustle and bustle of the city. 🌿"

Eduardo

₩118,182 total

includes taxes & fees

Aug 6 - Aug 7

17. Villa Curina Resort

Castelnuovo Berardenga

Mary

₩293,259 total

includes taxes & fees

Aug 9 - Aug 10

18. Mariani Bed & Breakfast

Castellina in Chianti

Chie

₩151,650 total

includes taxes & fees

Aug 3 - Aug 4

19. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Kalinka

₩331,256 total

includes taxes & fees

Aug 20 - Aug 21

View all properties

Find vacation rentals that suit your style

Villas

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Chianti Region Hotel Reviews

Relais Vignale & Spa

10/10 Excellent

"This place is absolutely amazing. The pictures don't do it justice. The rooms are simple, but the staff, food, pool, and views are wonderful. I would highly recommend this place as a couples getaway. The included breakfast and nice parking situation were huge benefits as well."

Villa I Barronci Resort & Spa

10/10 Excellent

"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"

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."

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!"

Find out more about Chianti Region

Search for Vacation rentals in Chianti Region on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Chianti Region using one of the methods below:

View our selection of featured Vacation rentals in Chianti Region
Use the map to find apartments and other Vacation homes in the Chianti Region neighbourhood you prefer
Enter your travel dates to view the best deals on Vacation rentals in Chianti Region while they last

Look no further and take a look at our great range of rental properties in Chianti Region!

Explore a world of travel with Expedia

Cars

Car rentals near Florence Charterhouse

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region vacation rentals

1. Chianti Village Morrocco

2. Relais Villa Olmo

3. I Parigi Corbinelli

4. Villa San Filippo

5. hu Firenze Certosa camping in town

6. Villa di Sotto

7. Villa il Fedino

8. Borgo Argenina

9. Borgo di Erboli

10. Residenzia del Sogno

11. Terre di Baccio

12. B&B La Fonte del Machiavelli

13. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

14. Palazzo Pacini

15. Riserva di Fizzano Residence

16. Residence Il Connubio

17. Villa Curina Resort

18. Mariani Bed & Breakfast

19. Hu Norcenni Girasole Village

Find vacation rentals that suit your style

Top Chianti Region Hotel Reviews

Relais Vignale & Spa

Castello di Spaltenna- Small Luxury Hotels of the World

Villa I Barronci Resort & Spa

hu Firenze Certosa camping in town

Villa San Filippo

Salvadonica - Borgo del Chianti

Villa Il Palagio

Hotel Villa Campomaggio

Fattoria di Vegi

Find out more about Chianti Region

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app