Search Chianti Region Villa Accommodation

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Chianti Region villas

TV, ping pong
Tuscany Garden Villa

Villa in Figline Valdarno

Tuscany Garden Villa
10.0 out of 10, Exceptional, (2)
"Rymligt hus med bra toaletter! Väl utrustat kök. Saknade dock ac i ett av sovrummen"
Sweden
Gertrud R.
The price is AU$870
includes taxes & fees
16 Jan - 17 Jan
Tuscany Garden Villa
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa in Impruneta

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is AU$774
includes taxes & fees
8 Jan - 9 Jan
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
The price is AU$11,192
includes taxes & fees
8 Jan - 9 Jan
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in Montespertoli

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AU$2,814
includes taxes & fees
9 Jan - 10 Jan
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in Radda in Chianti

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveller
The price is AU$4,155
includes taxes & fees
10 Jan - 11 Jan
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior
Welcome home: Villa with concierge service and heated pool 20 minute to Florence

Villa in impruneta

Welcome home: Villa with concierge service and heated pool 20 minute to Florence
10.0 out of 10, Exceptional, (106)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AU$2,228
includes taxes & fees
8 Jan - 9 Jan
Welcome home: Villa with concierge service and heated pool 20 minute to Florence
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Villa in Gaiole in Chianti

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
10.0 out of 10, Exceptional, (8)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AU$1,845
includes taxes & fees
8 Jan - 9 Jan
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Villa in Florence

Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AU$2,046
includes taxes & fees
8 Jan - 9 Jan
Beautiful Tuscan home between Florence & Siena
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa in Rignano sull'Arno

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
7.0 out of 10, Good, (2)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is AU$4,981
includes taxes & fees
11 Jan - 12 Jan
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Villa in Montespertoli

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is AU$2,449
includes taxes & fees
8 Jan - 9 Jan
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Villa in Colle Val D'Elsa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
The price is AU$20,474
includes taxes & fees
8 Jan - 9 Jan
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa in Tavarnelle Val di Pesa

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
The price is AU$2,351
includes taxes & fees
15 Jan - 16 Jan
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Exterior
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Villa in Montespertoli

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AU$2,488
includes taxes & fees
8 Jan - 9 Jan
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Outdoor dining
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa in Vico dʼArbia

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
The price is AU$1,843
includes taxes & fees
10 Jan - 11 Jan
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Villa in Castellina in Chianti

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
The price is AU$9,024
includes taxes & fees
8 Jan - 9 Jan
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior
Villa Torre Among the Hills of Siena

Villa in Vico dʼArbia

Villa Torre Among the Hills of Siena
The price is AU$2,527
includes taxes & fees
10 Jan - 11 Jan
Villa Torre Among the Hills of Siena
Outdoor dining
Villa Capanna: A Window onto Tuscany

Villa in Vico dʼArbia

Villa Capanna: A Window onto Tuscany
The price is AU$2,527
includes taxes & fees
10 Jan - 11 Jan
Villa Capanna: A Window onto Tuscany
Exterior
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is AU$135
includes taxes & fees
15 Jan - 16 Jan
Artisti del Cavallo Tourism
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$297
includes taxes & fees
8 Jan - 9 Jan
Il Poggio dell'Eremita
Exterior
CountryHouse con Piscina Privata 5 min dal centro

Villa in Careggi Rifredi

CountryHouse con Piscina Privata 5 min dal centro
9.4 out of 10, Exceptional, (10)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is AU$816
includes taxes & fees
8 Jan - 9 Jan
CountryHouse con Piscina Privata 5 min dal centro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
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

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
232
Accommodation
497 Villas
Lowest Price
AU$135
Highest Price
AU$11,192

Frequently asked questions

How much do villas in Chianti Region cost?
Prices for villas in Chianti Region range between AU$135 and AU$11,192 per night. No matter your budget, you're sure to find a place that fits your needs on Expedia. This price was 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 497 villas to pick from. Enter your travel dates and destination and organise your perfect stay today.
What is there to do near my villa in Chianti Region?
One of the most important travel accessories for your Chianti Region adventure is an epic itinerary! Colle di Val dElsa Cathedral, Sentierelsa Trail and Piazza Arnolfo di Cambio are some of the top sights if you're visiting Val dElsa. San Gimignano is also home to fantastic attractions, such as Sovestro in Poggio Winery. Eager to add to your to-do list? Drop by Museo Civico and Museum San Gimignano 1300 too.

Explore a world of travel with Expedia