Search Villas in Castellina in Chianti

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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 Castellina in Chianti villas

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 AED 20,228
AED 22,380 total
includes taxes & fees
8 Jan - 9 Jan
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior detail
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Villa in Careggi Rifredi

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
10.0 out of 10, Exceptional, (1)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is AED 40,873
AED 40,873 total
includes taxes & fees
6 Feb - 7 Feb
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
The price is AED 25,546
AED 27,692 total
includes taxes & fees
7 Feb - 8 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
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 traveler
The price is AED 7,557
AED 10,306 total
includes taxes & fees
1 Feb - 2 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Villa in Siena

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
The price is AED 20,484
AED 22,636 total
includes taxes & fees
1 Feb - 2 Feb
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Villa in Colle Val D'Elsa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
The price is AED 50,779
AED 50,779 total
includes taxes & fees
8 Jan - 9 Jan
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
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 AED 6,971
AED 6,980 total
includes taxes & fees
8 Jan - 9 Jan
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Outdoor spa tub
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa in Toscana

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AED 7,669
AED 8,762 total
includes taxes & fees
8 Jan - 9 Jan
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
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 AED 9,975
AED 12,354 total
includes taxes & fees
11 Jan - 12 Jan
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa in San Gimignano

Villa "Arnilù" with Private Pool & Wi-Fi
Villa "Arnilù" with Private Pool & Wi-Fi
Property grounds
Casa dei Renai by Rentbeat

Villa in Signa

Casa dei Renai by Rentbeat
The price is AED 219
AED 1,072 total
includes taxes & fees
1 Feb - 2 Feb
Casa dei Renai by Rentbeat
TV, table tennis
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 AED 1,506
AED 2,165 total
includes taxes & fees
16 Jan - 17 Jan
Tuscany Garden Villa
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 AED 4,473
AED 4,577 total
includes taxes & fees
8 Jan - 9 Jan
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 AED 4,898
AED 5,612 total
includes taxes & fees
8 Jan - 9 Jan
Welcome home: Villa with concierge service and heated pool 20 minute to Florence
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 AED 2,789
AED 5,151 total
includes taxes & fees
8 Jan - 9 Jan
Beautiful Tuscan home between Florence & Siena
Pool
"A Casa di Franca Villa con piscina"

Villa in Gambassi Terme

"A Casa di Franca Villa con piscina"
10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is AED 4,948
AED 6,532 total
includes taxes & fees
11 Jan - 12 Jan
"A Casa di Franca Villa con piscina"
Garden
Wine Apartments Florence Lawrence

Villa in Scandicci

Wine Apartments Florence Lawrence
The price is AED 253
AED 1,264 total
includes taxes & fees
8 Jan - 9 Jan
Wine Apartments Florence Lawrence
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa in Rapolano Terme

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AED 2,687
AED 3,754 total
includes taxes & fees
11 Jan - 12 Jan
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Villa in Montespertoli

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 AED 5,508
AED 6,309 total
includes taxes & fees
8 Jan - 9 Jan
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 AED 5,594
AED 6,408 total
includes taxes & fees
8 Jan - 9 Jan
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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.
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Top Castellina in Chianti Hotel Reviews

Hotel Pendini

Hotel Pendini

10/10 Excellent
"Everything about this stay was excellent. Marco was able to check us in early because the rooms were cleaned quickly. That trend continued all stay long. Very clean hotel with great service. Shower got very hot and had good pressure. Beds were good but the pillows were very flat. Fresh and free European breakfast every morning to start the day off right. Room was decent sized for Europe with a flat screen TV with lots of channels. The toilet was totally retro. Location is amazing. Staff is great. I would highly recommend."
Michael 3-night trip
Posted 13 hours ago
Hotel Pendini

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between AED 1,072 and AED 40,873 per night. These stays 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 Castellina in Chianti?
You can choose from 1968 villas in Castellina in Chianti. No matter if you're traveling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.
Why book your villa in Castellina in Chianti with Expedia?
Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Castellina in Chianti?
The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.

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