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Villas in Castellina in Chianti

panoramica casa con piscina privata

7.0 out of 10, Good, (9)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is ¥13,980
¥25,889 total
includes taxes & fees
Sep 1 - Sep 2
panoramica casa con piscina privata

Wine Apartments Florence Lawrence

The price is ¥8,051
¥82,753 total
includes taxes & fees
Aug 24 - Aug 25
Wine Apartments Florence Lawrence

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"
The price is ¥1,639,846
¥1,639,846 total
includes taxes & fees
Aug 20 - Aug 21
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Villa Cicogna Private Villa - sleeps 10 guests in 5 bedrooms

10.0 out of 10, Exceptional, (6)
"Our family stayed here for a local wedding and enjoyed the charm of this quiet town and comfortable villa. The hosts were super responsive and welcoming, making sure we had everything we needed for a pleasant stay. Our toddler loved running around and swimming every day in the pool. The location is perfect to drive to nearby cities with parking provided. Would love to visit again!"
The price is ¥22,324
¥22,324 total
includes taxes & fees
Aug 20 - Aug 21
Villa Cicogna Private Villa - sleeps 10 guests in 5 bedrooms

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! "
The price is ¥307,556
¥351,394 total
includes taxes & fees
Aug 24 - Aug 25
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Casa dei Renai by Rentbeat

The price is ¥9,166
¥43,456 total
includes taxes & fees
Aug 20 - Aug 21
Casa dei Renai by Rentbeat

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

9.8 out of 10, Exceptional, (21)
"We staid there for a week, great with kids (pool) and good location in the countryside if you have car (30m from Florence, 15m from San Gimignano, 35 from Siena)"
The price is ¥40,479
¥102,145 total
includes taxes & fees
Sep 6 - Sep 7
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

Villa con Piscina, Sauna, Jacuzzi

10.0 out of 10, Exceptional, (1)
"Beautiful property, highly recommended. "
The price is ¥52,985
¥108,214 total
includes taxes & fees
Sep 17 - Sep 18
Villa con Piscina, Sauna, Jacuzzi

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is ¥1,024,904
¥1,111,030 total
includes taxes & fees
Aug 27 - Aug 28
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
The price is ¥446,210
¥531,791 total
includes taxes & fees
Sep 5 - Sep 6
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

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."
The price is ¥51,639
¥67,863 total
includes taxes & fees
Aug 20 - Aug 21
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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!"
The price is ¥311,946
¥312,291 total
includes taxes & fees
Aug 26 - Aug 27
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (5)
"Property was just as listed. Clean, large, and a great location for wine tasting, local restaurants, and more. The owners were super helpful in planning some local outings. Highly recommended. "
The price is ¥231,599
¥343,438 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful Tuscan home between Florence & Siena

Beautiful Villa, in Florence, shared pool, 12 guests, wifi, parking

8.0 out of 10, Very Good, (3)
"We were a group of ten friends staying in Florence to celebrate a birthday. A warm welcome awaited us. The villa itself is sizable, though for a little extra we hired the cottage too. All the rooms are tastefully, ornately and traditional appointed while all the bathrooms (most are ensuite) are wonderfully modern. The grounds are extensive (you occasionally see the gardeners during the morning) affording you a privacy hard to find elsewhere in Florence. The lanai has a large table to seat all...
The price is ¥255,434
¥375,729 total
includes taxes & fees
Sep 10 - Sep 11
Beautiful Villa, in Florence, shared pool, 12 guests, wifi, parking

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (141)
"Lovely property, nicely appointed, would be happy to stay there again."
The price is ¥60,288
¥82,509 total
includes taxes & fees
Aug 30 - Aug 31
Luxury Villa in the Florentine hills

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"
The price is ¥262,151
¥300,121 total
includes taxes & fees
Aug 24 - Aug 25
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Spacious villa with stunning pool, luscious gardens

The price is ¥258,379
¥292,313 total
includes taxes & fees
Sep 1 - Sep 2
Spacious villa with stunning pool, luscious gardens

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."
The price is ¥246,257
¥356,487 total
includes taxes & fees
Sep 4 - Sep 5
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Exclusive Villa with Concierge service and heated pool on the Florentine hills

10.0 out of 10, Exceptional, (103)
"Our host (Cate), along with her sister and mother, were fantastic. Very responsive, easy to get ahold of and worked very hard to ensure our visit was amazing. Cate was onsite and worked closely with the catering company and made sure all went well.."
The price is ¥221,037
¥253,138 total
includes taxes & fees
Sep 3 - Sep 4
Exclusive Villa with Concierge service and heated pool on the Florentine hills

Luxury Villa Aria Firenze - 7 minutes from Duomo

10.0 out of 10, Exceptional, (2)
"The modern house is beautiful and provided all the amenities we look for in our vacation rentals. Location was great, for all our excursions. "
The price is ¥115,636
¥144,113 total
includes taxes & fees
Sep 13 - Sep 14
Luxury Villa Aria Firenze - 7 minutes from Duomo
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

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between ¥25,838 and ¥25,838 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 2180 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.