HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

Holidaymakers searching for holiday rentals in Castellina in Chianti also enquired about apartments in San Gimignano, villas in Gaiole in Chianti and villas in Castelnuovo Berardenga

Make a holiday home, farm house or villa in Castellina in Chianti, Italy your home away from home

The idyllic little township of Castellina in Chianti is situated in the province of Siena, in the famous wine-producing region of Tuscany, Italy. Many of the picture postcard rural homes here have been converted into luxury holiday accommodation, really increasing the popularity of the area. The fact that the beautiful city of Florence is just 22 miles to the north makes Castellina in Chianti an even more appealing holiday destination, especially for couples and friends.

Things to do on holiday in Castellina in Chianti, Italy

Castellina in Chianti is the atypical image of Italy’s scenic Tuscany region – historic buildings and churches, rolling green hills and countryside, and of course vineyards where all the tasty Chianti wines are produced! Far from being just a small rural ‘comune’, Castellina in Chianti actually has a number of interesting sights to see. Dating back hundreds of years, the township was first inhabited by Etruscans and Romans, though it took on most of its current character during the 14th and 15th centuries when it was fortified. Today you can still visit the large Rocca (castle) and its 14th century tower, plus the small Etruscan museum here. When the town was fortified underground passageways were also built, such as the Via delle Volte which you can visit.

The Church of San Salvatore is another popular attraction. This was constructed in the 15th century and features a fresco from that period of the Madonna with Child. Other picturesque churches can be found in the small villages surrounding the town, as well as evidence of Castellina in Chianti’s earlier history, such as the Etruscan tomb which dates back to the 6th century. Of course one of the big attractions with this region of Italy is the vineyards, where tours and wine tasting are popular.

Places to visit on holiday in Castellina in Chianti, Italy

As if the beautiful surroundings of Castellina in Chianti weren’t enough, holiday makers renting a holiday home here can also benefit from the fact that Florence is easily accessible. Just over 20 miles away, Florence would make an ideal day trip, especially to its UNESCO World Heritage Site listed historic centre.

The city of Siena is even closer, at just 9 miles distant, and this too is listed as a UNESCO World Heritage Site. The architecture here is quite stunning!

The weather in Castellina in Chianti, Italy

Castellina in Chianti is best described as having a Mediterranean climate with hot and somewhat humid summers, with some rainfall. Winters are mild, though the region experiences a little more rainfall during this time. Find some holiday accommodation in Castellina in Chianti which has a swimming pool as this will be great for taking a dip to cool off from the summertime average high temperatures in the low 30’s C!

Flights to Castellina in Chianti, Italy

To reach your Castellina in Chianti holiday home you have several options for flights. The nearest major airport is at Florence, however, Pisa has a much better choice of airlines flying there from the UK that you can choose from. This includes budget airlines such as easyJet, Ryanair and Thomsonfly, as well as some of the world’s major airlines too.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Properties good for

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 48 times in the last 48 hours
  • 3 BR Apartment
  • 1 BA
  • 1076 sq. ft.
Exceptional! 5/5
(35 reviews)
avg/night
35
Viewed 22 times in the last 48 hours
Premier Partner
  • 3 BR Farmhouse
  • 2 BA
  • 1829 sq. ft.
Excellent! 4.7/5
(15 reviews)
avg/night
15
  • 2 BR Apartment
  • 1 BA
  • 807 sq. ft.
Exceptional! 5/5
(2 reviews)
avg/night
2
Viewed 11 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 2421 sq. ft.
Wonderful! 4.9/5
(35 reviews)
avg/night
35
Viewed 27 times in the last 48 hours
  • 4 BR Farmhouse
  • 2 BA
  • 1399 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
13
Viewed 46 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 2152 sq. ft.
Exceptional! 5/5
(33 reviews)
avg/night
33
Viewed 26 times in the last 48 hours
Premier Partner
  • 2 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(13 reviews)
avg/night
13
Viewed 32 times in the last 48 hours
Premier Partner
  • 6 BR Villa
  • 6 BA
  • Separate Toilet
  • 4500 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
15
Viewed 5 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 2 BA
  • Separate Toilet
avg/night
Viewed 28 times in the last 48 hours
  • 6 BR Farmhouse
  • 5 BA
  • Separate Toilet
  • 4843 sq. ft.
Exceptional! 5/5
(20 reviews)
avg/night
20
Viewed 14 times in the last 48 hours
  • 8 BR Villa
  • 7 BA
  • 3767 sq. ft.
avg/night
4
Viewed 10 times in the last 48 hours
  • 3 BR Farmhouse
  • 3 BA
  • 1722 sq. ft.
Wonderful! 4.8/5
(18 reviews)
avg/night
18
Viewed 8 times in the last 48 hours
  • 2 BR Mill
  • 2 BA
  • 914 sq. ft.
avg/night
4
Viewed 16 times in the last 48 hours
  • 2 BR Farmhouse
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
12
Viewed 6 times in the last 48 hours
  • 9 BR Farmhouse
  • 7 BA
  • 5597 sq. ft.
avg/night
Viewed 9 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 861 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
1
  • 3 BR Farmhouse
  • 3 BA
  • 1689 sq. ft.
Wonderful! 4.9/5
(9 reviews)
avg/night
9
  • 2 BR Chateau / Country House
  • 1 BA
  • 914 sq. ft.
Excellent! 4.6/5
(16 reviews)
avg/night
16
Viewed 17 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 1937 sq. ft.
avg/night
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
avg/night
  • 2 BR Apartment
  • 1 BA
  • 592 sq. ft.
avg/night
Viewed 21 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 2 BA
  • 861 sq. ft.
Excellent! 4.6/5
(18 reviews)
avg/night
18
Viewed 21 times in the last 48 hours
  • 4 BR Villa
  • 2 BA
avg/night
2
  • 2 BR Apartment
  • 1 BA
  • 753 sq. ft.
avg/night
1
Viewed 6 times in the last 48 hours
Premier Partner
  • 4 BR Apartment
  • 2 BA
avg/night
  • 2 BR Apartment
  • 1 BA
  • 645 sq. ft.
avg/night
1
Viewed 9 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 3229 sq. ft.
avg/night
2
Viewed 8 times in the last 48 hours
  • 2 BR Farmhouse
  • 2 BA
  • 1022 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Wonderful! 4.8/5
(20 reviews)
avg/night
20
  • 1 BR Apartment
  • 1 BA
  • 699 sq. ft.
avg/night
Viewed 7 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • 78 sq. ft.
avg/night
Viewed 11 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 2066 sq. ft.
avg/night
Excellent! 4.6/5
(17 reviews)
avg/night
17
  • 2 BR Apartment
  • 1 BA
  • 570 sq. ft.
avg/night
  • 2 BR Apartment
  • 1 BA
  • 645 sq. ft.
avg/night
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
avg/night
  • 3 BR Apartment
  • 1 BA
  • 1291 sq. ft.
avg/night
  • 2 BR Apartment
  • 1 BA
  • 1291 sq. ft.
avg/night
Premier Partner
  • 2 BR Apartment
  • 2 BA
avg/night
Premier Partner
  • 6 BR House
  • 4 BA
  • 3229 sq. ft.
avg/night
  • 1 BR Apartment
  • 1 BA
  • 322 sq. ft.
avg/night
Premier Partner
  • 3 BR House
  • 3 BA
  • 1506 sq. ft.
avg/night
1
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 322 sq. ft.
avg/night
  • 2 BR Cottage
  • 2 BA
  • 645 sq. ft.
avg/night
3
avg/night
2
  • 1 BR Apartment
  • 1 BA
  • 322 sq. ft.
Exceptional! 5/5
(2 reviews)
avg/night
2
Premier Partner
  • 2 BR Apartment
  • 2 BA
avg/night
  • 2 BR Cottage
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
6
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
1
Premier Partner
  • 2 BR Apartment
  • 2 BA
avg/night

Castellina In Chianti Holiday Apartments & Villas (300+)

 

Recent Reviews

Review for stay from 23 July 2016 to 30 July 2016

5 of 5
Wir haben uns hier sehr wohl gefühlt. Ideale Lage mit einem atemberaubenden Ausblick. Die Anlage ist sehr gepflegt und in einwandfreiem Zustand
  • Review Submitted: Nov 10, 2017
  • Date of Stay: Jul 2016

Review for stay from 21 October 2017 to 28 October 2017

5 of 5
Très belle villa avec une superbe vue. C'était magique. Chaque petite famille avait son propre espace. Chambres spacieuses. Salles de bain nombreuses ce qui a été fort appreciable. Nous avons pu apercevoir des animaux chaque jour : chevreuils, biches, renards... Accueil très sympathique de la part d'Élisa qui faisait l'effort de nous parler en français. Nous avons aussi fait une dégustation de vin dans le domaine et elle nous a très bien conseillés. Un seul défaut pour la maison : c'est un peu sombre. A conseiller surtout que la villa est très bien située pour visiter la Toscane qui est une région remplie de merveilles.
  • Review Submitted: Nov 04, 2017
  • Date of Stay: Oct 2017