We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
GBP
Sign in
Castellina In Chianti
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Car Hire
Forums
Inbox
See all
Log in
to get trip updates and message other travellers.
Luxury Villas in Castellina In Chianti, Italy
Holiday Rentals
Europe
Italy
Tuscany
Province of Siena
Castellina In Chianti
Castellina In Chianti Luxury Villas
Search
Owner log in
Castellina In Chianti
Luxury Holiday Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (204)
Grill (148)
Other outdoor space (112)
Fireplace (110)
Show all
Suitability
Kid friendly (187)
Pet friendly (102)
Smoking allowed (38)
Elder access (3)
Show more
Property type
Holiday Rental House (162)
Condominium/Apartment (50)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Private Chef (0)
Private Beach (0)
Waterfront (0)
Ski In/Ski Out (0)
Show all
Distance from
5 mi
Poggio Amorelli
Tenuta Casanova
Sant'Agnese Farm
Rocca Della Macie
Rocca di Castellina
Show all
212 rentals
in Castellina In Chianti.
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool Spa
151
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
House in a typical village in the heart of Chianti
39
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Luxury converted barn with hilltop views in chianti wine region, Tuscany
84
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
11
Holiday Rental House
View on map
11 bedrooms
12 bathrooms
Sleeps 23
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
House in a typical village in the heart of Chianti
28
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
detached villa with private pool and garden
2
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
2+1BR Luxe Apart In A Beautifully Restored Tuscan Farm with Pool and Spa
22
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1BR Apart In a Beautif. Restored Farm, Pool & Spa, 1st floor, 140/190cm
40
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
House with swimming pool. Medieval village in the heart of Chianti Classico
41
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful Tuscan farmhouse with stunning views of Chianti countryside
14
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa with private swimming pool in Tuscany
5
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ceccatelli In Castellina in Chianti, Tuscany
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Santantimo In Castellina in Chianti, Tuscany
3
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ancient farm situated in the heart of the Chianti Classico Senese, Pool and View
24
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Authentic Tuscan House with an outdoor swimming pool
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa Arnica A: A characteristic and welcoming ancient tuscan country house
3
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
2BR apart in a beautifully restored Farm w Pool and Spa, ground floor terrace
24
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa rental near Siena
Holiday Rental House
View on map
5 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful apartment in villa with WIFI, pool, TV, patio, pets allowed
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Il Nocino, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
9BR, 16-23 Guests Retreats & Family In A Beautifully Restored Farm w Spa & Pool
30
Holiday Rental House
View on map
9 bedrooms
7 bathrooms
Sleeps 27
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ginestra, Castellina in Chianti, Siena and Chianti
Holiday Rental House
View on map
1 bedroom
2 bathrooms
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stunning private villa with A/C, WIFI, TV, terrace, pets allowed, panoramic
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
La Misura, cottage with garden and swimming pool on the hills of Chianti
2
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Stone barn and house with pool and breathtaking views (Cip. 1 + Cip. 2)
1
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa "San Bartolomeo" with Pool and Wi-Fi - Pets allowed
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casa il Cipresso, in the heart of Chianti with swimming pool
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casa Antico Roseto - cottage with swimming pool
1
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casa Belvedere cottage with swimming pool in the heart of Chianti
Holiday Rental House
View on map
5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Apartment in the heart of Chianti
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Chianti hilltop house, exceptional views, large swimming pool
17
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casale la Canonica, Castellina in Chianti, Siena and Chianti
Holiday Rental House
View on map
6 bedrooms
6 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa Montespertoli In Castellina in Chianti, Tuscany
4
Holiday Rental House
View on map
6 bedrooms
7 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani
1
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cignanbianco - Alba e Tramonto by Interhome
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Old farm in the heart of Chianti Merlot apartment
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casale Cipressi, Castellina in Chianti, Siena and Chianti
1
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cerretino Tettoia by Interhome
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
La Querce, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
"LA CAPANNA" APARTMENT
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Casale Il Poggino by Interhome
6
Holiday Rental House
View on map
7 bedrooms
6 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Le Macine - farmhouse with pool in Chianti
1
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lupinati Farm - La Corte
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful private villa for 4 people with WIFI, pool, TV, terrace, panoramic
1
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private Villa with A/C, WIFI, private pool, TV, patio, panoramic view, close
Holiday Rental House
View on map
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Holiday Rental House
View on map
9 bedrooms
10 bathrooms
Sleeps 18
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Villa la Corte Comfortable holiday residence
Holiday Rental House
View on map
6 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cerretino + Tettoia by Interhome
Holiday Rental House
View on map
7 bedrooms
6 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
CLASSIC BILO 3 APARTMENT
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Typical farmhouse in the heart of Chianti with private swimming pool
Holiday Rental House
View on map
13 bedrooms
12 bathrooms
Sleeps 24
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
…
5
Showing results 1-50 of 212
Castellina In Chianti
Castellina In Chianti Tourism
Castellina In Chianti Hotels
Bed and Breakfast Castellina In Chianti
Castellina In Chianti Holiday Rentals
Flights to Castellina In Chianti
Castellina In Chianti Restaurants
Castellina In Chianti Attractions
Castellina In Chianti Travel Forum
Castellina In Chianti Photos
Castellina In Chianti Map
Castellina In Chianti Guide
Hotels
All Castellina In Chianti Hotels
Castellina In Chianti Hotel Deals
Last Minute Hotels in Castellina In Chianti
By Hotel Type
Castellina In Chianti Campsites
Romantic Hotels in Castellina In Chianti
Castellina In Chianti Green Hotels
Family Hotels Castellina In Chianti
Business Hotels Castellina In Chianti
Luxury Hotels in Castellina In Chianti
Spa Hotels in Castellina In Chianti
By Hotel Class
5-stars Hotels in Castellina In Chianti
4-stars Hotels in Castellina In Chianti
3-stars Hotels in Castellina In Chianti
Popular Amenities
Castellina In Chianti Hotels with Parking
Castellina In Chianti Hotels with a Pool
Pet Friendly Hotels in Castellina In Chianti
Popular Castellina In Chianti Categories
Modern Hotels in Castellina In Chianti
Hotels with Balconies in Castellina In Chianti
Castellina In Chianti Cheap Pet Friendly Hotels
Castellina In Chianti Beach Spa Hotels
Castellina In Chianti Pet Friendly Campsites
Castellina In Chianti Hotels with Outdoor Pool
Castellina In Chianti Hotels with a View
Castellina In Chianti Non-Smoking Hotels
Castellina In Chianti Hotels with Air Conditioning
Castellina In Chianti Hotels with Concierge
Near Airports
Hotels near (FLR) Peretola Airport
Hotels near (PSA) Gal Galilei Airport
Near Colleges
Hotels near University of Italian Studies for Foreigners of Siena
Things to Do
Restaurants
Flights
Holiday Rentals
By Holiday Rental Type
House Rentals in Castellina In Chianti
Apartment Rentals in Castellina In Chianti
Villas in Castellina In Chianti
Cheap Castellina In Chianti Holiday Rentals
Castellina In Chianti Luxury Holiday Rentals
Popular Amenities
Pet Friendly Rentals in Castellina In Chianti
Kid Friendly Castellina In Chianti Holiday Rentals
Places of Interest
Holiday Rentals near Vignamaggio
Holiday Rentals near Pieve di San Leolino
Holiday Rentals near Castello di Albola
Holiday Rentals near Castello Monterinaldi
Holiday Rentals near Villa Trasqua
Holiday Rentals near Tenuta di Lilliano
Holiday Rentals near Lamole di Lamole
Airports
Holiday Rentals near Santa Maria Novella
Travel Stories
Cruises
Car Hire
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories