Compare Castellina in Chianti Villas
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Villas in Castellina in Chianti
Relais Badia a Passignano
Via Martiri di Pratale 12 Barberino Tavarnelle FI
Guests of this villa have access to a seasonal outdoor pool and a garden.
Pool
Kitchen
Authentic Private Tuscan Villa for 12 people in Greve: the Heart of Chianti
Greve in Chianti (Firenze) Toscana
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include local meal delivery service, a garden, and barbecue grills.
Pool
Hot Tub
CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5
Strada In Chianti Città Metropolitana di Firenze
Guests of this villa have access to an outdoor pool, a gym, and a hot tub. Transportation is made easy with limo/town car service. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Villa Bartolini Baldelli - Authentic XV century villa with garden and pool
Toscana Città Metropolitana di Firenze
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Pool
Kitchen
La Ruota - Village house rental in Duddova, Chianti
Duddova Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Marvelous home just steps from the Chianti and beyond
cavriglia Tuscany
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Villa Costa, Stunning Villa in the heart of Tuscany.
Siena Tuscany
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Wonderful private villa for 4 guests with pool, A/C, WIFI, TV and terrace
Asciano Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
San Casciano in Val di Pesa Tuscany
Guests of this villa enjoy features like an outdoor pool, a gym, and a terrace. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Castellina in Chianti
View all propertiesLowest 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.
Hotel Options in Castellina in Chianti
Plus Florence - Hostel
Via Santa Caterina D'Alessandria, 15 Florence FI
$124 nightly
The price is $145 total per night from Oct 4 to Oct 5
$145 total
Oct 4 - Oct 5
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
$146 nightly
The price is $176 total per night from Oct 18 to Oct 19
$176 total
Oct 18 - Oct 19
Total with taxes and fees
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
$172 nightly
The price is $205 total per night from Oct 18 to Oct 19
$205 total
Oct 18 - Oct 19
Total with taxes and fees
Luxury Villas
Book luxury villas in Castellina in Chianti
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Castellina in Chianti. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Castellina in Chianti, so book one now. You’ll feel like a million bucks before you even check in.
Spacious luxury villas in Castellina in Chianti
You won’t have a problem finding your own space in Castellina in Chianti. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Castellina in Chianti on your own and use a one-bedroom villa as your home base.
A top-end villa experience in Castellina in Chianti rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!
Castellina in Chianti Villas essential information
Accommodation | 1829 Villas |
|---|---|
Lowest Price | $145 |
Highest Price | $205 |
Popular accommodation | Relais Badia a Passignano, Authentic Private Tuscan Villa for 12 people in Greve: the Heart of Chianti, CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5, Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, La Ruota - Village house rental in Duddova, Chianti, Marvelous home just steps from the Chianti and beyond, Villa Costa, Stunning Villa in the heart of Tuscany. , Wonderful private villa for 4 guests with pool, A/C, WIFI, TV and terrace, "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C |
More to Explore
- Hotels near Castello di Radda Winery
- Hotels near Castello di Monsanto
- Monteriggioni Hotels
- Colle Petroso Hotels
- Sicelle Hotels
- Radda in Chianti Hotels
- Ponte A Bozzone Hotels
- Barberino Val d'Elsa Hotels
- Hotels near Monteriggioni Castle
- Castellina Scalo Hotels
- Vacation Homes in Castellina Scalo
- Lecchi in Chianti Hotels
- Hotels with Free Parking in Panzano in Chianti
- Hotels near Antinori nel Chianti Classico
- Hotels near Badia a Coltibuono
- Apartments in Colle di Val d'Elsa
- Colle di Val d'Elsa Hotels
- Vacation Homes in Colle di Val d'Elsa
- Farmstay in Poggibonsi
- Castles in Poggibonsi
- Gay Friendly Hotels in Poggibonsi
- Poggibonsi Hotels
- Castles in Cignan Bianco
- Gaiole in Chianti Hotels
- Town Houses in Macie
- Farmstay in Greve in Chianti
- Castles in Greve in Chianti
- Cottages in Greve in Chianti
- Greve in Chianti Hotels
- Sensano Hotels
- Hotels near Verrazzano Castle
- Cavriglia Hotels
- Castles in Chianti Region
- Arcade Hotels in Chianti Region
- Hotels with Restaurants in Chianti Region
- Chianti Region Hotels
- Province of Siena Hotels
- Castles in Province of Siena
- Villas in Province of Siena
- Siena Historical Center Hotels
- Resorts in Cavallari
- Hotels near Meleto Castle
- Siena City Centre Hotels
- Hotels near San Lucchese Convent
- Farmstay in Siena
- Apartments in Siena
- Condo Rentals in Siena
- Cottages in Siena
- Extended Stay Hotels in Siena
- Guest Houses in Siena
- Hostels in Siena
- Siena Hotels
- Houseboats in Siena
- Inns in Siena
- Palaces in Siena
- Rv Parks in Siena
- Resorts in Siena
- Town Houses in Siena
- Tavarnelle Val di Pesa Hotels
- Vacation Homes in Tavarnelle Val di Pesa
- Hotels near Castello di Albola
- Farmstay in Volpaia
- Castles in San Donato in Poggio
- San Sano Hotels
- Hotels near Borgo di Vescine - Tenute di Castelvecchi
- Flights from Radda in Chianti
- Flights to Sambuca
- Flights from Greve in Chianti
- Flights to Chianti Region
- Flights from Charlotte to Chianti Region
- Flights from Chicago to Chianti Region
- Flights from Detroit to Chianti Region
- Flights from Minneapolis - St. Paul to Chianti Region
- Flights from Philadelphia to Chianti Region
- Flights to Province of Siena
- Flights to Siena
- Flights from Boston to Siena
- Flights from Chicago to Siena
- Flights from Toronto to Siena
- Flights from Paris to Siena
- Flights from Newark to Siena
- Flights from San Felice