Compare Castellina in Chianti Villas
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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
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano SI, Italy
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
"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
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Impruneta (Florence) Tuscany
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Hot Tub
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
Villa Dipendenza, Historic Holding with wonderful swimming pool
murlo - siena, tuscany Tuscany
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Villa just 14 km to Florence, 8 bedrooms. Garden, private pool and Wi-Fi!
Rignano sull'Arno Toscana
Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
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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
$54 nightly
The price is $77 total per night from Nov 8 to Nov 9
$77 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Paris
Via Banchi 2 Florence FI
$142 nightly
The price is $169 total per night from Nov 10 to Nov 11
$169 total
Nov 10 - Nov 11
Total with taxes and fees
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
$72 nightly
The price is $95 total per night from Nov 8 to Nov 9
$95 total
Nov 8 - Nov 9
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 | $77 |
Highest Price | $169 |
Popular accommodation | Relais Badia a Passignano, Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano, "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C, Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City, Authentic Private Tuscan Villa for 12 people in Greve: the Heart of Chianti, Villa Dipendenza, Historic Holding with wonderful swimming pool, Villa just 14 km to Florence, 8 bedrooms. Garden, private pool and Wi-Fi!, Your Perfect Tuscan Retreat for Families and Friends, La Ruota - Village house rental in Duddova, Chianti |
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