Compare Chianti Region 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 Chianti Region

Don't see what you're looking for?
See all available properties in Chianti Region
View all properties
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.

Hotel Options in Chianti Region

    Hotel Toscana Ambassador

    Hotel Toscana Ambassador

    Via Salceto, 11 Poggibonsi SI
    $65 nightly
    The price is $78 total per night from Jun 22 to Jun 23
    $78 total
    Jun 22 - Jun 23
    Total with taxes and fees
    8.2/10 Very Good! (342 reviews)
    Villa Casagrande Resort & SPA

    Villa Casagrande Resort & SPA

    Via del Puglia, 61 Figline e Incisa Valdarno FI
    $152 nightly
    The price is $172 total per night from Jun 21 to Jun 22
    $172 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.2/10 Wonderful! (393 reviews)
    Castello di Spaltenna- Small Luxury Hotels of the World

    Castello di Spaltenna- Small Luxury Hotels of the World

    Via Spaltenna 13 Gaiole in Chianti SI
    $502 nightly
    The price is $563 total per night from Jun 21 to Jun 22
    $563 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.6/10 Exceptional! (273 reviews)

Luxury Villas

Book luxury villas in Chianti Region
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Chianti Region. 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 Chianti Region, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Chianti Region
You won’t have a problem finding your own space in Chianti Region. 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 Chianti Region on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Chianti Region 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!

Chianti Region Villas essential information

Accommodation
579 Villas
Lowest Price
$78
Highest Price
$563
Popular accommodation
Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence, Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, Home Cinema • Private Pool & Hot Tub • Sleeps 12 (6 Bathrooms), La Ruota - Village house rental in Duddova, Chianti, Marvelous home just steps from the Chianti and beyond, Casanovina, Castellina in Chianti, Siena and Chianti, CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5, ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views, Private villa in the heart of chianti with view of siena

More to Explore