Compare Chianti Region Villas

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Featured Villas in Chianti Region

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

This villa offers a water park, an outdoor pool, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Kitchen
Elegant luxury villa near Florence with private pool and winery

Elegant luxury villa near Florence with private pool and winery

Guests of this villa enjoy features like a gym, a sauna, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Kitchen
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Villa Salivolpe - on top of a Chianti hill - Private swimming pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

Guests of this villa enjoy features like an outdoor pool, a hot tub, and a terrace. Transportation is made easy with limo/town car service. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti

Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti

At this villa, guests have access to a sauna, a hot tub, and a terrace. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Relais Badia a Passignano

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
Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Hot Tub
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Pool
Kitchen
Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

At this villa, guests have access to features like laundry facilities.
Washer
Dryer
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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

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

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591 Villas
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Popular accommodation
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly, Elegant luxury villa near Florence with private pool and winery, Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence, Villa Salivolpe - on top of a Chianti hill - Private swimming pool , Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti, Relais Badia a Passignano, Quiet and Beautiful Property, Large Pool, Airco in bedrooms, 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC, Private villa in the heart of chianti with view of siena

Villas in Chianti Region

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