Compare Chianti Region Villas

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Featured Villas in Chianti Region

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
Welcome Home: Exclusive Villa, heated pool and Concierge service

Welcome Home: Exclusive Villa, heated pool and Concierge service

$1,950 nightly
The price is $1,954 total per night
$1,954 total
Jul 31 - Aug 1
Total includes taxes and fees
Guests of this villa enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this golf villa include laundry facilities, local meal delivery service, and a garden.
Pool
Kitchen
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, a garden, and barbecue grills.
Pool
Hot Tub
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
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
Your panoramic house in Tuscany between vineyards and olive groves.

Your panoramic house in Tuscany between vineyards and olive groves.

At this villa, guests have access to a terrace, laundry facilities, and barbecue grills. This villa also has 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
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

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
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 a garden. This family-friendly vacation home also has barbecue grills.
Pool
Kitchen
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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

    Hotel Borgo di Cortefreda Relais

    Hotel Borgo di Cortefreda Relais

    Via Roma 191, Barberino Tavarnelle, FI
    $197 nightly
    The price is $224 total per night from Aug 1 to Aug 2
    $224 total
    Aug 1 - Aug 2
    Total includes taxes and fees
    9.2/10 Wonderful! (429 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
    9.4/10 Exceptional! (235 reviews)
    Hotel Ristorante Alcide

    Hotel Ristorante Alcide

    Viale Marconi, 67/A, Poggibonsi, SI
    $63 nightly
    The price is $77 total per night from Jul 27 to Jul 28
    $77 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    8/10 Very Good! (449 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
591 Villas
Lowest Price
$77
Highest Price
$1,954
Popular accommodation
Relais Badia a Passignano, Welcome Home: Exclusive Villa, heated pool and Concierge service, Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti, Villa Salivolpe - on top of a Chianti hill - Private swimming pool , Private villa in the heart of chianti with view of siena, Your panoramic house in Tuscany between vineyards and olive groves., Quiet and Beautiful Property, Large Pool, Airco in bedrooms, Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C., 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

Villas in Chianti Region

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