Compare Gaiole in Chianti Villa Deals

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 Gaiole in Chianti

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

Fonterutoli Provincia di Siena
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This villa also has a garden.
Pool
Hot Tub
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Monteriggioni SIENA Toscana
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. Transportation is made easy with limo/town car service. This family-friendly villa also has barbecue grills.
Pool
Kitchen
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

IMPRUNETA Tuscany
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Villa Bartolini Baldelli - Authentic XV century villa with garden and pool

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
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Civitella di val di chiana Province of Arezzo
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. This family-friendly villa also has a living plant wall.
Pool
Kitchen
Marvelous home just steps from the Chianti and beyond

Marvelous home just steps from the Chianti and beyond

cavriglia Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
La Ruota - Village house rental in Duddova, Chianti

La Ruota - Village house rental in Duddova, Chianti

Duddova Tuscany
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5

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
Beautiful private villa for 4 guests with WIFI, A/C, pool, TV and terrace

Beautiful private villa for 4 guests with WIFI, A/C, pool, TV and terrace

Asciano Tuscany
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Gaiole in Chianti
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 Gaiole in Chianti

    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
    $394 nightly
    The price is $445 total per night from Aug 9 to Aug 10
    $445 total
    Aug 9 - Aug 10
    Total with taxes and fees
    9.6/10 Exceptional! (278 reviews)
    Castello di Tornano Wine Resort

    Castello di Tornano Wine Resort

    Loc. Tornano Gaiole in Chianti SI
    $202 nightly
    The price is $232 total per night from Aug 6 to Aug 7
    $232 total
    Aug 6 - Aug 7
    Total with taxes and fees
    9/10 Wonderful! (117 reviews)
    Ultimo Mulino Wellness Country Hotel

    Ultimo Mulino Wellness Country Hotel

    Localita La Ripresa di Vistareni Gaiole in Chianti SI
    $158 nightly
    The price is $183 total per night from Aug 31 to Sep 1
    $183 total
    Aug 31 - Sep 1
    Total with taxes and fees
    8.8/10 Excellent! (161 reviews)

Luxury Villas

Book luxury villas in Gaiole 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 Gaiole 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 Gaiole in Chianti, so book one now. You’ll feel like a million bucks before you even check in.

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

A top-end villa experience in Gaiole 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!

Gaiole in Chianti Villas essential information

Accommodation
1879 Villas
Lowest Price
$183
Highest Price
$445
Popular accommodation
Private villa in the heart of chianti with view of siena, Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. , EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE , Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment, Marvelous home just steps from the Chianti and beyond, La Ruota - Village house rental in Duddova, Chianti, CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5, Beautiful private villa for 4 guests with WIFI, A/C, pool, TV and terrace