Radda in Chianti Rentals
- From $249 per night (USD)
VRBO
Pastore, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $249 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Spacious apartment in villa with pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $153 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Beautiful farmhouse in Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $283 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Spacious apartment with swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $140 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Beautiful apartment for 4 people with WIFI, pool, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tregole Resort offers four apartments in the heart of the Italian countryside, just a few kilometers away from the charm ...
From $237 per night (USD)VRBO
- From $768 per night (USD)
VRBO
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
The Piaggione of Serravalle, at a glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of ...
From $768 per night (USD)VRBO
- From $1616 per night (USD)
VRBO
Private villa in Chianti with swimming pool surrounded by nature
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 24
<p>Close to ecotours, winery tours, and more, this pet-friendly villa brings it all within reach. Thanks to the convenie ...
From $1616 per night (USD)VRBO
- From $2528 per night (USD)
Expedia
Villa \"Cottage San Bartolomeo\" with Mountain View, Pool & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The San Bartolomeo Cottage impresses guests with its fantastic view of the hills and valley. The 100 m² cottage consists ...
From $2528 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Farmhouse with splendid swimming pool and jacuzzi, panoramic position in Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
From $129 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
From $129 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Casa Chiara by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Modern house "Casa Chiara", 2 storeys, built in 2009. 300 m from the centre of Castellina in Chianti, in a sunny positio ...
From $141 per night (USD)VRBO
- From $94 per night (USD)
Expedia
Panorama, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $94 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Lavanda, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $261 per night (USD)VRBO
- From $1004 per night (USD)
Expedia
Countryside Villa with Private Swimming Pool in Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
VILLA ARYANNA – SIENA AREA Villa Aryanna is a lovely Tuscan style villa located in the Chianti wine producing region of ...
From $1004 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Antica Posta, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break with friends in the heart of Chianti at this superbly located villa. It’s just a few kilometres to Castelli ...
From $289 per night (USD)VRBO
- From $258 per night (USD)
Expedia
The Villa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Casa al Monte is an ancient peasant residence located on the top of a hill, surrounded by olive and fruit trees. It is l ...
From $258 per night (USD)Expedia
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VRBO
\"DARIO3\" APARTMENT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Casa Dario 3 apartment is perfect for those traveling with the family or with a couple of friends. In its outdoor ga ...
Click For PricingVRBO
- Click For Pricing
Expedia
HOUSE \"BARN. 2\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ideal for those who love traveling with family or friends, the Casa Granaio 2 apartment offers hospitality, elegance and ...
Click For PricingExpedia
- From $141 per night (USD)
VRBO
Wonderful private villa with A\/C, WIFI, TV, terrace, pets allowed, panoramic view and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you're looking for a modern vacation rental with all the amenities you need, look no further than "Casa Chiara." This ...
From $141 per night (USD)VRBO
- From $1104 per night (USD)
Expedia
Summer cracks
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
<p>Located in Greve in Chianti, this welcoming vacation home brings it all within your reach. With the property's conven ...
From $1104 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Casa Belgodi by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Resort "Casa Belgodi". 4 apartments in the property. 4 km from the centre of Castellina in Chianti, 16 km from the centr ...
From $237 per night (USD)VRBO
- Click For Pricing
Expedia
Casa di Campagna Il Mandorlo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Radda in Chianti, this 1-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nature ...
Click For PricingExpedia
- From $219 per night (USD)
VRBO
La Stella, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $219 per night (USD)VRBO
- From $1511 per night (USD)
Expedia
Vrbo Property
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
<p>This villa lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, inc ...
From $1511 per night (USD)Expedia
- From $1115 per night (USD)
VRBO
Villa Rosa, Greve in Chianti, Florence and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for somewhere for friends and family to take a wine-themed holiday in Chianti Classico? Look no further. This gr ...
From $1115 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Poggio Tondo, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Raise a glass to Tuscany – there are few better places to do so than at this villa in the heart of the Chianti Classico ...
From $517 per night (USD)Expedia
- From $199 per night (USD)
VRBO
La Chiantinelle - La Grange
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Greve in Chianti, this 2-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the ...
From $199 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Casa Vecchia, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $157 per night (USD)Expedia
- From $591 per night (USD)
VRBO
Vrbo Property
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
<p>This vacation home brings it all within your reach. </p><p>While you're here, you can enjoy all the comforts of home ...
From $591 per night (USD)VRBO
- From $3389 per night (USD)
Expedia
Large Villa rental near Panzano Tuscany
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
One of the most stylish properties of the Tuscan countryside, it is located in the surroundings of Greve in Chianti, jus ...
From $3389 per night (USD)Expedia
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Expedia
Apartment 'Casa In Pietra' with Shared Terrace, Wi-Fi and Air Conditioning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Vagliagli, the holiday apartment Casa in Pietra has everything you need for a comfortable holiday. The 2-stor ...
Click For PricingExpedia
- From $887 per night (USD)
Expedia
Casa Faraona, villa with private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine the perfect Chianti villa - a secluded house with a private pool and fabulous 180-degree views. That's just what ...
From $887 per night (USD)Expedia
- Click For Pricing
VRBO
\"PERA 3\" APARTMENT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Casa Pera 3 apartment, decorated in a country-chic style, is perfect for groups of friends or couples with several c ...
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- Click For Pricing
Expedia
\"IL TORRINO\" APARTMENT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Staying in a real medieval watchtower restored according to the origin interior design is an experience only Borgo di Pi ...
Click For PricingExpedia
- Click For Pricing
VRBO
\"PERA 4\" APARTMENT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The large wooden canopy bed and the numerous views of the Tuscan countryside will make you fall in love with the Casa Pe ...
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Expedia
HOUSE \"GUARD 1\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Casa Guardia 1 apartment, obtained from the ancient home of the Borgo gamekeeper, has the distinctive feature of off ...
Click For PricingExpedia
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VRBO
HOUSE \"GUARD N. 2\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect for a group of friends or for a couple with children, the Casa Guardia 2 apartment maintains all the charm of th ...
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- Click For Pricing
Expedia
\"PERA 2\" APARTMENT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In the living room with rustic brick arches and exposed beams, you can spend pleasant evenings in front of the fireplace ...
Click For PricingExpedia
- Click For Pricing
VRBO
\"DARIO 2\" APARTMENT
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Rustic charm and valuable materials characterize the Casa Dario 2 apartment which, thanks to its triple facilities, is s ...
Click For PricingVRBO
- Click For Pricing
Expedia
CASA DARIO APARTMENT 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The kitchen with the large and original fireplace and the delightful mezzanine which houses the sofa and TV, together wi ...
Click For PricingExpedia
- Click For Pricing
VRBO
HOUSE \"BARN. 1\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brightness, soft colors and warm and hospitable furnishings will welcome you in the Casa Granaio 1 apartment, located on ...
Click For PricingVRBO
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Expedia
APARTMENT \"DARIO1\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
If you want a romantic setting in which to relax in the total peace and quiet of the Chianti countryside, the Casa Dario ...
Click For PricingExpedia
- Click For Pricing
VRBO
\"PERA1\" APARTMENT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Let yourself be enchanted by the romantic atmosphere of the Casa Pera 1 apartment, obtained within the old school of the ...
Click For PricingVRBO
- From $213 per night (USD)
Expedia
Pergola, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $213 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Casa Allegra, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $218 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Bell´Aria, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $166 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Santa Lucia, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $180 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Bella Vista, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $140 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Due Leoni, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $174 per night (USD)VRBO
- From $168 per night (USD)
Expedia
La Contessina, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $168 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $184 per night (USD)VRBO
- From $113 per night (USD)
Expedia
Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $113 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Casetta con Vista, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $174 per night (USD)VRBO
- Click For Pricing
Expedia
Ancient village with swimming pool in the heart of Chianti - Il Melograno
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Situated in a rural area, this welcoming vacation home brings all of Castellina in Chianti within your reach. Jump in ...
Click For PricingExpedia
- From $698 per night (USD)
VRBO
Beautiful Villa up to 10 guests. Private pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Independent villa sleeps 8 + 2 (260 square meters) On the ground floor there is a large living room with a stone firep ...
From $698 per night (USD)VRBO
- From $1660 per night (USD)
Expedia
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
- Bedrooms:
- 9
- Bathrooms:
- 11
- Sleeps:
- 18
Open hilltop views, extensive private gardens and country comforts are awaiting your Chianti get-together at Cresta del ...
From $1660 per night (USD)Expedia
- From $621 per night (USD)
VRBO
Family property in the heart of Tuscany & Chianti Hillside
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Family villa (easily sleeps 16 people) with private infinity pool in the middle of vineyards and a natural reserve. Fu ...
From $621 per night (USD)VRBO
- From $146 per night (USD)
VRBO
The terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Located in Castellina in Chianti, this welcoming apartment lets you experience it all. You're conveniently located wi ...
From $146 per night (USD)VRBO
- From $743 per night (USD)
VRBO
Vrbo Property
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>This villa lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, inc ...
From $743 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Vrbo Property
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>This apartment lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, ...
From $140 per night (USD)Expedia
- From $2313 per night (USD)
VRBO
Vrbo Property
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 20
<p>This villa lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, inc ...
From $2313 per night (USD)VRBO
- Click For Pricing
VRBO
Tenuta di San Giusto in Salcio, Gaiole in Chianti
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Tenuta di San Giusto; a very peaceful and characteristic villa dated from the year 1000. Situated in the municipality of ...
Click For PricingVRBO
- From $180 per night (USD)
VRBO
Farmhouse with splendid swimming pool and jacuzzi, panoramic position in Chianti
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
From $180 per night (USD)VRBO