Gaiole in Chianti, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Gaiole in Chianti, Tuscany on RentalSaver.com!

Gaiole in Chianti Rentals

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VRBO
Apartment 'Casale Rosennano - Loggia' with Shared Garden & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in the medieval village of Rosennano, the apartment 'Casale Rosennano - Loggia' is part of a characteristic farm ...
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VRBO
$\La Casina delle Fate\ a pretty little house in Tuscany$
From $120 per night (USD)
VRBO
\"La Casina delle Fate\" a pretty little house in Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The CASINA DELLE FATE is a 5 km from the "heart" of Chianti classico - It will take 45 minutes (35 km) from Siena, 60 mi ...
From $120 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Podere II Colto - Located In A Beautiful Forested Area In Chianti Region heart
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The house was built in 1891 and has a square floor plan. When you enter you find an old stone pavement. From here you se ...
From $123 per night (USD)
VRBO
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Expedia
Apartment Casale Rosennano - Scuderie with Shared Garden & Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the medieval village of Rosennano, the apartment Casale Rosennano - Scuderie is part of a characteristic farm ...
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Expedia
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VRBO
Apartment Casale Rosennano - Tinaia with Shared Garden & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the medieval village of Rosennano, the apartment Casale Rosennano - Tinaia is part of a characteristic farmho ...
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VRBO
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Expedia
Apartment Casale Rosennano - Padronale with Shared Garden & Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the medieval village of Rosennano, the apartment Casale Rosennano - Padronale is part of a characteristic far ...
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Expedia
From $162 per night (USD)
VRBO
Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the medieval village of Rosennano, the apartment Casale Rosennano - Riserva is part of a characteristic farmh ...
From $162 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Tuscan apt. magnificent panorama, pure nature, relaxation, private pool, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The 4-room apartment is ideal for families and small groups. The entrance is at ground level, two bedrooms and a bathroo ...
From $114 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Chianti Holiday House, private jacuzzi up to 6 pax
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, s ...
From $126 per night (USD)
VRBO
From $127 per night (USD)
Expedia
WINERY STAY IN THE HILLS OF CHIANTI
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Farm stay in Gaiole in Chianti with an outdoor pool This farm stay features an outdoor pool. Bathrooms include showers. ...
From $127 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Casa del Mastro, San Sano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $129 per night (USD)
VRBO
From $10526 per night (USD)
Expedia
Traditional Stone House in the Heart of Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect for those who want to enjoy a relaxing holiday in the Chianti countryside among vineyards and woods. The place i ...
From $10526 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Montelodoli Capanna, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With an atmosphere of a private country cottage grandeur, with climbing vines trailing across the exterior walls, this s ...
From $325 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Gittori, Gaiole in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Located just a short stroll from the historical center of Gaiole in Chianti, Gittori is a luxury villa in the heart of t ...
From $505 per night (USD)
Expedia
From $1891 per night (USD)
VRBO
Podere Campi, Gaiole in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Podere Campi is one of the most unique villas in Tuscany that we offer. A medieval priests house and originally a strate ...
From $1891 per night (USD)
VRBO
From $99 per night (USD)
Expedia
Tuscan apartment in an idyllic location, grandiose panorama, pool, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 3-room apartment guarantees an enchanting view of the rolling green hills as far as Siena from the bed. It is on the ...
From $99 per night (USD)
Expedia
From $101 per night (USD)
VRBO
Apartment in Tuscan stone house, surrounded by nature with private pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 3-room apartment offers comfort for families or a small group. It is located at ground level, the terrace is located ...
From $101 per night (USD)
VRBO
From $149 per night (USD)
VRBO
An enchanting cottage for a perfect vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Leccino is one of three houses that are part of Podere Pornanino, a 36-hectare organic farm producing extra virgin olive ...
From $149 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Villa il Roseto In Gaiole in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Property for exclusive use Stonework Villa in typical Tuscan style, 250 sq. m., with 4 double bedrooms and 4 bathrooms, ...
From $972 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Best Location. Heart of Tuscany; Still offering 2023 pricing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
We continue to provide an oustanding location and beautiful home at reasonable rates. This is a perfect location for a ...
From $141 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Farmhouse apartment in Chianti with garden and pool for 2 people
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Stone farmhouse. The apartment is carefully furnished and well-stocked. Satellite TV, Wifi, kitchen, fridge, freezer, wa ...
From $125 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Tuscan apartment with magnificent panorama, private pool, WLAN, pure nature, relaxation
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A short distance from birdwatching, wildlife walks, and more, this family-friendly apartment lets you experience it a ...
From $120 per night (USD)
Expedia
From $131 per night (USD)
VRBO
classic tuscan villa set upon the Monti del Chianti
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
In the quiet of terrace (4 acres) cultivated to olive trees you will relax in a villa that preserve the rural original c ...
From $131 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Villa on Chianti hill in heart of Tuscany, super-large pool, 14 ha plot
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Restored from the ruin of a typical Tuscan farmhouse this Podere sits high on a hilltop at 600 meter above sea-level (wh ...
From $463 per night (USD)
VRBO
From $798 per night (USD)
VRBO
Newly renovated villa, private pool & sauna on wine estate with spa & activities
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
L'eremo is situated on an elegant Tuscan estate that produces excellent wine and olive oil. Newly renovated in 2024, en ...
From $798 per night (USD)
VRBO
From $343 per night (USD)
VRBO
L'Angolino In Radda in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property for exclusive use Beautiful stone farmhouse, completely independent, 120 sq. m., holding up to 6 persons with t ...
From $343 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Sestuccia is a beautiful Tuscan villa just a short distance from Gaiole in Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sestuccia is a beautiful Tuscan villa, located a short distance from Gaiole in Chianti and also within easy reach of Rad ...
From $567 per night (USD)
VRBO
From $734 per night (USD)
VRBO
Le Diacce: Beautiful Old Farmhouse with Breathtaking Countryside View
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
What we offer is a beautiful and spacious old stone house in the heart of the unspoiled Chianti countryside. It has been ...
From $734 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Secciano is located strategically between these 3 artistic cities allowing for easy access to tourist sites, but at ...
From $143 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Villa Nova - Holiday Country House with swimming pool in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Beautiful country house situated in the heart of the renowned Chianti Classico region, approx. 20 km from Siena away. Th ...
From $168 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Il Colombaio In Gaiole in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Property for exclusive use Ancient tower dating back to the 1600s with an apartment in a separate farmhouse, hosting a t ...
From $480 per night (USD)
VRBO
From $201 per night (USD)
Expedia
LA LOGGIA. HOUSE WITH STUNNING VIEW ABOVE THE CHIANTI REGION AND PANORAMIC POOL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranq ...
From $201 per night (USD)
Expedia
From $687 per night (USD)
VRBO
Castello di Cacchiano In Gaiole in Chianti, Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Property for exclusive use Il Bindaccio is an independent part of the castle with private swimming pool and Jacuzzi, hol ...
From $687 per night (USD)
VRBO
$Wonderful private villa with private pool, A\/C, WIFI, TV, patio, panoramic view and parking$
From $296 per night (USD)
Expedia
Wonderful private villa with private pool, A\/C, WIFI, TV, patio, panoramic view and parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive g ...
From $296 per night (USD)
Expedia
From $299 per night (USD)
VRBO
San Sano - Holiday Country Villa with swimming pool in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive g ...
From $299 per night (USD)
VRBO
From $256 per night (USD)
VRBO
An enchanting small villa, perfect for two, with an unparalleled view.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Il Diaccino is an enchanting small villa, perfect for two, with a magnificent view. It overlooks an extraordinary landsc ...
From $256 per night (USD)
VRBO
From $737 per night (USD)
VRBO
Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
* Beautifully restored Tuscan villa with 12th century origins. For maximum 13 people * Set in 5 acres of park, surrounde ...
From $737 per night (USD)
VRBO
From $193 per night (USD)
Expedia
LA TORRE, AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Casa La Torre is located in an ancient palace overlooking the small hamlet of Rosennano. Its renovation was completed in ...
From $193 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Villa Gaiole, Borgo di Gaiole
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
ABOUT VILLA GAIOLE This beautifully, spacious 3-bedroom semi-detached villa, sits over 3 floors. It has been thoughtfull ...
From $136 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Farmhouse in Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The "Crocino in Chianti" offers the opportunity to immerse yourself in the Italian Middle Ages. Here the border disputed ...
From $290 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Casa BD in Gaiole - 150 m² apartment with a view & travel guide - sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Close to cycling, hiking trails, and more, this family-friendly apartment brings it all within reach. Gaiole in Chian ...
From $193 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Chianti View, Garden for your small Family, Pool & Jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $215 per night (USD)
Expedia
From $211 per night (USD)
Expedia
Romantic with Chianti Panorama, Pool & Jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $211 per night (USD)
Expedia
From $240 per night (USD)
Expedia
Chianti for Four with view, Pool & Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $240 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Belvilla by OYO Villa Petra
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $827 per night (USD)
VRBO
From $224 per night (USD)
VRBO
5 bedroom accommodation in Gaiole in Chianti (SI)
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
In Gaiole in Chianti, this independent vacation home with private pool awaits you amidst the nature of the Chianti Class ...
From $224 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Nest in Chianti with Pool, Jacuzzi and View
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $213 per night (USD)
Expedia
From $241 per night (USD)
Expedia
Under the Chianti Sun. View, Pool & Jacuzzi for your Family
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $241 per night (USD)
Expedia
From $211 per night (USD)
Expedia
Typical, Charming with Chianti View, Pool & Jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $211 per night (USD)
Expedia
From $387 per night (USD)
VRBO
8 bedroom accommodation in Gaiole in Chianti SI
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
In the heart of the Chianti area, between Radda in Chianti, Gaiole and Panzano, there is an enchanted hamlet where you c ...
From $387 per night (USD)
VRBO
From $727 per night (USD)
VRBO
CASA VISTA - Four Bedroom Villa, Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Located in a small village in the very heart of Chianti classico, you find this restored ancient house next to the churc ...
From $727 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Beautiful apartment with shared pool in a typical historic village in Chianti.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful apartment with shared pool in a typical historic village in Chianti. Galenda is located between the towns of ...
From $236 per night (USD)
Expedia
$Podere Le Muricce \Boccaccio Apartment\ 1$
From $263 per night (USD)
VRBO
Podere Le Muricce \"Boccaccio Apartment\" 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Enjoy a relaxing holiday immersed in a magnificent setting such as that offered by the beautiful Chianti hills. Podere l ...
From $263 per night (USD)
VRBO
From $134 per night (USD)
VRBO
The Art Rebus MEDIEVAL TOWER in TUSCANY
Bedrooms:
2
Bathrooms:
6
Sleeps:
6
Welcome to our stunning medieval tower in the heart of Radda in Chianti, Tuscany. If you are looking for a break from th ...
From $134 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Il Nibbio In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Property for exclusive use Holiday home made from a ancient medieval fortress in stone, 140 sq. m., holding up to 5 pers ...
From $211 per night (USD)
VRBO
$Podere Le Muricce \Depandance Petrarca\ 3$
From $149 per night (USD)
VRBO
Podere Le Muricce \"Depandance Petrarca\" 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a relaxing holiday immersed in a magnificent setting such as that offered by the beautiful Chianti hills. Podere l ...
From $149 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Townhouse Casa Gorizia - Authentic Tuscany
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set in a medieval hamlet amongst the Tuscan Hills, Montebenichi feels a world away and yet is close to some of Tuscany's ...
From $168 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Sestuccina
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Villa La Grotta is a romantic cottage with a double bedroom, kitchen, living room and bathroom. The villa is located a f ...
From $253 per night (USD)
VRBO
$Apartment \Oak\ - the Chianti as you've always dreamed of$
From $126 per night (USD)
VRBO
Apartment \"Oak\" - the Chianti as you've always dreamed of
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ur little gem of 55 sqm with private entrance and outdoor area for breakfasts and dinners to 'open and pleasant evening ...
From $126 per night (USD)
VRBO
From $1437 per night (USD)
Expedia
Villa Siena 10, Emma Villas
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
The price includes: - Utilities water - gas for kitchen use and hot water - wireless internet connection - weekly linen, ...
From $1437 per night (USD)
Expedia
From $130 per night (USD)
VRBO
In the heart of Chianti: view over the valley, relaxation & art, wine & sun
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Val delle Corti is a small winery in Radda in Chianti. The ‘Capanna’, an old, tastefully restored natural stone hay bar ...
From $130 per night (USD)
VRBO
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Expedia
Appartamento per 5 nel Chianti Classico con Piscina Vicino a Siena
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Close to ecotours, birdwatching, and more, this pet-friendly apartment brings it all within reach. Jump into your car ...
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Expedia
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VRBO
Appartamento per 4 nel Chianti Classico con Piscina Vicino a Siena
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A short distance from ecotours, birdwatching, and more, this pet-friendly apartment lets you experience it all. Jump ...
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VRBO
From $1013 per night (USD)
VRBO
Villa Giusterna - Ancient villa in the Tuscan hills
Bedrooms:
9
Bathrooms:
8
Sleeps:
16
Located in a rural area, this welcoming villa lets you experience it all in Bucine. With convenient onsite parking, y ...
From $1013 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Holiday apartment Pievasciata for 1 - 6 persons with 3 bedrooms - Luxury holiday home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
ED Refnr. 2031265 A throne on the Chianti hill. The spacious upper apartment (200sqm) has two living rooms: a studio wi ...
From $234 per night (USD)
VRBO
From $430 per night (USD)
VRBO
JUNIPER APARTMENT IN THE TUSCAN HILLS
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in a rural area, this welcoming apartment lets you experience it all in Bucine. With convenient onsite parkin ...
From $430 per night (USD)
VRBO
From $381 per night (USD)
VRBO
OAK APARTMENT IN THE TUSCAN HILLS
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Situated in a rural area, this welcoming apartment brings all of Bucine within your reach. Jump into your car and mak ...
From $381 per night (USD)
VRBO
From $418 per night (USD)
VRBO
JAY APARTMENT IN THE TUSCAN HILLS
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Situated in a rural area, this welcoming apartment brings all of Bucine within your reach. Jump into your car and mak ...
From $418 per night (USD)
VRBO
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VRBO
Casa Giardino, Borgo Gaiole
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ABOUT CASA GIARDINO This lovely apartment is ideally located in the centre of the hamlet and develops on one level on a ...
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VRBO
From $179 per night (USD)
VRBO
Apartment in an idyllic holiday complex in the middle of the winery T6
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Three-room apartment for 6 people: ground floor or first floor, living room with double sofa bed, kitchenette, one doubl ...
From $179 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Traumblick in die Toskana vom Ferienhaus mit Pool auf Hügel zw. Siena u. Florenz
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Close to hiking trails, mountain biking, and more, this family-friendly vacation home brings it all within reach. Jum ...
From $376 per night (USD)
VRBO
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Expedia
Villa Fauno A: A welcoming apartment located in a small hamlet at the foot of a castle, with Free WI-FI.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa Fauno A is a welcoming apartment located in a small hamlet at the foot of a castle. It sleeps four people. From Vi ...
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Expedia
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VRBO
Villa Fauno D: A welcoming apartment located in a small hamlet at the foot of a castle, with Free WI-FI.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa Fauno D is a welcoming apartment located in a small hamlet at the foot of a castle. It sleeps four people. From Vi ...
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VRBO
From $2357 per night (USD)
VRBO
Luxury Villa in Radda Chianti,heatable Pool,Aircon,SPA room,gym room,sleep 10
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
This charming wine estate with panoramic views is located on the hills at just 1.5 km from Radda in Chianti, a lovely me ...
From $2357 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in a rural area, this welcoming cottage lets you experience it all in Castelnuovo Berardenga. Jump into your ...
From $142 per night (USD)
VRBO
$Private Villa with private pool, sauna, hot tub, WIFI, A\/C, TV, patio, close to Greve In Chianti$
From $2164 per night (USD)
Expedia
Private Villa with private pool, sauna, hot tub, WIFI, A\/C, TV, patio, close to Greve In Chianti
Bedrooms:
7
Bathrooms:
5
Sleeps:
11
Villa Castiglioni is located 4 km (2 mi) from Radda In Chianti, Italy and only 23 km (14 mi) from Greve In Chianti in th ...
From $2164 per night (USD)
Expedia
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VRBO
House Ciaccheri Holidays in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The house is located in the heart of the Chianti Classico area within the town of Gaiole in Chianti, the town square is ...
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VRBO
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Expedia
Detached house in heart of Chianti Classico,pool,quiet panoramic position,WLAN
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The house is located on the outskirts of the historic hamlet Starda (12th century). Century). The CASA La Quercia is lo ...
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Expedia
From $587 per night (USD)
VRBO
Secluded villa in Chianti hills, private pool, tennis, large garden, pizza oven
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, halfway between Siena and Florence! First of ...
From $587 per night (USD)
VRBO
From $458 per night (USD)
Expedia
6 bedroom accommodation in Moncioni
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
In a unique panoramic position, between the Arno Valley and Chianti, this villa is situated on its own hill, surrounded ...
From $458 per night (USD)
Expedia
From $377 per night (USD)
VRBO
4 bedroom accommodation in Gaiole in Chianti
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful detached stone vacation home with private pool, whose origins date back to 1500, on the hills of Chianti Class ...
From $377 per night (USD)
VRBO
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Expedia
BELLAVISTA San Piero
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the s ...
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Expedia
From $350 per night (USD)
VRBO
Eremo Chiostro In Gaiole in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $350 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Eremo Fattore In Gaiole in Chianti, Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $235 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Eremo Magnolia In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $364 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Eremo Granaio In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $365 per night (USD)
VRBO
From $1007 per night (USD)
VRBO
Villa Eracle: A bright and elegant three-story villa surrounded by vineyards and olive groves.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Villa Eracle is a bright and elegant three-story villa surrounded by vineyards and olive groves. It sleeps eight people. ...
From $1007 per night (USD)
VRBO
From $2307 per night (USD)
Expedia
Radda in Chianti 5 bedroom luxury villa rental, heated pool, wine estate
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Perched atop the undulating hills of Radda in Chianti, Villa Pancho is a picturesque, panoramic home with views of olive ...
From $2307 per night (USD)
Expedia
From $108 per night (USD)
VRBO
Holiday apartment Pievasciata for 1 - 4 persons with 2 bedrooms - Holiday apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ED Refnr. 2077187 The 80sqm apartment in the Tuscan style has a spacious living and dining room with exit to the covere ...
From $108 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Restored from the ruin of a typical Tuscan farmhouse, Podere Scopeto sits high on a hilltop at 600 meter above sea-level ...
From $127 per night (USD)
VRBO
From $3794 per night (USD)
VRBO
My Rental Homes - Villa Torre del Chianti with hited pool, Gym and wellness center
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Villa Torre del Chianti is a unique property in the heart of the Chianti reagion in Tuscany, a step away from Radda in C ...
From $3794 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Villa rental in Pianella near Siena - Pianella vacation villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
In the heart of the Chianti Classico region, this hillside estate offers a tranquil and classic Tuscan experience. Par ...
From $621 per night (USD)
Expedia
From $107 per night (USD)
VRBO
Apartment in the castle, with restaurant and swimming pool, pink
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This stunning large apartment of 80 sqm for 5 people is located in the medieval castle, near the restaurant and the rece ...
From $107 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Taglialegna apartment in Montefiorile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Taglialegna is a spacious, comfortable and well-equipped cottage. It is ideal for a couple who wants to spend time toget ...
From $125 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Apartment in an idyllic holiday complex in the middle of the winery B4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two-room apartment for 4 people: ground floor or first floor, living room with double sofa bed, kitchenette, double room ...
From $116 per night (USD)
VRBO
From $84 per night (USD)
VRBO
Apartment in an idyllic holiday complex in the middle of the B2 winery
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Two-room apartment for 2 people: ground floor or first floor, living room, kitchenette, double room, bathroom with showe ...
From $84 per night (USD)
VRBO
From $121 per night (USD)
VRBO
Apartment in an idyllic holiday complex in the middle of the winery B3
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Two-room apartment for 3 people: ground floor or first floor, living room with single sofa bed, kitchenette, double room ...
From $121 per night (USD)
VRBO
From $124 per night (USD)
VRBO
Spacious cottage in the heart of Chianti with wonderful views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Vinaio is a spacious cottage located on the ground floor inside the pretty village of Montefiorile. It is ideal as a bas ...
From $124 per night (USD)
VRBO
From $468 per night (USD)
VRBO
Large tosca American country house in a dream location and absolute calm
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
400 year old country estate in Tuscany, in the heart of Chianti, in Gaiole in Chianti. Absolutely quiet location surroun ...
From $468 per night (USD)
VRBO
From $124 per night (USD)
VRBO
Comfortable cottage in the heart of Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Reaper cottage is a private home with all modern comforts; it is located on the side of the large central house of B ...
From $124 per night (USD)
VRBO

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Gaiole in Chianti Rentals

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Results: 405 Rentals