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Gaiole in Chianti Rentals

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From $261 per night (USD)
VRBO
Mastro 3, San Sano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $261 per night (USD)
VRBO
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Expedia
BOSSI CASTLE App. Geranium
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Castle of Bossi is located in the southern part of the Chianti Classico in the municipality of Castelnuovo Berardeng ...
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Expedia
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VRBO
CASTLE OF BOSSI Ginestra Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Castello di Bossi is located in the southern part of the Chianti Classico in the municipality of Castelnuovo Berarde ...
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VRBO
$Apartment \Pieve\ - Chianti as you've always dreamed of it$
From $172 per night (USD)
VRBO
Apartment \"Pieve\" - Chianti as you've always dreamed of it
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 70 m² apartment with private garden, for pleasant outdoor breakfasts or relaxing al fresco dinners on summer evening ...
From $172 per night (USD)
VRBO
From $136 per night (USD)
VRBO
BELLAVISTA (Castle of Bossi) Colombaia
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the ...
From $136 per night (USD)
VRBO
From $251 per night (USD)
Expedia
BELLAVISTA (Castle of Bossi) San Polo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the s ...
From $251 per night (USD)
Expedia
From $211 per night (USD)
VRBO
BELLAVISTA (Castle of Bossi) San Giusto
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the s ...
From $211 per night (USD)
VRBO
From $211 per night (USD)
Expedia
BELLAVISTA (Castello di Bossi) SAN PAOLO apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the s ...
From $211 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Antico Borgo di Montefienali - Apartment il Portico
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Borgo di Montefienali is a medieval hamlet , dating back to the 13th Century , was once a resting place along the ancien ...
From $114 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Antico Borgo Montefienali - Apartment La Chiocciola
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Borgo di Montefienali is a medieval hamlet , dating back to the 13th Century , was once a resting place along the ancien ...
From $133 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Podere Lucignano Secondo - La Mangiatoia
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $265 per night (USD)
VRBO
From $1485 per night (USD)
VRBO
Gated Private Estate🏡 San Felice Adjacent 🌈Classic Views, 🍇Vineyards
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Private residence of an American owner, made available to guests certain periods from May through October. A gated and p ...
From $1485 per night (USD)
VRBO
From $135 per night (USD)
VRBO
La Farfalla n°5 by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $135 per night (USD)
VRBO
From $683 per night (USD)
Expedia
VILLA GAIA - Five Bedroom Villa, Sleeps 10
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
A typical Chianti Villa in Tuscany, once a a 15th century mill, located in the countryside, just 15 minutes from Siena, ...
From $683 per night (USD)
Expedia
From $1124 per night (USD)
VRBO
Villa Agresto, Gaiole in Chianti, Siena and Chianti
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Agresto sits on its own private hilltop, decorated with vineyards manicured by the Ricasoli estate. With 360-degree surr ...
From $1124 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Podere Lucignano Secondo - La Villa
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $556 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Podere Lucignano Secondo - Le Logge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $390 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Mulinaccio di Badia, Gaiole in Chianti, Siena and Chianti
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Could there be a more apt setting for a Chianti wine region villa than on the sloping vines of a famous wine estate? Mul ...
From $606 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Tribolina by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Manor house "Tribolina", 550 m a.s.l.. 2 houses in the residence. 3 km from the centre of Cavriglia, 12 km from the cent ...
From $99 per night (USD)
VRBO
From $132 per night (USD)
Expedia
La Colomba n°4 by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $132 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Lo Scoiattolo n° 10 by Interhome
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $273 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Il Ghiro n°8 by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $132 per night (USD)
Expedia
From $96 per night (USD)
VRBO
Special offer Newly renovated fine detached villa with fireplace.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Independent house in an ancient village of the '900, located 10 km from the center of Siena (15 minutes by car). Just r ...
From $96 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Il Gufo n°1 by Interhome
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $397 per night (USD)
Expedia
From $73 per night (USD)
VRBO
Cerbiatto n°5A by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $73 per night (USD)
VRBO
From $77 per night (USD)
Expedia
Pulcino n°3 by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $77 per night (USD)
Expedia
From $127 per night (USD)
VRBO
Il Pettirosso n°7 by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $127 per night (USD)
VRBO
$Private Villa with WIFI, A\/C, private pool, TV, patio, pets allowed, panoramic view, parking$
From $271 per night (USD)
Expedia
Private Villa with WIFI, A\/C, private pool, TV, patio, pets allowed, panoramic view, parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Property Summary Villa del Poggio is a rustic single-family house located in the peaceful countryside just 2 km from the ...
From $271 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Apartment in the castle, with restaurant and swimming pool, Ginestra
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Nice and comfortable apartment for 4 persons (70sqm), in the hamlet near the castle, about 200 meters from the swimming ...
From $113 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Villa 'Castello di Monteluco a Lecchi' with Hill View, Pool & Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The villa Castello di Monteluco a Lecchi in Gaiole in Chianti is the ideal accommodation for a relaxing holiday with a m ...
From $278 per night (USD)
Expedia
From $211 per night (USD)
VRBO
BELLAVISTA (Castle of Bossi) San Sano
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Bellavista is a beautiful tuscan house, divided into 8 apartments, located in the domaine of Castello di Bossi, in the s ...
From $211 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Dionisia, Capannole, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled between vine covered hills, Capannole is a peaceful hamlet of eleven private houses which date back to 1400. A f ...
From $163 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Lovely apartment in villa with WIFI, pool, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property Summary The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the ...
From $113 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property Summary The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the ...
From $116 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Cosy apartment in villa with WIFI, pool, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property Summary The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the ...
From $109 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Cosy apartment in villa with WIFI, private pool, TV, terrace, pets allowed, panoramic view, parking
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Property Summary The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the ...
From $406 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Holiday house Pievasciata for 1 - 4 persons with 2 bedrooms - Holiday home
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
ED Refnr. 2025493 You will stay in a Tuscan-style farmhouse that has been preserved in its natural charm for many centu ...
From $146 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Portion Farmhouse nestled in the heart of Chianti with private pool,
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
A short distance from ecotours, mountain biking, and more, this family-friendly vacation home lets you experience it ...
From $270 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Holiday apartment Gaiole in Chianti for 2 - 4 persons with 2 bedrooms - Holiday apartment in one or
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ED Refnr. 2763085 Quietly situated holiday residence with a shared pool and its own hand-weaving enterprise on site ...
From $140 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Lo Spicchio, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Amid the rolling hills of Chianti, where the fabled Classico wines are made, stands Lo Spicchio. The stout stone house, ...
From $433 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin house
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
ED Refnr. 2762603 A delightful property situated in a peaceful location, ideal for two families or a large group of fri ...
From $235 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Holiday house Gaiole in Chianti for 2 persons with 1 bedroom - Holiday house
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ED Refnr. 2769546 Quietly situated holiday residence with a shared pool and its own hand-weaving enterprise on site ...
From $164 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to the Tuscan countryside! Our stone farmhouse sits on a hillside in Chianti, just 15 km from the center of Sien ...
From $220 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Exclusive 2-Room Maisonette with large pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You live in your own cottage (2-room-maisonette) with terrace, garden and a large pool. Beautiful panoramic views over T ...
From $167 per night (USD)
Expedia
$MONTELUCCI CHIANTI, GAIOLE IN CHIANTI - HOLIDAY HOUSE 8\/10 BEDS$
Click For Pricing
VRBO
MONTELUCCI CHIANTI, GAIOLE IN CHIANTI - HOLIDAY HOUSE 8\/10 BEDS
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
MONTELUCCI CHIANTI .............. WHEREVER THE NATURE RESTS ................. PRISTINE NATURE FARM Montelucci, FROM THE ...
Click For Pricing
VRBO
From $811 per night (USD)
Expedia
Villa Radda by MMega
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
External Description Villa Radda is located in the countryside of Gaiole in Chianti. The property is accessed through a ...
From $811 per night (USD)
Expedia
From $4312 per night (USD)
VRBO
16th-Century Chianti Farmhouse by Cuvee | Vineyard & Pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
WHY IT'S SPECIAL- Tucked in the vineyards in the heart of Chianti Classico, the restored farmhouse is a magical and lux ...
From $4312 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Ricavo lodge with heated pool and outdoor jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Lodge Ricavo is located in the heart of the Chianti Classico area, a stone's throw from Radda, Gaiole and the Chianti Ca ...
From $251 per night (USD)
Expedia
From $3427 per night (USD)
VRBO
Villa Gaiole - Seven Bedroom Villa, Sleeps 14
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
Offering panoramic vistas over Chianti’s hills and woodlands, Villa Gaiole is a serene escape in the Tuscan countryside ...
From $3427 per night (USD)
VRBO
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Expedia
Lion Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Bucine, this welcoming apartment lets you experience it all. You'll easily make the 17-minute drive to Ter ...
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Expedia
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VRBO
Apartment of the Guard
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Bucine, this welcoming apartment brings it all within your reach. You'll easily make the 17-minute drive t ...
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VRBO
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Expedia
CASA TOLOMEI - Giulietta
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The Castello di Bossi is located in the southern part of the Chianti Classico in the municipality of Castelnuovo Berarde ...
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Expedia
From $132 per night (USD)
VRBO
Coccinella n°6 by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Carefully renovated "Podere La Massa" consists of a detached house and 8 apartments. It is surrounded by olive groves, f ...
From $132 per night (USD)
VRBO
From $1161 per night (USD)
VRBO
Villa Chianti, elegant villa in Gaiole in Chianti
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Located in a rural area, this welcoming villa lets you experience it all in Gaiole in Chianti. Jump into your car and ...
From $1161 per night (USD)
VRBO
From $2739 per night (USD)
VRBO
Villa Radda - Luxury private villa in Chianti area
Bedrooms:
7
Bathrooms:
6
Sleeps:
11
VILLA RADDA - FLORENCE AREA Located in the heart of the famous Chianti area, Villa Radda is a private property with pri ...
From $2739 per night (USD)
VRBO
From $201 per night (USD)
Expedia
LA RONDINAIA. CHARMING HOUSE WITH GARDEN AND POOL. AMAZING VIEW
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LA RONDINAIA apartment was obtained by restoring an ancient cellar where wine was left to age in large oak vats. Beneat ...
From $201 per night (USD)
Expedia
From $63 per night (USD)
VRBO
Enjoy tranquility and green countryside in the province of Arezzo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy tranquility and green countryside in the province of Arezzo. The beautiful vacation home you can move in with you ...
From $63 per night (USD)
VRBO
$\Villa Erbolino\ with Private Garden, Outdoor Stone Bathtub & Wi-Fi$
From $385 per night (USD)
Expedia
\"Villa Erbolino\" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Villa Erbolino is located in Gaiole in Chianti and is the ideal accommodation for a relaxing getaway. The 2-storey b ...
From $385 per night (USD)
Expedia
From $2888 per night (USD)
VRBO
Villa Pianvecchio by Fantasia Villas
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Pianvecchio is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and o ...
From $2888 per night (USD)
VRBO
From $3009 per night (USD)
VRBO
Villa Castiglioni by Fantasia Villas
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Castiglioni is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and o ...
From $3009 per night (USD)
VRBO
From $84 per night (USD)
VRBO
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 $84 per night (USD)
VRBO
From $191 per night (USD)
Expedia
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 $191 per night (USD)
Expedia
From $3290 per night (USD)
VRBO
VILLA CHIANTIVERTINE
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
This historical ‘casa colonica’ with a fabulous 360° view has been recently restored and transformed in a luxury villa f ...
From $3290 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Holiday Apartment “Casa Dovi” in the Chianti with Fireplace & Terrace
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The charming apartment “Casa Dovi” is situated in a rural area of the scenic Chianti region of central Italy and is perf ...
From $145 per night (USD)
Expedia
From $108 per night (USD)
VRBO
Apartment Cortona
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Farm stay in Montevarchi with an outdoor pool This farm stay features an outdoor pool and a garden. Guest accommodation ...
From $108 per night (USD)
VRBO
From $711 per night (USD)
VRBO
Podere Villole All Apartments Package Welcome to the heart of Tuscany.
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Farm stay in Montevarchi with an outdoor pool An outdoor pool and a garden are available at this farm stay. Guest accom ...
From $711 per night (USD)
VRBO
From $130 per night (USD)
VRBO
Apartment Pisa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Farm stay in Montevarchi with an outdoor pool This farm stay features an outdoor pool. Guest accommodations at this far ...
From $130 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Apartment Arezzo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adults-only farm stay in Montevarchi with an outdoor pool This farm stay features an outdoor pool. Guest accommodations ...
From $129 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Apartment Siena
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Close to cross-country skiing, ecotours, and more, this pet-friendly vacation home brings it all within reach. With c ...
From $184 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Chianti Sunshine with Pool and View
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 $243 per night (USD)
Expedia
From $693 per night (USD)
VRBO
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The holiday home 'Chianti Summer' is located in Gaiole in Chianti and is the ideal accommodation for a relaxing getaway. ...
From $693 per night (USD)
VRBO
From $6851 per night (USD)
Expedia
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Bedrooms:
14
Bathrooms:
15
Sleeps:
28
Wonderful Resort located in the heart of Chianti Classico, only 30 minutes from Siena, the nearest large city and 15 mi ...
From $6851 per night (USD)
Expedia
From $127 per night (USD)
VRBO
Holiday apartment Vagliagli for 1 - 4 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 2899841 Castle in the Chianti, near Siena, nice location, quiet These holiday apartments in Tuscany are pa ...
From $127 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Hilltop Apartment for two
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in a rural area, this welcoming apartment lets you experience it all in Cavriglia. Jump into your car and mak ...
From $142 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Cottage in Moncione near Florence, Siena & Arezzo, walk to restaurant
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni ...
From $139 per night (USD)
VRBO
From $3605 per night (USD)
Expedia
Luxury Villa in Tuscany for 10 People
Bedrooms:
8
Bathrooms:
5
Sleeps:
10
Every season is perfect for a trip to Chianti, that hilly area of Tuscany world famous for its picturesque landscapes an ...
From $3605 per night (USD)
Expedia
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VRBO
Villino Ersilia, the charm of Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Castelnuovo Berardenga, this welcoming vacation home brings it all within your reach. With convenient onsi ...
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VRBO
From $101 per night (USD)
Expedia
Holiday apartment Vagliagli for 1 - 3 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
ED Refnr. 2899865 Castle in the Chianti, near Siena, nice location, quiet These holiday apartments in Tuscany are pa ...
From $101 per night (USD)
Expedia
From $77 per night (USD)
VRBO
Holiday apartment Vagliagli for 1 - 2 persons with 1 bedroom - Farmhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ED Refnr. 2899842 Castle in the Chianti, near Siena, nice location, quiet These holiday apartments in Tuscany are pa ...
From $77 per night (USD)
VRBO
$Beautiful private villa with A\/C, WIFI, pool, TV, patio, panoramic view and parking, close to Si...$
From $204 per night (USD)
Expedia
Beautiful private villa with A\/C, WIFI, pool, TV, patio, panoramic view and parking, close to Si...
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Casa Alla Minuccia Di Villa a Sesta is located 710 m (2323 ft) from Villa A Sesta, Italy and only 22 km (14 mi) from Sie ...
From $204 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Villa Ersilia - Apartment Chianti Classico Gallo Nero
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to ecotours, parasailing, and more, this smoke-free villa brings it all within reach. With convenient onsite pa ...
From $132 per night (USD)
VRBO
From $218 per night (USD)
Expedia
SPLENDID! 3BR, SWIMMING POOL, GARDEN
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in Gaiole in Chianti, this 3-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the ...
From $218 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Holiday apartment Gaiole in Chianti for 2 - 4 persons with 2 bedrooms - Holiday house
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Gaiole in Chianti, this welcoming vacation home lets you experience it all. Gaiole in Chianti Stadium is a ...
From $94 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Dream vacation in the Chianti vineyards
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Casanova is a 15th century stone tower, 3 stories high, with 5 bedrooms, each lovingly decorated with Italian line ...
From $490 per night (USD)
Expedia
From $1136 per night (USD)
VRBO
Villa With Private Pool In The Heart Of The Chianti Region
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
San Piero Terre is a south-facing stone farmhouse that has been a family holiday villa for two generations. Decorated to ...
From $1136 per night (USD)
VRBO
From $1255 per night (USD)
Expedia
Villa in San Vincenti with 7 bedrooms sleeps 16
Bedrooms:
10
Bathrooms:
7
Sleeps:
16
La Maccinaia is a beautiful and comfortable villa and dependance with a private heated, salt-water system swimming pool, ...
From $1255 per night (USD)
Expedia
$Stunning villa for 16 guests with private pool, WIFI, A\/C, TV, patio, panoramic view and parking$
From $1341 per night (USD)
VRBO
Stunning villa for 16 guests with private pool, WIFI, A\/C, TV, patio, panoramic view and parking
Bedrooms:
10
Bathrooms:
7
Sleeps:
16
Conveniently located 980 m (3168 ft) from San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 38 k ...
From $1341 per night (USD)
VRBO
Click For Pricing
Expedia
Villa in San Vincenti with 5 bedrooms sleeps 12
Bedrooms:
8
Bathrooms:
5
Sleeps:
12
La Maccinaia is a beautiful and comfortable villa with heated salt-water system swimming pool, located in a very quiet ...
Click For Pricing
Expedia
From $2369 per night (USD)
VRBO
Private and Peaceful Medieval Villa in the heart of Chianti
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
Tenuta di San Giusto; a very peaceful and characteristic villa dated from the year 1000. Situated in the municipality of ...
From $2369 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Case Domine, Radda in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for splendid isolation? You’ll find it at this very private villa, alone among the vineyards of Chianti Classico ...
From $668 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Creative and large vacation apartment with communal pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Creative and large vacation apartment with communal pool. In the beautiful countryside of Tuscany nestles the house in ...
From $338 per night (USD)
VRBO
$Wonderful villa for 22 people with A\/C, WIFI, private pool, TV, panoramic view and parking$
From $1482 per night (USD)
Expedia
Wonderful villa for 22 people with A\/C, WIFI, private pool, TV, panoramic view and parking
Bedrooms:
10
Bathrooms:
11
Sleeps:
22
Borgo San Vincenti is located in San Vincenti, Italy and only 39 km (24 mi) from Siena in the tourist area "Siena And Su ...
From $1482 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Delicious ex finely restored stable, inserted in an ancient farmhouse. The property is completely independent, private p ...
From $154 per night (USD)
VRBO
From $631 per night (USD)
Expedia
Lo Spicchio, Radda in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Amid the rolling hills of Chianti, where the fabled Classico wines are made, stands Lo Spicchio. The stout stone house, ...
From $631 per night (USD)
Expedia
From $246 per night (USD)
VRBO
A paradise of cypress and olive trees
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to cycling, hiking trails, and more, this smoke-free vacation home brings it all within reach. Jump into your c ...
From $246 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Belvilla by OYO Villa Le Trappoline
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $376 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Belvilla by OYO Farmhouse in Radda with Garden
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $104 per night (USD)
VRBO
From $1085 per night (USD)
Expedia
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Located in Castelnuovo Berardenga, this welcoming villa brings it all within your reach. Jump into your car and make ...
From $1085 per night (USD)
Expedia
From $3950 per night (USD)
VRBO
Chianti villa rental
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Summary: Villa Castiglioni is a stunning Chianti villa rental. It is situated in the Chianti region in Tuscany, an area ...
From $3950 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Villa Oliveta, Gaiole in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Oliveta’s hillside position is hard to beat, offering far-reaching views of the olive groves from which the villa ...
From $397 per night (USD)
Expedia

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Results: 405 Rentals