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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
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Staffed property
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429 villas

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Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$295

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

7 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$770

Podere Lucignano Secondo - Charming Tuscan Villa

Nusenna villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$689

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

5 bedrooms
6 bathrooms

sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

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Price per night from

$2,371

Podere Lucignano Secondo - Apt. Le Logge (first floor)

Nusenna villa

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$443

Private secluded retreat in the Chianti hills between Siena and Florence

Gaiole in Chianti villa

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$583

A HOLIDAY IN THE HEART OF CHIANTI

Gaiole in Chianti villa

2 bedrooms
4 bathrooms

sleeps 6

Responds fast! avg. 2 hours 1 minutes

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Price per night from

$271

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Gaiole in Chianti villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$579

Casale Montelucci

Gaiole in Chianti villa

7 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$774

Villa Radda - Villa with pool near Gaiole in Chianti

Gaiole in Chianti villa

6 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$761

Canonica

Gaiole in Chianti villa

4 bedrooms
5 bathrooms

sleeps 8

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Price per night from

$638

Mulino nel Chianti 10, Emma Villas

Gaiole in Chianti villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$681

Borgo dei Cipressi

Castagnoli villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$1,526

Il Colombaio by VacaVilla

Gaiole in Chianti villa

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$315

Casale Figlinelle

Gaiole in Chianti villa

10 bedrooms
7 bathrooms

sleeps 20

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Price per night from

$1,545

Casa BD in Gaiole - 150 m² apartment with a view & travel guide - sleeps 8

Gaiole in Chianti villa

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$185

Rustic Farmhouse in Tuscan Hills

Barbischio villa

6 bedrooms
4 bathrooms

sleeps 11

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Price per night from

$647

Castello di Cacchiano

Gaiole in Chianti villa

4 bedrooms
4 bathrooms

sleeps 7

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Price per night from

$676

Great rentals within 20 miles that match your search

Vallebuia

San Gimignano villa

5 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$1,229

Tamara

Impruneta villa

7 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$1,331

clear

Tavarnelle Val di Pesa villa

10 bedrooms
9 bathrooms

sleeps 20

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Price per night from

$1,898

Leonardo

Lucardo villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$932

Villa Cypress

Castelnuovo Berardenga villa

9 bedrooms
8 bathrooms

sleeps 12

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Price per night from

$1,664

Impruneta

Impruneta villa

9 bedrooms
8 bathrooms

sleeps 12

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Price per night from

$1,521

Adorna

Figline e Incisa Valdarno villa

7 bedrooms
7 bathrooms

sleeps 20

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Price per night from

$4,891

Villa Merelli

Alberoro villa

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$211

Holiday House Le Corniole

Civitella in Val di Chiana villa

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$246

Country villa with pool and wonderful view

Loro Ciuffenna villa

4 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$541

Villa Il Palazzo, big garden, swimming pool, in Tuscany

Pergine Valdarno villa

14 bedrooms
11 bathrooms

sleeps 30

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Price per night from

$1,217

Casa Colonica: panoramic villa central Tuscany

Arezzo villa

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$215

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

11 bedrooms
10 bathrooms

sleeps 15

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Price per night from

$1,369

Castello di Montalto - 3 Bedroom Villa in Chianti

Siena villa

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$407

One Bedroom Villa at Castello di Montalto in Chianti

Siena villa

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$172

La Tuia Vacanze

Montevarchi villa

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$249

Pietra E Mattoni Nel Cuore Del Chianti

Loro Ciuffenna villa

4 bedrooms
5 bathrooms

sleeps 12

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Price per night from

$738

The Poacher

San Polo in Chianti villa

3 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$271

Il Capriolo sleeps 4 + 1 (on request)

San Polo in Chianti villa

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 49 minutes

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Price per night from

$246

Unique private villa near Tavarnelle. 11 bedrooms, pool, SPA, A/C in the Chianti

Tavarnelle Val di Pesa villa

11 bedrooms
11 bathrooms

sleeps 20

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Price per night from

$1,688

Viewing 38 of 429
villas in Gaiole in Chianti

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Nusenna 5 properties
San Gimignano 187 properties
Montepulciano 153 properties
Castelnuovo Berardenga 85 properties
Castellina In Chianti 78 properties
Asciano 71 properties
Casole d'Elsa 70 properties
Colle di Val d'Elsa 69 properties
Montalcino 59 properties
Sinalunga 58 properties
Pienza 57 properties
Poggibonsi 56 properties
Chiusi 52 properties
Rapolano Terme 45 properties
Trequanda 44 properties
Cetona 41 properties
Radicondoli 36 properties
Sarteano 33 properties
San Casciano dei Bagni 33 properties
Sovicille 30 properties
Monteroni d'Arbia 23 properties
Castiglione D'Orcia 21 properties
San Quirico d'Orcia 20 properties
Pievescola 18 properties
Chiusdino 18 properties
Petroio 15 properties
Buonconvento 13 properties
Vivo d'Orcia 13 properties
Monticiano 10 properties
Ville di Corsano 9 properties
Abbadia San Salvatore 9 properties
Casciano 5 properties

Villas Gaiole in Chianti

Per night

429 villas

Viewing 38 of 429villas in Gaiole in Chianti

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Viewing 38 of 429
villas in Gaiole in Chianti