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Gaiole in Chianti Family & Kid Friendly Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
223 rentals in Gaiole in Chianti.
Hermitage Cloister, vacation rental in Gaiole in Chianti
Hermitage Cloister, vacation rental in Gaiole in Chianti
Hermitage Cloister, vacation rental in Gaiole in Chianti

Hermitage Cloister

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Hermitage Granary, vacation rental in Gaiole in Chianti
Hermitage Granary, vacation rental in Gaiole in Chianti
Hermitage Granary, vacation rental in Gaiole in Chianti

Hermitage Granary

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor), vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor), vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor), vacation rental in Gaiole in Chianti

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Barn overlooking the vineyards, vacation rental in Gaiole in Chianti
Barn overlooking the vineyards, vacation rental in Gaiole in Chianti
Barn overlooking the vineyards, vacation rental in Gaiole in Chianti

Barn overlooking the vineyards

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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PODERE MONTELUCCI - GAIOLE IN CHIANTI, vacation rental in Gaiole in Chianti
PODERE MONTELUCCI - GAIOLE IN CHIANTI, vacation rental in Gaiole in Chianti
PODERE MONTELUCCI - GAIOLE IN CHIANTI, vacation rental in Gaiole in Chianti

PODERE MONTELUCCI - GAIOLE IN CHIANTI

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Villa il Roseto, vacation rental in Gaiole in Chianti
Villa il Roseto, vacation rental in Gaiole in Chianti
Villa il Roseto, vacation rental in Gaiole in Chianti

Villa il Roseto

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Hermitage Magnolia, vacation rental in Gaiole in Chianti
Hermitage Magnolia, vacation rental in Gaiole in Chianti
Hermitage Magnolia, vacation rental in Gaiole in Chianti

Hermitage Magnolia

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Chianti house, Florence, Siena, Arezzo, Tuscany, vacation rental in Gaiole in Chianti
Chianti house, Florence, Siena, Arezzo, Tuscany, vacation rental in Gaiole in Chianti
Chianti house, Florence, Siena, Arezzo, Tuscany, vacation rental in Gaiole in Chianti

Chianti house, Florence, Siena, Arezzo, Tuscany

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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8 bedroom accommodation in Gaiole in Chianti SI, vacation rental in Gaiole in Chianti
8 bedroom accommodation in Gaiole in Chianti SI, vacation rental in Gaiole in Chianti
8 bedroom accommodation in Gaiole in Chianti SI, vacation rental in Gaiole in Chianti

8 bedroom accommodation in Gaiole in Chianti SI

Rental Home
8 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps, Kid friendly
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The Nibbio, vacation rental in Gaiole in Chianti
The Nibbio, vacation rental in Gaiole in Chianti
The Nibbio, vacation rental in Gaiole in Chianti

The Nibbio

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Hermitage factor, vacation rental in Gaiole in Chianti
Hermitage factor, vacation rental in Gaiole in Chianti
Hermitage factor, vacation rental in Gaiole in Chianti

Hermitage factor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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Podere Lucignano Secondo - Charming Tuscan Villa, vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Charming Tuscan Villa, vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Charming Tuscan Villa, vacation rental in Gaiole in Chianti

Podere Lucignano Secondo - Charming Tuscan Villa

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Apartment LA LOGGIA in the heart of Chianti Senes, vacation rental in Gaiole in Chianti
Apartment LA LOGGIA in the heart of Chianti Senes, vacation rental in Gaiole in Chianti
Apartment LA LOGGIA in the heart of Chianti Senes, vacation rental in Gaiole in Chianti

Apartment LA LOGGIA in the heart of Chianti Senes

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Podere Lucignano Secondo - Apt. Le Logge (first floor), vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Apt. Le Logge (first floor), vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - Apt. Le Logge (first floor), vacation rental in Gaiole in Chianti

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Farmhouse in Chianti, vacation rental in Gaiole in Chianti
Farmhouse in Chianti, vacation rental in Gaiole in Chianti
Farmhouse in Chianti, vacation rental in Gaiole in Chianti

Farmhouse in Chianti

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Villa Gaiole, Borgo di Gaiole, vacation rental in Gaiole in Chianti
Villa Gaiole, Borgo di Gaiole, vacation rental in Gaiole in Chianti
Villa Gaiole, Borgo di Gaiole, vacation rental in Gaiole in Chianti

Villa Gaiole, Borgo di Gaiole

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Vertine Spa Apartment, vacation rental in Gaiole in Chianti
Vertine Spa Apartment, vacation rental in Gaiole in Chianti
Vertine Spa Apartment, vacation rental in Gaiole in Chianti

Vertine Spa Apartment

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Abbey of 1051, vacation rental in Gaiole in Chianti
Abbey of 1051, vacation rental in Gaiole in Chianti
Abbey of 1051, vacation rental in Gaiole in Chianti

Abbey of 1051

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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La Canonica di Vertine, vacation rental in Gaiole in Chianti
La Canonica di Vertine, vacation rental in Gaiole in Chianti
La Canonica di Vertine, vacation rental in Gaiole in Chianti

La Canonica di Vertine

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Villa Radda - Villa with pool near Gaiole in Chianti, vacation rental in Gaiole in Chianti
Villa Radda - Villa with pool near Gaiole in Chianti, vacation rental in Gaiole in Chianti
Villa Radda - Villa with pool near Gaiole in Chianti, vacation rental in Gaiole in Chianti

Villa Radda - Villa with pool near Gaiole in Chianti

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Casa Primula, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Primula, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Primula, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Casa Primula, Gaiole in Chianti, Siena and Chianti

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Casa Isabella, San Sano, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Isabella, San Sano, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Casa Isabella, San Sano, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Casa Isabella, San Sano, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi, vacation rental in Gaiole in Chianti
Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi, vacation rental in Gaiole in Chianti
Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi, vacation rental in Gaiole in Chianti

Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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An enchanting small villa, perfect for two, with an unparalleled view., vacation rental in Gaiole in Chianti
An enchanting small villa, perfect for two, with an unparalleled view., vacation rental in Gaiole in Chianti
An enchanting small villa, perfect for two, with an unparalleled view., vacation rental in Gaiole in Chianti

An enchanting small villa, perfect for two, with an unparalleled view.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Bacco, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Bacco, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Bacco, Montefiorile, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Bacco, Montefiorile, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Canonica di Vertine, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Canonica di Vertine, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Canonica di Vertine, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Canonica di Vertine, Gaiole in Chianti, Siena and Chianti

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin, vacation rental in Gaiole in Chianti
Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin, vacation rental in Gaiole in Chianti
Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin, vacation rental in Gaiole in Chianti

Holiday apartment Gaiole in Chianti for 2 - 9 persons with 4 bedrooms - Twin

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
More info
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Montefienali Hamlet Aprt Il Portico n. 7, vacation rental in Gaiole in Chianti
Montefienali Hamlet Aprt Il Portico n. 7, vacation rental in Gaiole in Chianti
Montefienali Hamlet Aprt Il Portico n. 7, vacation rental in Gaiole in Chianti

Montefienali Hamlet Aprt Il Portico n. 7

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
More info
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5 bedroom accommodation in Gaiole in Chianti (SI), vacation rental in Gaiole in Chianti
5 bedroom accommodation in Gaiole in Chianti (SI), vacation rental in Gaiole in Chianti
5 bedroom accommodation in Gaiole in Chianti (SI), vacation rental in Gaiole in Chianti

5 bedroom accommodation in Gaiole in Chianti (SI)

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
More info
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Apartment La Farfalla n°5 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti
Apartment La Farfalla n°5 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti
Apartment La Farfalla n°5 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti

Apartment La Farfalla n°5 in Gaiole in Chianti - 6 persons, 2 bedrooms

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Completely renovated ancient villa and tower in the heart of Chianti, Tuscany!, vacation rental in Gaiole in Chianti
Completely renovated ancient villa and tower in the heart of Chianti, Tuscany!, vacation rental in Gaiole in Chianti
Completely renovated ancient villa and tower in the heart of Chianti, Tuscany!, vacation rental in Gaiole in Chianti

Completely renovated ancient villa and tower in the heart of Chianti, Tuscany!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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Chianti Villa with pool far reaching views towards the sunset in woods&vineyards, vacation rental in Gaiole in Chianti
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards, vacation rental in Gaiole in Chianti
Chianti Villa with pool far reaching views towards the sunset in woods&vineyards, vacation rental in Gaiole in Chianti

Chianti Villa with pool far reaching views towards the sunset in woods&vineyards

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Castello di Cacchiano, vacation rental in Gaiole in Chianti
Castello di Cacchiano, vacation rental in Gaiole in Chianti
Castello di Cacchiano, vacation rental in Gaiole in Chianti

Castello di Cacchiano

Rental Home
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Large tosca American country house in a dream location and absolute calm, vacation rental in Gaiole in Chianti
Large tosca American country house in a dream location and absolute calm, vacation rental in Gaiole in Chianti
Large tosca American country house in a dream location and absolute calm, vacation rental in Gaiole in Chianti

Large tosca American country house in a dream location and absolute calm

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Podere Terrena, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Podere Terrena, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Podere Terrena, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Podere Terrena, Gaiole in Chianti, Siena and Chianti

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Riecine Capanna  4, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Riecine Capanna  4, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Riecine Capanna  4, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Riecine Capanna 4, Gaiole in Chianti, Siena and Chianti

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Lippi, Galenda, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Lippi, Galenda, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Lippi, Galenda, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Lippi, Galenda, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
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Villa Fauno A, fully refundable with voucher*: A welcoming apartment located in, vacation rental in Gaiole in Chianti
Villa Fauno A, fully refundable with voucher*: A welcoming apartment located in, vacation rental in Gaiole in Chianti
Villa Fauno A, fully refundable with voucher*: A welcoming apartment located in, vacation rental in Gaiole in Chianti

Villa Fauno A, fully refundable with voucher*: A welcoming apartment located in

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Casa Giardino, Borgo Gaiole, vacation rental in Gaiole in Chianti
Casa Giardino, Borgo Gaiole, vacation rental in Gaiole in Chianti
Casa Giardino, Borgo Gaiole, vacation rental in Gaiole in Chianti

Casa Giardino, Borgo Gaiole

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Podere Lucignano Secondo - La Mangiatoia, vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - La Mangiatoia, vacation rental in Gaiole in Chianti
Podere Lucignano Secondo - La Mangiatoia, vacation rental in Gaiole in Chianti

Podere Lucignano Secondo - La Mangiatoia

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Salvia, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Salvia, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Salvia, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Salvia, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic, vacation rental in Gaiole in Chianti
Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic, vacation rental in Gaiole in Chianti
Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic, vacation rental in Gaiole in Chianti

Nice apartment in villa with pool, WIFI, TV, terrace, pets allowed, panoramic

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Il Fienile di Montefienali, Montefienali, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Il Fienile di Montefienali, Montefienali, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Il Fienile di Montefienali, Montefienali, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Il Fienile di Montefienali, Montefienali, Gaiole in Chianti, Siena and Chianti

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Valliole, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Valliole, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti
Valliole, Gaiole in Chianti, Siena and Chianti, vacation rental in Gaiole in Chianti

Valliole, Gaiole in Chianti, Siena and Chianti

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Apartment Coccinella n°6 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti
Apartment Coccinella n°6 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti
Apartment Coccinella n°6 in Gaiole in Chianti - 6 persons, 2 bedrooms, vacation rental in Gaiole in Chianti

Apartment Coccinella n°6 in Gaiole in Chianti - 6 persons, 2 bedrooms

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Private villa in heart of the Chianti, pool and wifi, vacation rental in Gaiole in Chianti
Private villa in heart of the Chianti, pool and wifi, vacation rental in Gaiole in Chianti
Private villa in heart of the Chianti, pool and wifi, vacation rental in Gaiole in Chianti

Private villa in heart of the Chianti, pool and wifi

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Casale Montelucci, vacation rental in Gaiole in Chianti
Casale Montelucci, vacation rental in Gaiole in Chianti
Casale Montelucci, vacation rental in Gaiole in Chianti

Casale Montelucci

Rental Home
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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Showing results 1-50 of 234