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Air conditioning
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Private pool
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Private tennis court
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Private outdoor pool (heated)
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Staffed property
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Linen provided
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Housekeeping Included

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Pets allowed
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Car not required

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City breaks
Skiing – property near ski resort
Walking trips
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Golf course on site or within 15 min walk
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232 Houses

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Charming Cottage in Peaceful country Setting - Sleeps 2-4

Gracciano house

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$165

Charming Cottage in Peaceful Country Setting - Sleeps 2

Gracciano house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$110

Charming Cottage in Peaceful Country Setting - Sleeps 6

Gracciano cottage

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$233

Great rentals within 20 miles that match your search

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

$1,362

Agriturismo Podere Palazzetto

Casole d'Elsa farmhouse

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$98

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

4 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$86

Apartment + pool 18km Siena at Casa Giulia

Siena apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$92

Design e Confort nel Chianti

San Casciano in Val di Pesa apartment

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$98

SANGIOVETO is a large apartment ideal for big families or group of friends

Poggibonsi apartment

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$416

Bacchus with large sun terrace

Greve in Chianti apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$184

Farmhouse La Carraia Apartment B

Pomarance farmhouse

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$172

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

2 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$123

Casa Silvia, holiday home in San Casciano VP Loc. Valigondoli

San Casciano in Val di Pesa house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$137

Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse

8 bedrooms
5 bathrooms

sleeps 8

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Price per night from

$1,223

Country Relais & Spa Le Capanne

Ulignano villa

9 bedrooms
11 bathrooms

sleeps 22

Responds fast! avg. 51 minutes

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Price per night from

$1,834

Antica dimora

Monteroni d'Arbia apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$79

80 m2 apartment in Greve in Chianti (Florence)

Greve in Chianti apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$140

Casa Ruggeri in Tuscany

Gambassi Terme apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$44

Typical Tuscan countryhouse in Chianti, Italy

Tavarnelle Val di Pesa apartment

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$86

Apartment in a farmhouse Tuscany Chianti Florence Children's

San Casciano in Val di Pesa apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$123

Villa La Strega

Siena villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$699

Three Mills Farm

Casole d'Elsa apartment

1 bedroom
4 bathrooms

sleeps 2

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Price per night from

$123

Chianti House

Castelnuovo Berardenga townhouse

1 bedroom
2 bathrooms

sleeps 2

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Price per night from

$86

Apartment in restored farmhouse in Tuscany

Saline di Volterra apartment

2 bedrooms
4 bathrooms

sleeps 5

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$184

Agriturismo Podere Coiano

Volterra apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$98

Lovely Studio apartment in Chianti

Greve in Chianti cottage

1 bedroom
2 bathrooms

sleeps 2

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Price per night from

$69

Il Paluffo B&B Blue Room

Certaldo b&b

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$223

beautiful apartment in Tuscany

Impruneta apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$66

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

12 bedrooms
14 bathrooms

sleeps 36

“A beautiful place to spend great moments with friends and family” We have been three families, a couple and some friends arriving on their own. It was one of the most relaxing, funny and wonderful holiday we have ever spent. The kids loved their time at the pool, the garden, with dart, billiard, ping-pong and table soccer and of course with the cat "Luigi". We adults had lots of time for chatting, laughing, joint cooking and eating, relaxing and some sports. The professional and big kitchen is a real asset. Albeit the nearby very fine and cosy restaurants, we usually preferred staying among us in the villa. Both, in sun shine and rain, the villa offers all you need for a great time in the big group (a big salon with open fire, several living and dining rooms indoor, the big and well-kept garden, main terrace, barbeque and pool outdoors). There are however also enough spaces to retire to, such as a hammock below a beautiful old oak, hidden benches in the garden, comfortable sofas here and there, and of course the spacious sleeping rooms, each with individual features and great views over the Tuscan landscape. We definitely can recommend this place!

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Price per night from

$1,957