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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

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Golf course on site or within 15 min walk
Golf within 30mins drive
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72 Houses

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Romantic Cottage in Tuscany

Radicofani cottage

3 bedrooms
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 11 minutes

Match: Private outdoor pool (heated)

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Price per night from

$111

Casale Santappiano

Barberino Val d'Elsa house

8 bedrooms
6 bathrooms

sleeps 18

Match: Private outdoor pool (heated)

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Price per night from

$554

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

9 bedrooms
6 bathrooms

sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

Match: Private outdoor pool (heated)

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Price per night from

$1,228

Molino del Chianti

Bucine villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$792

Casale Etruria

Chianciano Terme house

4 bedrooms
3 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$352

Farm in Chianti

Castelnuovo Berardenga villa

6 bedrooms
3 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$769

Villa Pergine

Pergine Valdarno house

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$565

Luxury villas with 6 bedrooms, private pool & A/C in the Valdorcia, Villa Pienza

Pienza villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$907

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.

Match: Private outdoor pool (heated)

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Price per night from

$2,369

Villa Sarteano

Contignano villa

9 bedrooms
9 bathrooms

sleeps 18

Match: Private outdoor pool (heated)

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Price per night from

$1,941

Podere il Sogno

Tavernelle villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$906

Villa degli Olivi

Montepulciano villa

7 bedrooms
7 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

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Price per night from

$824

TuscanFlat

Siena apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 7 minutes

Match: Private outdoor pool (heated)

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Price per night from

$172

VILLA CORTONA (SOFIA) 10 BEDROOMS

Fratticciola farmhouse

13 bedrooms
11 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

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Price per night from

$1,842

Barn overlooking the vineyards

Gaiole in Chianti barn

2 bedrooms
1 bathroom

sleeps 4

Match: Private outdoor pool (heated)

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Price per night from

$160

la lodola

Crete Senesi apartment

1 bedroom
1 bathroom

sleeps 4

Match: Private outdoor pool (heated)

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Price per night from

$148

Farmhouse Pianelli

Pergine Valdarno house

3 bedrooms
2 bathrooms

sleeps 5

Match: Private outdoor pool (heated)

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Price per night from

$369

Holiday Home Le Corniole

Civitella in Val di Chiana villa

4 bedrooms
2 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$176

VILLA TALCIONA

Poggibonsi apartment

2 bedrooms
2 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$191

Pangea Villa 8 - Heated pool when open

Seggiano villa

4 bedrooms
5 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$983

Luxury villa Pienza, salt water heated swimming pool, airconditioning, yoga room

Pienza villa

6 bedrooms
6 bathrooms

sleeps 13

Responds fast! avg. 2 hours 58 minutes

Match: Private outdoor pool (heated)

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Price per night from

$1,755

Villa Capannole Tontenano Chianti private pool 12 people

Bucine villa

6 bedrooms
7 bathrooms

sleeps 12

Responds fast! avg. 2 hours 6 minutes

Match: Private outdoor pool (heated)

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Price per night from

$739

Exclusive luxury villa in the Tuscan countryside. 14 rooms, pool, A/C and Wi-Fi!

Monticiano villa

14 bedrooms
14 bathrooms

sleeps 28

Match: Private outdoor pool (heated)

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Price per night from

$3,586

Villa D'Orcia - Homelike Villas

Castiglione D'Orcia villa

6 bedrooms
7 bathrooms

sleeps 15

Match: Private outdoor pool (heated)

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Price per night from

$630

Villa Pienza, Val d'Orcia luxury accommodation with pool and A/C for 12 persons!

Pienza villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$907

Villa Margherita- Homelike Villas

Fratticciola villa

11 bedrooms
10 bathrooms

sleeps 24

Match: Private outdoor pool (heated)

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Price per night from

$968

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

10 bedrooms
12 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

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Price per night from

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Villa Molino

Montalcino villa

4 bedrooms
2 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$483

Holiday home in Tuscany

Torniella villa

2 bedrooms
1 bathroom

sleeps 4

Match: Private outdoor pool (heated)

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Price per night from

$111

Villa for 19 ppl. with swimming-pool and garden at Monteroni d'Arbia

Monteroni d'Arbia villa

9 bedrooms
6 bathrooms

sleeps 19

Responds fast! avg. 2 hours 50 minutes

Match: Private outdoor pool (heated)

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Price per night from

$3,596

Villa Parmolaia

Ville di Corsano villa

7 bedrooms
7 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

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Price per night from

$1,929

Villa for 6 ppl. with swimming-pool and garden at Osteria delle Noci

San Sigismondo villa

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 50 minutes

Match: Private outdoor pool (heated)

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Price per night from

$194

Villa Radda

Selvole villa

5 bedrooms
8 bathrooms

sleeps 10

Responds fast! avg. 1 hour 7 minutes

Match: Private outdoor pool (heated)

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Price per night from

$2,928

Villa Radda - Villa with pool near Gaiole in Chianti

Gaiole in Chianti villa

6 bedrooms
4 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$761

Luxury Villa Pratomaggio

Radda in Chianti villa

5 bedrooms
9 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$2,750

Luxury Villa Faggeto

Siena villa

9 bedrooms
10 bathrooms

sleeps 17

Match: Private outdoor pool (heated)

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Price per night from

$2,352

Villa Asciano 30 - Stunning villa with garden and pool in Val d'Orcia

San Giovanni d'Asso villa

14 bedrooms
15 bathrooms

sleeps 30

Match: Private outdoor pool (heated)

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Price per night from

$3,115

Villa Bellavista - Homelike Villas

Montegonzi house

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$413

Viewing 38 of 72
rentals in Piancastagnaio

Also consider

San Gimignano 187 properties
Siena 172 properties
Montepulciano 153 properties
Castelnuovo Berardenga 85 properties
Castellina In Chianti 78 properties
Asciano 71 properties
Montalcino 59 properties
Sinalunga 58 properties
Poggibonsi 56 properties
Rapolano Terme 45 properties
Monteriggioni 46 properties
Chianciano Terme 45 properties
Torrita di Siena 45 properties
Trequanda 44 properties
Cetona 41 properties
Radda in Chianti 37 properties
Radicondoli 36 properties
San Casciano dei Bagni 33 properties
Sarteano 33 properties
Monteroni d'Arbia 23 properties
Radicofani 22 properties
San Quirico d'Orcia 20 properties
Chiusdino 18 properties
Pievescola 18 properties
Petroio 15 properties
Buonconvento 13 properties
Murlo 13 properties
Vivo d'Orcia 13 properties
Monticiano 10 properties
Ville di Corsano 9 properties
Le Piazze 5 properties
Casciano 5 properties

Piancastagnaio Rentals

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72 Houses

Viewing 38 of 72rentals in Piancastagnaio

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Viewing 38 of 72
rentals in Piancastagnaio