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Heated pool
Wireless Internet
Air conditioning
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Private pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
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Grill
Fireplace
Cot available
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Children's pool
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
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Private outdoor pool (heated)
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Pool or snooker table
Ceiling Fans
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Swing set or jungle gym
Fax machine
Linen provided
Iron
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Stove
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Towels provided
Video player
Bicycles available
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Staffed property
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Smoking - Ask
Wheelchair adapted
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City breaks
Skiing – property near ski resort
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96 Houses

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Salve Regina

Chiesanuova barn

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

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Price per night from

$406

Luxury Villa Canova

Mercatale di Val di Pesa villa

8 bedrooms
9 bathrooms

sleeps 16

Match: Heated pool

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Price per night from

$4,973

Villa d'Agnola - Beautiful Tuscan villa with private pool amongst Chianti hills

San Casciano in Val di Pesa villa

6 bedrooms
6 bathrooms

sleeps 11

Match: Heated pool

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Price per night from

$1,562

Great rentals within 20 miles that match your search

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 19

Match: Heated pool

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Price per night from

$578

The Compagnia del Chianti - Studio Apartment with Pool and Terrace

San Donato in Poggio apartment

1 bedroom
1 bathroom

sleeps 2

Match: Heated pool

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Price per night from

$93

Large flat with large terrace and chianti view,swimming pool,tennis court,Vm oro

San Donato in Poggio apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 58 minutes

Match: Heated pool

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Price per night from

$187

romantic house in chianti inside a medioeval tower

Strada in Chianti apartment

6 bedrooms
1 bathroom

sleeps 5

Match: Heated pool

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Price per night from

$148

VILLA FLORENCE CASA SERENA

Montespertoli villa

5 bedrooms
5 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$524

Typical Tuscan farmhouse with view over Florence

Bagno a Ripoli townhouse

1 bedroom
2 bathrooms

sleeps 3

Match: Heated pool

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Price per night from

$186

VILLA POZZOLO Exclusive All-inclusive Charming family parties lovely weddings

Florence villa

18 bedrooms
16 bathrooms

sleeps 40

Match: Heated pool

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Price per night from

$3,703

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: Heated pool

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Price per night from

$2,380

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

2 bedrooms
1 bathroom

sleeps 2

Match: Heated pool

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Price per night from

$136

Villa rentals apartments 4 bed

Montespertoli villa

2 bedrooms
2 bathrooms

sleeps 4

Match: Heated pool

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Price per night from

$221

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

6 bedrooms
8 bathrooms

sleeps 14

Match: Heated pool

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Price per night from

$2,115

Villa Bobolino Holiday Home

Montelupo Fiorentino villa

8 bedrooms
8 bathrooms

sleeps 17

Responds fast! avg. 18 minutes

Match: Heated pool

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Price per night from

$346

Casa Farsetti

Castelfiorentino villa

4 bedrooms
2 bathrooms

sleeps 10

Match: Heated pool

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Price per night from

$358

Villa La Veduta

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 18

Match: Heated pool

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Price per night from

$578

The Casalone, apartment AIA

Impruneta apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Heated pool

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Price per night from

$186

The Leopoldina

San Donato in Collina villa

8 bedrooms
9 bathrooms

sleeps 15

Match: Heated pool

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Price per night from

$1,481

VILLA TALCIONA

Poggibonsi apartment

2 bedrooms
2 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$192

B&B CasaLaQuerce ComfortHouse

Montemurlo b&b

6 bedrooms
21 bathrooms

sleeps 2

Match: Heated pool

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Price per night from

Inquire for Rates

Villa Florence - Casa Serena

Montespertoli villa

5 bedrooms
5 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$524

la Maisonette

Pian di Sco apartment

1 bedroom
1 bathroom

sleeps 2

Match: Heated pool

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Price per night from

$148

Villa Chianti Furnace with pool and spa in Tavarnelle Val di Pesa!

Tavarnelle Val di Pesa villa

6 bedrooms
5 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$1,675

VILLA BELSOLE

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 18

Match: Heated pool

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Price per night from

$642

Villa Rinaldi

Sammontana villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Heated pool

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Price per night from

$1,058

4BR Tuscany’s sun-basked countryside

Montespertoli house

4 bedrooms
3 bathrooms

sleeps 10

Match: Heated pool

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Price per night from

$2,222

VILLA AMADEO - Tuscany paradise

Montaione house

6 bedrooms
7 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$793

Luxury Villa Sammezzano

Reggello villa

8 bedrooms
10 bathrooms

sleeps 16

Match: Heated pool

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Price per night from

$1,394

Luxury Villa Pratomaggio

Radda in Chianti villa

5 bedrooms
9 bathrooms

sleeps 10

Match: Heated pool

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Price per night from

$2,764

Luxury Villa Castelio

Radda in Chianti villa

7 bedrooms
9 bathrooms

sleeps 14

Match: Heated pool

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Price per night from

$4,819

Fattoria SANTO STEFANO

Greti finca

17 bedrooms
10 bathrooms

sleeps 34

Responds fast! avg. 2 hours 10 minutes

Match: Heated pool

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Price per night from

$2,222

Villa Reggello

Ruota villa

8 bedrooms
9 bathrooms

sleeps 18

Responds fast! avg. 1 hour 7 minutes

Match: Heated pool

All filters match

Price per night from

$922

Villa di Prestigio in Toscana con Piscina Privata

Cerreto Guidi villa

6 bedrooms
6 bathrooms

sleeps 14

Match: Heated pool

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Price per night from

$654

Spereto Nocellara, Pool, Nature And View - Montaione, Toscana

Montaione apartment

2 bedrooms
1 bathroom

sleeps 4

Match: Heated pool

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Price per night from

$256

Elegant villa in Chianti,saltwater pool,A/C,Wi-Fi,near Mall outlet village,sl 18

Ruota villa

8 bedrooms
10 bathrooms

sleeps 18

Responds fast! avg. 2 hours 58 minutes

Match: Heated pool

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Price per night from

$758

Spereto Pendolino, Pool, Nature And View- Montaione, Toscana - Spereto Pendolino

Montaione apartment

2 bedrooms
3 bathrooms

sleeps 4

Match: Heated pool

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Price per night from

$278

Villa Perla- Homelike Villas

Cancelli villa

5 bedrooms
4 bathrooms

sleeps 12

Match: Heated pool

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Price per night from

$283

Viewing 38 of 96
rentals in San Casciano in Val di Pesa

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San Casciano in Val di Pesa Rentals

Per night

96 Houses

Viewing 38 of 96rentals in San Casciano in Val di Pesa

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Viewing 38 of 96
rentals in San Casciano in Val di Pesa