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Wireless Internet
Air conditioning
Swimming pool
Private pool

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

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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84 Houses

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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

$2,945

Luxury Villa in Radda,saltwater swimming pool,A/C,gym room,Turkish bath, sl 10

Radda in Chianti villa

5 bedrooms
7 bathrooms

sleeps 12

Responds fast! avg. 2 hours 58 minutes

Match: Private outdoor pool (heated)

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Price per night from

$2,668

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

$2,766

Luxury Villa Castelio

Radda in Chianti villa

7 bedrooms
9 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

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Price per night from

$4,823

Villa Torre del Chianti

Radda in Chianti house

4 bedrooms
6 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$2,296

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: Private outdoor pool (heated)

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Price per night from

$579

Holiday House 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

$247

Salve Regina

Chiesanuova barn

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$407

Typical Tuscan farmhouse with view over Florence

Bagno a Ripoli townhouse

1 bedroom
2 bathrooms

sleeps 3

Match: Private outdoor pool (heated)

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Price per night from

$186

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

$177

Villa rentals apartments 4 bed

Montespertoli villa

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (heated)

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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: Private outdoor pool (heated)

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Price per night from

$2,117

Villa La Veduta

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 18

Match: Private outdoor pool (heated)

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Price per night from

$579

The Leopoldina

San Donato in Collina villa

8 bedrooms
9 bathrooms

sleeps 15

Match: Private outdoor pool (heated)

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Price per night from

$1,482

VILLA TALCIONA

Poggibonsi apartment

2 bedrooms
2 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$192

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

$173

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

10 bedrooms
10 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

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Price per night from

$346

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

$2,383

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

$1,235

la lodola

Crete Senesi apartment

1 bedroom
1 bathroom

sleeps 4

Match: Private outdoor pool (heated)

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Price per night from

$149

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

$741

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

$1,941

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

$161

Farmhouse Pianelli

Pergine Valdarno house

3 bedrooms
2 bathrooms

sleeps 5

Match: Private outdoor pool (heated)

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Price per night from

$371

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

Tavarnelle Val di Pesa villa

6 bedrooms
5 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$1,676

Villa Reggello

Ruota villa

8 bedrooms
9 bathrooms

sleeps 18

Responds fast! avg. 1 hour 7 minutes

Match: Private outdoor pool (heated)

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Price per night from

$923

Villa Chianti - Homelike Villas

Terranuova Bracciolini house

6 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$578

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: Private outdoor pool (heated)

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Price per night from

$759

Luxury Villa Canova

Mercatale di Val di Pesa villa

8 bedrooms
9 bathrooms

sleeps 16

Match: Private outdoor pool (heated)

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Price per night from

$4,977

Luxury Villa Faggeto

Siena villa

9 bedrooms
10 bathrooms

sleeps 17

Match: Private outdoor pool (heated)

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Price per night from

$2,366

Casale Figlinelle

Gaiole in Chianti villa

10 bedrooms
7 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

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Price per night from

$1,553

Villa degli Amanti - Homelike Villas

Comugni villa

9 bedrooms
6 bathrooms

sleeps 22

Match: Private outdoor pool (heated)

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Price per night from

$1,154

Villa il Giardino- Homelike Villas

Lucolena villa

7 bedrooms
8 bathrooms

sleeps 16

Match: Private outdoor pool (heated)

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Price per night from

$2,119

Villa al Vento - Wonderful villa with pool and barbecue in the Chianti area

Malafrasca - San Frustino villa

3 bedrooms
3 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$419

Luxury Villa at Greve in Chianti

Greve in Chianti villa

5 bedrooms
5 bathrooms

sleeps 9

Match: Private outdoor pool (heated)

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Price per night from

$618

Villa il Vigneto- Homelike Villas

Panzano in Chianti house

7 bedrooms
11 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

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Price per night from

$2,119

Villa Terra di Siena- Homelike Villas

Panzano in Chianti villa

18 bedrooms
18 bathrooms

sleeps 36

Match: Private outdoor pool (heated)

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Price per night from

$5,435

Villa delle Torri - Homelike Villas

San Gimignano house

7 bedrooms
8 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,482

Viewing 38 of 84
rentals in Radda in Chianti

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Vacation Rentals & Villas in Radda in Chianti

Per night

84 Houses

Viewing 38 of 84rentals in Radda in Chianti

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Viewing 38 of 84
rentals in Radda in Chianti