Castiglione Rentals

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3,892 Houses

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: Games room Housekeeping Included Swing set or jungle gym Private pool

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Price per night from

$2,376

Villa Adinolfi - Your perfect Escape on the Como Lake area

Annone di Brianza villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Games room Housekeeping Included Swing set or jungle gym Private pool

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Price per night from

$2,993

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Ripostena 9

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,232

Ripostena-5 The Remittance

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,232

Ripostena 7-Trinciatoio

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,232

Ripostena 10

Casole d'Elsa townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$1,232

Ripostena 6-the dryer

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$1,232

Ripostena 11 the barn

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$1,232

Relais Villa Bonini, La Merope

Massa b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$259

ORLANDO-HOUSE ZAKRI-COLD-

Cazzago San Martino b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$247

Villa Giuliana, appartamento BILOCALE 4 Ptl, all'Isola d'Elba.

Capoliveri townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$68

Ripostena-Melissa House 1

Casole d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$1,232

Antico Borgo Ripostena - 8 Casa Vecchia

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$1,232

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$99

Gardenpark Soleil Nebbiuno Lake Maggiore Villa 6 rooms

Fosseno villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$302

morandi mill old mill with private pool

Loro Ciuffenna watermill

  • 6 bedrooms
  • 16 bathrooms
  • sleeps 12

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$748

Country Villa with private swimming pool in Tuscany

Saturnia farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$791

EASY CHIC Villa, Home and Garden

Barni villa

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 24

Responds fast! avg. 3 hours 53 minutes

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$616

Villa Casa Collina - Castelfalfi - Salt Waterpool - Airconditioning - Sauna

Castelfalfi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$924

VILLA SOFIA ITALY

Sirtori villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$1,232

Tenuta Contessa Chiara

Fontanile villa

  • 9 bedrooms
  • 15 bathrooms
  • sleeps 17

“Gail's review of Villa Cortese” Our experience at Villa Cortese was terrific. The owner is a great hostess and we felt very welcomed. The property is lovely and the region is our favorite.

Responds fast! avg. 1 hour 24 minutes

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$1,478

Villa Le Panche, An 18th Century Bishop's Villa in a Lush Tuscan Valley

Pistoia villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$529

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$572

Villa Martina

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$1,584

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Housekeeping Included, Games room, Swing set or jungle gym, Private pool

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Price per night from

$247

Chalet in Toscane aan zee te huur | Camping Paradiso in Viareggio | Italië

Viareggio chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private pool, Games room, Housekeeping Included, Swing set or jungle gym

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Price per night from

$80

Villa Brinada Villa Brinada

Solcio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Swing set or jungle gym, Games room, Housekeeping Included, Private pool

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Price per night from

$1,564

Colle La Fosca - Panoramic house

Massarosa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Games room, Housekeeping Included, Private pool

3 of 4 filters match

Price per night from

$271

Villa Moiacchina

Castello di Brianza villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$185

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$651

Amazing house for family on Lucca hills with pool, garden, wifi and SPA

Cappella house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

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Price per night from

$185

Villa Le Muracce

Greve in Chianti villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$801

Villa Roncovisi

Monsummano Terme villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$688

Stunning Tuscan Villa and Spa in hills near Lucca

Lucca villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 45 minutes

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$2,815

Luxury private villa with pool/daily housekeeping

Piana di Lucca villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$696

VILLA REGINA

Massa e Cozzile villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$616

Luxury private villa with pool/daily housekeeping

Piana di Lucca villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$473

Oleanders-Casa Vacanze

Castelfiorentino barn

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 9

3 of 4 match: Games room, Housekeeping Included, Swing set or jungle gym, Private pool

3 of 4 filters match

Price per night from

$358

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rentals in Castiglione

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