Castiglione Rentals

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6,430 Houses

Villa Martina

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Games room Private indoor pool Swing set or jungle gym Toaster

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Price per night from

$1,584

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Sealing the Lecci Gurian Roberta - The Lime Tree

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$93

Sealing the Lecci Gurian Roberta - Cornflower

Terranuova Bracciolini farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$74

Forest Hill House

Valverde farmhouse

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 24

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Vernianello - Type B

Poggibonsi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$203

Affittacamere Monica

Peschiera del Garda private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 42 minutes

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$80

Agriturismo Incrociata Dispensa

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$136

Agriturismo Incrociata Granaio

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$136

Agriturismo Incrociata Greppia

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$195

3 of 4 match: Swing set or jungle gym, Games room, Private indoor pool, Toaster

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Price per night from

$431

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$148

Casa

Piana di Lucca farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 1

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$369

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$265

bergerie

Sisco house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$176

TULIP in San Gimignano Pool

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$197

Antico Borgo Ripostena - 8 Casa Vecchia

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$1,232

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$99

Ripostena-Melissa House 1

Casole d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$1,232

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

3 of 4 match: Games room, Private indoor pool, Swing set or jungle gym, Toaster

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Camere Golf Club Parma e Piacenza

Piacenza b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private indoor pool, Toaster, Games room, Swing set or jungle gym

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Price per night from

$111

Ripostena 9

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Toaster, Games room, Swing set or jungle gym

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Price per night from

$1,232

F2 (1E) in beachfront residence

San-Nicolao apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private indoor pool, Toaster, Games room, Swing set or jungle gym

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Price per night from

$74

T1 (No. 10) Corsica seaside

San-Nicolao apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private indoor pool, Toaster, Games room, Swing set or jungle gym

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Price per night from

$62

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.

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$2,372

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$1,697

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: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$1,476

Duardo's house

Cappella farmhouse

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$308

Marietto's House: Rustic Tuscan villa near historic Lucca

Cappella farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$271

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$283

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$571

B & B Le Piagge

Central Pisa b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Villa Adinolfi - Your perfect Escape on the Como Lake area

Annone di Brianza villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 18

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$2,988

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: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$528

Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$610

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$247

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

Castelfalfi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$924

VILLA SOFIA ITALY

Sirtori villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

3 of 4 match: Private indoor pool, Games room, Swing set or jungle gym, Toaster

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Price per night from

$1,232

Consorzio Turistico Maremma Promotion

Castiglione Della Pescaia bungalow

  • 25 bedrooms
  • 2 bathrooms
  • sleeps 2

2 of 4 match: Private indoor pool, Toaster, Games room, Swing set or jungle gym

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Price per night from

$264

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