Castiglione Rentals

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421 Houses

Casale Aiaccia

Arezzo farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Games room Swing set or jungle gym Trampoline Wheelchair adapted

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Price per night from

$254

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Apartment in Farmhouse (Rosa 4+2) province of Pisa,Volterra area, San Gimignano

Volterra farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

3 of 4 filters match

Price per night from

$110

Holiday Villa in Cortona

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

3 of 4 filters match

Price per night from

$692

the Gargoyle

Subbiano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 4 match: Games room, Trampoline, Swing set or jungle gym, Wheelchair adapted

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Agriturismo Nonna Stella

Bibbona b&b

  • 1 bedroom
  • 9 bathrooms
  • sleeps 12

2 of 4 match: Games room, Trampoline, Swing set or jungle gym, Wheelchair adapted

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Tuscany Villa Bagnoro Arezzo Country House

Arezzo villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

2 of 4 filters match

Price per night from

$1,235

The Organic Farming

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

2 of 4 match: Games room, Trampoline, Swing set or jungle gym, Wheelchair adapted

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FARM HOUSE LE SELVOLE

Pomarance apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Trampoline, Swing set or jungle gym, Games room, Wheelchair adapted

2 of 4 filters match

Price per night from

$161

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

3 of 4 match: Wheelchair adapted, Games room, Swing set or jungle gym, Trampoline

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Price per night from

$1,705

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: Wheelchair adapted, Games room, Swing set or jungle gym, Trampoline

3 of 4 filters match

Price per night from

$612

Tuscany Room Green Quality

Laterina b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$112

Sor Paul Hotel

San Casciano in Val di Pesa b&b

  • 9 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$166

Cascina Toscana -Luxury Holiday House- Private Swimmingpool & Jacuzzi

Arezzo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$618

Holiday House CuordiNatura - La Quercia

Montopoli in Val d'Arno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$130

agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$309

La Cantina

Prato apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$161

La Tinaia

Prato apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$87

Il Palagione

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$309

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$136

Sealing the Lecci Gurian Roberta - The Lime Tree

Terranuova Bracciolini farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Trampoline, Wheelchair adapted, Games room, Swing set or jungle gym

2 of 4 filters match

Price per night from

$93

Sealing the Lecci Gurian Roberta - Cornflower

Terranuova Bracciolini farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Trampoline, Wheelchair adapted, Games room, Swing set or jungle gym

2 of 4 filters match

Price per night from

$75

Ripostena 9

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Trampoline, Wheelchair adapted, Games room, Swing set or jungle gym

2 of 4 filters match

Price per night from

$1,235

Ciliegio house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$99

Agriturismo S.angelo

Castiglion Fiorentino guest house

  • 14 bedrooms
  • sleeps 39

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

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Agriturismo il Poderaccio App. Gaia

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

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The Corner - Weingut Podere Cortilla

Volterra condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$173

The Paretaio Farm panoramic view S.Miniato

San Miniato apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$99

Country Relais & Spa Le Capanne

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

Responds fast! avg. 55 minutes

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$1,853

Large villa with pool in Tuscany

Marciano della Chiana villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 24

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$569

FARMHOUSE AGRITURISMO SOMMASSA WITH PRIVATE POOL GREVE IN CHIANTI

Panzano in Chianti farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 4 match: Games room, Swing set or jungle gym, Trampoline, Wheelchair adapted

1 of 4 filters match

Price per night from

$803

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$266

Villa Rosa dei Venti - Aliseo Cottage

Cortona cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$284

Podere il Giurato Apartment Maestrale

Fauglia apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$173

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$284

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$88

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$88

Agriturismo la Coccinella

Poggioni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$173

Agriturismo la Coccinella

Poggioni apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Games room, Wheelchair adapted, Swing set or jungle gym, Trampoline

2 of 4 filters match

Price per night from

$198

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rentals in Castiglione

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