Castiglione Rentals

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2,991 Houses

Casale Aiaccia

Arezzo farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$252

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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, Iron, Swing set or jungle gym, Wheelchair adapted

3 of 4 filters match

Price per night from

$110

FARM HOUSE LE SELVOLE

Pomarance apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$160

Holiday Villa in Cortona

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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

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Price per night from

$687

the Gargoyle

Subbiano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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

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The Organic Farming

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

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

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The Corner - Weingut Podere Cortilla

Volterra condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 4 filters match

Price per night from

$172

FARMHOUSE AGRITURISMO SOMMASSA WITH PRIVATE POOL GREVE IN CHIANTI

Panzano in Chianti farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

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Price per night from

$798

Large villa with pool in Tuscany

Marciano della Chiana villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 24

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

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Price per night from

$565

Country Relais & Spa Le Capanne

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

Responds fast! avg. 55 minutes

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

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Price per night from

$1,840

At Rinaldi

Empoli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$99

FIENILE AGRITURISMO IL CELLESE

Castellina In Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Agriturismo Incrociata Dispensa

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$135

Agriturismo Incrociata Granaio

Pietraviva farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$135

Agriturismo Incrociata Greppia

Pietraviva farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$194

Fattoria di Arsicci, holiday house weekly rented.

Badia Tedalda villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 15

“Great house and surroundings in Badia Tedalda” We had a great time in this lovely located holiday house. A great swimming pool with a magnificant view. If you like a relaxed holiday this is the place. The lady who takes care of the house daily can also like to prepare a wonderfull dinner at the house. Reservation a few days in advance. Smashing Italian dishes !!!

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

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Price per night from

$270

Melograno San Gimignano Apartment Pool

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$148

TULIP in San Gimignano Pool

Ulignano finca

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$197

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$264

IL GELSO

San Pietro a Cegliolo farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$430

Room Apartment, Residence Villa Elena

Guardistallo townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 4 minutes

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

3 of 4 filters match

Price per night from

$96

Villa La Poventa

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

3 of 4 filters match

Price per night from

$501

Antico Borgo Ripostena - 8 Casa Vecchia

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$1,227

Villa Monarca -Tuscany-

Torrita di Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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

3 of 4 filters match

Price per night from

$1,472

Tuscany Room Green Quality

Laterina b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$111

Sor Paul Hotel

San Casciano in Val di Pesa b&b

  • 9 bedrooms
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$165

Responds fast! avg. 2 hours 10 minutes

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

3 of 4 filters match

Price per night from

$404

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

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Price per night from

$2,367

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, Iron, Swing set or jungle gym

3 of 4 filters match

Price per night from

$608

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

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

3 of 4 filters match

Price per night from

$1,693

Casa Leana, Heated Pool, Games Room & Fabulous Views

Anghiari villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

“Amazing!! This word sums up our stay!” We stayed in Casa Leana with some friends recently. This is a beautiful old house and is furnished to a very high standard with a mixture of modern and antique furniture - we felt really at home there with the lovely big lounge and TVs and DVD players in most bedrooms plus literally Hundreds of Dvds to watch. Once we managed to get through our long relaxing breakfasts, we loved the outdoor space there - we all enjoyed the heated pool and unbelievably, I particularly liked the play area where I spent many hours in the hammock when my kids were playing on the swings. When we could tear the children away from the house we had a few days out, one of which we spent in Rome which was fabulous - we caught the early train from arezzo and had a whole day there. A fairly long and tiring day but well worth it. We also had a day at a beach side resort called Cesenatico. All in all this place was a great find and the local towns and villages are beautiful and unspoiled with wonderfully old fashioned family run shops and restaurants and, of course, ice cream parlors. We all want to revisit as we did not manage to see half the things we anticipated - we are already making plans for next year's trip to this lovely house. Thanks again Leigh and Di for helping to make Nick's birthday celebrations so memorable!

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

3 of 4 filters match

Price per night from

$532

Casa Fantone

Poppi villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$262

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

3 of 4 filters match

Price per night from

$3,067

B & B Le Piagge

Central Pisa b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

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Casale La Rosa dei Venti

Caprese Michelangelo house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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

3 of 4 filters match

Price per night from

$552

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$246

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

Castelfalfi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

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

3 of 4 filters match

Price per night from

$920

Viewing 38 of 2,991
rentals in Castiglione

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