Castiglione Rentals

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3,462 Houses

Match: Boat available Children's pool Housekeeping Included Safe Pool or snooker table

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Price per night from

$861

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Responds fast! avg. 2 hours 10 minutes

4 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$405

4 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$6,885

Le volte di ascesi 4

Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Children's pool, Safe, Boat available, Housekeeping Included, Pool or snooker table

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Price per night from

$160

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Children's pool, Safe, Boat available, Housekeeping Included, Pool or snooker table

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Price per night from

$86

Apartment Papavero, between Volterra and San Gimignano

Villamagna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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Price per night from

$74

Villa ' Lia '

Potenza Picena villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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Price per night from

$861

Tuscan holiday hotel apartment rental with sauna and swimming pool

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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Il Monastero - Lavanda

San Dalmazio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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Borgo di Colleoli Resort

San Gervasio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Boat available, Pool or snooker table, Children's pool, Housekeeping Included, Safe

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Price per night from

$246

The Organic Farming

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Children's pool, Boat available, Safe, Pool or snooker table

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Villa Colonica Tuori - Tuscany Farmhouse with Staff in Truffle Hunting Estate

San Piero A Sieve villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$3,074

3 of 5 match: Boat available, Safe, Children's pool, Housekeeping Included, Pool or snooker table

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Price per night from

$1,845

GUFO - Appartamento - Vista mare e colline - a lato della piscina

Senigallia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Safe, Pool or snooker table, Boat available, Children's pool, Housekeeping Included

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$123

Molinvecchio

Vallea villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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villa del poggio

Anghiari villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 17

3 of 5 match: Boat available, Housekeeping Included, Children's pool, Safe, Pool or snooker table

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Yacht AnnaBlu

Porto Venere yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Children's pool, Pool or snooker table, Boat available, Housekeeping Included, Safe

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Price per night from

$677

LA TERRAZZA SUL MARE

Numana house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Children's pool, Pool or snooker table, Boat available, Housekeeping Included, Safe

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Price per night from

$322

Grove House, villa with swimming pool

San Venanzo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 24 minutes

3 of 5 match: Children's pool, Safe, Boat available, Housekeeping Included, Pool or snooker table

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Price per night from

$283

antica fonte resort

Gallena hotel apartment

  • 28 bedrooms
  • 40 bathrooms
  • sleeps 50

3 of 5 match: Boat available, Pool or snooker table, Children's pool, Housekeeping Included, Safe

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Spacious hilltop garden apartment for 2-4 adults with pool and views

San Gervasio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 5 match: Boat available, Pool or snooker table, Children's pool, Housekeeping Included, Safe

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Price per night from

$80

Villa Panconesi "Granaio"

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Boat available, Pool or snooker table, Children's pool, Housekeeping Included, Safe

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Price per night from

$95

VILLA PANCONESI "Colombaia"

Montespertoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Pool or snooker table, Children's pool, Housekeeping Included, Safe

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Price per night from

$127

CATTOLICA 4 FAMILY | Gran Torino 17

Cattolica apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 43 minutes

2 of 5 match: Boat available, Children's pool, Pool or snooker table, Housekeeping Included, Safe

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Price per night from

$615

the farmhouse is surrounded by the famigliaree environment

Ciliegi b&b

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

2 of 5 match: Boat available, Children's pool, Safe, Housekeeping Included, Pool or snooker table

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Villa Olivo - Luxury hilltop Retreat and Spa in the heart of Le Marche.

Civitanova Alta villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

3 of 5 match: Housekeeping Included, Children's pool, Boat available, Safe, Pool or snooker table

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Price per night from

$2,547

Poggio Rosemary - luxury farmhouse

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$1,230

PANORAMIC VILLA

Amandola villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$492

Villa Le Bolli: a vacation like at your home!

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 36

“A beautiful place to spend great moments with friends and family” We have been three families, a couple and some friends arriving on their own. It was one of the most relaxing, funny and wonderful holiday we have ever spent. The kids loved their time at the pool, the garden, with dart, billiard, ping-pong and table soccer and of course with the cat "Luigi". We adults had lots of time for chatting, laughing, joint cooking and eating, relaxing and some sports. The professional and big kitchen is a real asset. Albeit the nearby very fine and cosy restaurants, we usually preferred staying among us in the villa. Both, in sun shine and rain, the villa offers all you need for a great time in the big group (a big salon with open fire, several living and dining rooms indoor, the big and well-kept garden, main terrace, barbeque and pool outdoors). There are however also enough spaces to retire to, such as a hammock below a beautiful old oak, hidden benches in the garden, comfortable sofas here and there, and of course the spacious sleeping rooms, each with individual features and great views over the Tuscan landscape. We definitely can recommend this place!

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$1,968

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 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$534

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$2,108

Castello di Cabbiavoli

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$1,402

Villa Roncovisi

Monsummano Terme villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 19

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$686

Petrolo winery Villa. Events, weddings & large families. Service included

San Leolino villa

  • 16 bedrooms
  • 14 bathrooms
  • sleeps 33

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$1,970

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Bertinoro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 55 minutes

3 of 5 match: Boat available, Children's pool, Housekeeping Included, Safe, Pool or snooker table

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Price per night from

$641

timeshare

Celle sul Rigo hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Boat available, Housekeeping Included, Pool or snooker table, Children's pool, Safe

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Price per night from

$88

il tramonto sul chianti

Montespertoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 5 match: Boat available, Housekeeping Included, Pool or snooker table, Children's pool, Safe

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BARBAGIANNI - Grande appartamento, fresco e bellissimo - Piscina e parco -Gruppi

Senigallia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 12

3 of 5 match: Safe, Pool or snooker table, Boat available, Children's pool, Housekeeping Included

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Price per night from

$197

Viewing 38 of 3,462
rentals in Castiglione

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