Montisi Rentals

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41 Houses

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$111

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$668

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$701

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$712

La Capannina La Capannina

San Giovanni d'Asso house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

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$321

B&B Antica Casa i Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$117

Olivella Olivella

San Giovanni d'Asso house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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$734

Villa San Giovanni Villa San Giovanni

San Giovanni d'Asso villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

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$836

“It was everything we had dreamed of and more...quaint and very c” The proprietor was very easy to work with and was so gracious. We had a wonderful welcome basket with lots of local goodies on our arrival. The home was more than adequate with five private bedrooms, ours was on the second level with living/dining area and a balcony. We enjoyed the infinity pool and the delicious fruit from the orchards. We were able to have a private chef come to our villa and cook dinner, what a presentation. Castelmuzio was the perfect spot for us, so quaint and beautiful. We downloaded Italy to our GPS and it was a piece of cake to sight see all the other villages. Don't miss Pienza, Montpulciano, Cortona, Orvieto Cathedral, San Gimignano, but my favorite was Monticiello, the view of the Tuscan Hills was breathtaking. If we ever get to go back to Italy, I would stay at Villa nell'Oliveto again...It was everything we dreamed of and more.

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Price per night from

$728

Charming cottage in Asciano - Crete senesi

Crete Senesi cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$185

Pasqui Villas La Consuma :historic villa in a village ,pool, garden, view ,WiFi

San Giovanni d'Asso villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 14

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$698

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$504

Casale San Giovanni

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$338

Scannelli Farm

Val d'Orcia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$148

Pasqui Villas: La Capanna,country chic house in a village:garden,pool,view,WiFi

San Giovanni d'Asso villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

“Casa Lorenzo - A perfect slice of Tuscan heaven” I have stayed at this house multiple times in the past and our entire family adores the house and location. The owner is extremely nice and charming, her caretaker is magnificent, the grounds are beautiful and the amenities within an extremely short walk are sublime. The house is perfect for a family of 5 (of any age) or for two couples and it is absolutely charming. The airconditioning works well, the kitchen is nice and functional and the bedrooms and bathrooms are perfectly nice and comfortable. It has a small swimming pool to reduce the summer heat if you wish and a functional outdoor charcoal grille. The location cannot be beat. Don't miss the restaurant next door which is one of the best in southern Tuscany. The house is close to all that the Crete Senese offers and requires extremely short drives to visit Pienza, Montalcino, and Montepulciano. We could linger here for weeks and we would not complain at all.

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$313

Price per night from

$3,070

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$774

Bed & Breakfast Antica Casa I Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$117

Villa Donatella

Trequanda villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 23 minutes

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$430

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$728

Poggio ai Gelsi, Lodge Ulivo

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$191

Granny's House ' brunette '

Rigaiolo house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Il Loggiato, two bedrooms apartment in the Crete Senesi region. Pool, A/C, Wi-Fi

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$277

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$221

Responds fast! avg. 2 hours 58 minutes

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$135

Podere Pascianella - House with private garden

Trequanda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$246

Villa Azzurro Deluxe - Cignella Resort

Petroio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$248

Deluxe Appartamento in Villa Salvia - Cignella Resort Toscana

Petroio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$309

Villa Le Focaie 8, Emma Villas

Asciano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$444

Superior appartmento con terrazzo Villa Basilico Cignella Resort

Petroio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$246

Appartamento Olivo - Cignella resort

Petroio house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$299

Villa Cielo Deluxe - Cignella Resort

Petroio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$309

Monterzi 4, Emma Villas

Montalcino villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$279

Deluxe Apartment Villa Pesca - Cignella Resort

Petroio house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$297

Cignella Resort Appartamento Cipresso

Petroio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$234

Appartamento Rosmarino - Cignella Resort

Petroio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$246

Stupendo Appartamento Villa Limone su due piani - Resort Cignella

Petroio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$309

Villa Falco con Terrazzo e giardino - Cignella Resort Toscana

Petroio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$332

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rentals in Montisi

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