Cottages Montespertoli

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58 cottages

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Florence hills countryside

Montespertoli cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$62

Converted Priest Home in Chianti for up to 7 guest

Montespertoli cottage

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$191

S. Andrea a Cellole Polvereto

Polvereto cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$185

S. Andrea a Cellole Pino

Polvereto cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$185

S. Andrea a Cellole Murlo

Polvereto cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$185

FIENILE COTTAGE, 8-9 pers, Air-Conditioning, Wi-Fi, Swimming-Pool, Catering

Montespertoli cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$977

Great rentals within 20 miles that match your search

Lovely Studio apartment in Chianti

Greve in Chianti cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$69

La Tinaia - beautiful 1 bedroom cottage and quiet garden, pool with amazing view

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$185

Podere oliveta Falco

Poggibonsi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$148

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

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Price per night from

$332

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

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Price per night from

$185

Converted Barn Vacation Rental in Tuscany

Certaldo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.

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Price per night from

$234

Organic Wine & Olive Estate - Apartment Rose

Greve in Chianti cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$271

Villa Il Palazzino - Il Fienile

Volterra cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$79

Wonderful Tuscan holiday cottage in Barfoli with terrace and amazing view

Barfoli cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$271

Il Nespolo

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$160

Romantic cottage Glicine

Castel San Gimignano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$135

The poet's Home

Galluzzo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Farmhouse in Colle di Val D'Elsa ID 64

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$111

Farmhouse in Colle di Val D'Elsa ID 368

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$104

Farmhouse in Colle di Val D'Elsa ID 62

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$111

Farmhouse in Colle di Val D'Elsa ID 75

Colle di Val d'Elsa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$84

Farmhouse in Colle di Val D'Elsa ID 365

Colle di Val d'Elsa cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$142

Farmhouse in Colle di Val D'Elsa ID 63

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$104

Farmhouse in Montaione ID 32

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$271

Farmhouse in Colle di Val D'Elsa ID 65

Colle di Val d'Elsa cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$138

Farmhouse in Colle di Val D'Elsa ID 68

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$111

Farmhouse in Montaione ID 31

Montaione cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$16,453

Farmhouse in Colle di Val D'Elsa ID 562

Colle di Val d'Elsa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$81

Farmhouse in Montaione ID 34

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$305

Farmhouse in Colle di Val D'Elsa ID 367

Colle di Val d'Elsa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$84

Farmhouse in Colle di Val D'Elsa ID 74

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$111

Farmhouse in Colle di Val D'Elsa ID 366

Colle di Val d'Elsa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$84

Farmhouse in Montaione ID 33

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$369

Casa Belvedere with swimming pool in the heart of Chianti

Pieve di Panzano cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$399

Casa il Cipresso, in the heart of Chianti with swimming pool

San Donato in Poggio cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$193

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Price per night from

$101

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cottages in Montespertoli

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