Cottages Castel San Gimignano

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Romantic cottage Glicine

Castel San Gimignano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$135

Great rentals within 20 miles that match your search

Villa Il Palazzino - Il Fienile

Volterra cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$79

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

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

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

La Guardiola

Crete Senesi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$270

Il Nespolo

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$160

S. Andrea a Cellole Murlo

Polvereto cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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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 Polvereto

Polvereto cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$185

Casa di Poldi

Val di Merse cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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VILLA DEL GRILLO

Pancole cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$80

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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$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

Water House in Gello hamlet, Tuscany

Montecatini Val di Cecina cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$148

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

Agriturismo Pieve de' Pitti

Terricciola cottage

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$878

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

$976

CASA DANIELA - ONLY YOU AND YOUR FAMILY -

Casole d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$229

- LA CASA DEI NONNI - Only you and your family

Monteguidi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$246

Casa Sàrperi in Gello hamlet, Tuscany

Montecatini Val di Cecina cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$123

Casa Scuola in the hamlet of Gello, Tuscany

Montecatini Val di Cecina cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$123

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 63

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$104

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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$81

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 74

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 32

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$270

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 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 65

Colle di Val d'Elsa cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$138

Farmhouse in Montaione ID 33

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$369

Farmhouse in Montaione ID 34

Montaione cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$305

Farmhouse in Montaione ID 31

Montaione cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$16,451

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 365

Colle di Val d'Elsa cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$142

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cottages in Castel San Gimignano

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