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Montespertoli (Chianti Area) Villas and Vacation Rentals

 

Displaying 1 to 30 of 39 villas
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Il Castello 3 - 8004: Tuscan Apartment in Historic Castle

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  • min $884/wk
  • max $1,647/wk
  • min $796/wk
  • max $1,482/wk
  • Min Stay: 3 days
Sleeps 2 to 5 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $165 when you book by Apr-30-2021**
5.0 stars
5 reviews
" Terrific!..." - Ross
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Il Castello 34 - 18747: Tuscan Apartment in Historic Castle

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  • min $630/wk
  • max $1,315/wk
  • min $567/wk
  • max $1,184/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $132 when you book by Apr-30-2021**
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Il Castello 31 - 8003: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,699/wk
  • min $630/wk
  • max $1,529/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 single bedrooms
  • 1 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $170 when you book by Apr-30-2021**
4.0 stars
4 reviews
" Wonderful. A magnificent building in beautiful countryside. We rented 5 units - all in the out-buildings. I entered the same comments for all 5 units. ..." - Michael
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Il Castello 33 - 18746: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,545/wk
  • min $630/wk
  • max $1,391/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $155 when you book by Apr-30-2021**
3.5 stars
2 reviews
" We liked the gardens and the castle next door, the views of the country, and the quietness. We slept well, but in the summer it's warm, and there is no A/C. A ..." - Carlos
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Il Castello 36 - 18748: Tuscan Apartment in Historic Castle

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  • min $770/wk
  • max $1,699/wk
  • min $693/wk
  • max $1,529/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $170 when you book by Apr-30-2021**
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Il Castello 27 - 7999: Tuscan Apartment in Historic Castle

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  • min $840/wk
  • max $1,825/wk
  • min $756/wk
  • max $1,643/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $183 when you book by Apr-30-2021**
5.0 stars
5 reviews
" We absolutely loved our time at Il Castello 27! Our family loved the property and the people that worked there were so friendly and helpful!..." - Sharon
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Il Castello 1b - 7994: Tuscan Apartment in Historic Castle

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  • min $1,050/wk
  • max $2,239/wk
  • min $945/wk
  • max $2,015/wk
  • Min Stay: 3 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $224 when you book by Apr-30-2021**
4.5 stars
14 reviews
" We loved it. We were 6 woman so we bought local fare and cooked in our big kitchen. ..." - Alice Celine
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Il Castello 26 - 21748: CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)

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  • min $858/wk
  • max $1,449/wk
  • min $772/wk
  • max $1,304/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $145 when you book by Apr-30-2021**
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Il Castello 32 - 15372: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,699/wk
  • min $630/wk
  • max $1,529/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $170 when you book by Apr-30-2021**
4.0 stars
3 reviews
" Wonderful. A magnificent castle with out-buildings in beautiful countryside. We rented 5 units - all in the out-buildings. I entered the same comments for all 5 ..." - Michael
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Il Castello 4 - 8005: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,699/wk
  • min $630/wk
  • max $1,529/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $170 when you book by Apr-30-2021**
4.0 stars
5 reviews
" The location was very good. Easy driving to some of the towns we wanted to visit, such as Pisa, Lucca and Siena. The beds were comfortable and the villa was roomy..." - Cheryl
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Il Castello 18 - 7992: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,760/wk
  • min $630/wk
  • max $1,584/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $176 when you book by Apr-30-2021**
4.5 stars
5 reviews
" We thoroughly enjoyed our stay and the property was very well-maintained. We would recommend staying here to others. We quickly realized, however, that some of the..." - Wendy
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Il Castello 13 - 7988: Tuscan Apartment in Historic Castle

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  • min $772/wk
  • max $1,392/wk
  • min $695/wk
  • max $1,253/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $139 when you book by Apr-30-2021**
5.0 stars
1 reviews
" We loved everything about it, the architecture is wonderful, the grounds are like heaven. I would like to think the people-staff are the best, and we are going ba..." - Barbara
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Il Castello 12 - 18580: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,622/wk
  • min $630/wk
  • max $1,460/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $162 when you book by Apr-30-2021**
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Il Castello 8 - 20394: Tuscan Apartment in Historic Castle

Save $139 Photo of Tuscan Apartment in Historic Castle
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  • min $622/wk
  • max $1,392/wk
  • min $560/wk
  • max $1,253/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $139 when you book by Apr-30-2021**
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Il Castello 19 B - 20396: Tuscan Apartment in Historic Castle

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  • min $770/wk
  • max $1,853/wk
  • min $693/wk
  • max $1,668/wk
  • Min Stay: 3 days
Sleeps 5 people
  • 1 single bedrooms
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $185 when you book by Apr-30-2021**
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Il Castello 7 - 8007: Tuscan Apartment in Historic Castle

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  • min $928/wk
  • max $1,647/wk
  • min $835/wk
  • max $1,482/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $165 when you book by Apr-30-2021**
4.0 stars
5 reviews
" Driving up to the Castle was a surreal experience. It looks like a castle from a story book. The frescoes were everywhere, including the entire room. It made fo..." - Lauren
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Il Castello 9 - 20395: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,392/wk
  • min $630/wk
  • max $1,253/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $139 when you book by Apr-30-2021**
5.0 stars
1 reviews
" We had a delightful time at the castle. The apartment was lovely and well maintained. The castle was very scenic...." - Joan
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Il Castello 21 - 20397: Tuscan Apartment in Historic Castle

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  • min $490/wk
  • max $1,081/wk
  • min $441/wk
  • max $973/wk
  • Min Stay: 3 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $108 when you book by Apr-30-2021**
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Il Castello 25 - 20399: Tuscan Apartment in Historic Castle

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  • min $534/wk
  • max $1,235/wk
  • min $481/wk
  • max $1,112/wk
  • Min Stay: 3 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $124 when you book by Apr-30-2021**
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Il Castello 29 - 8001: Tuscan Apartment in Historic Castle

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  • min $700/wk
  • max $1,624/wk
  • min $630/wk
  • max $1,462/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $162 when you book by Apr-30-2021**
4.0 stars
2 reviews
" We'll be back...." - Tammy
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Il Castello 28 - 8000: Tuscan Apartment in Historic Castle

Save $124 Photo of Tuscan Apartment in Historic Castle
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  • min $534/wk
  • max $1,235/wk
  • min $481/wk
  • max $1,112/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $124 when you book by Apr-30-2021**
4.5 stars
4 reviews
" Love this property. Second year in a row I have been there...." - Sadia
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Il Castello 11 - 7987: Tuscan Apartment in Historic Castle

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  • min $613/wk
  • max $1,328/wk
  • min $552/wk
  • max $1,195/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $133 when you book by Apr-30-2021**
3.0 stars
2 reviews
" The castle is beautiful...." - Serena
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Il Castello 10 - 7986: Tuscan Apartment in Historic Castle

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  • min $692/wk
  • max $1,252/wk
  • min $623/wk
  • max $1,127/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $125 when you book by Apr-30-2021**
5.0 stars
2 reviews
" Ambiance. Staff was very good...." - Will
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Il Castello 14 - 7989: Tuscan Apartment in Historic Castle

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  • min $840/wk
  • max $2,007/wk
  • min $756/wk
  • max $1,806/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $201 when you book by Apr-30-2021**
4.5 stars
12 reviews
" It was comfortable, clean, and conveniently located. ..." - Misty
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Il Castello 23 - 7998: Tuscan Apartment in Historic Castle

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  • min $875/wk
  • max $1,879/wk
  • min $788/wk
  • max $1,691/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 3 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $188 when you book by Apr-30-2021**
4.5 stars
17 reviews
" Very good. However, it was 104 most days and didn't cool off much at night. Good home base for day trips...." - Kelly
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Il Castello 24 - 20398: Tuscan Apartment in Historic Castle

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  • min $1,313/wk
  • max $2,611/wk
  • min $1,182/wk
  • max $2,350/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $261 when you book by Apr-30-2021**
4.0 stars
1 reviews
" Overall our stay at the villa was a wonderful experience and the views amazing. Just wish we could have stayed around long enough to enjoy more!..." - Anne
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Il Castello Cappella - 20401: Tuscan Apartment in Historic Castle

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  • min $709/wk
  • max $1,417/wk
  • min $638/wk
  • max $1,275/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $142 when you book by Apr-30-2021**
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Il Castello Cupola - 20402: Tuscan Apartment in Historic Castle

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  • min $910/wk
  • max $1,825/wk
  • min $819/wk
  • max $1,643/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $183 when you book by Apr-30-2021**
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Il Castello 35 - 20400: Tuscan Apartment in Historic Castle

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  • min $709/wk
  • max $1,647/wk
  • min $638/wk
  • max $1,482/wk
  • Min Stay: 3 days
Sleeps 3 to 4 people
  • 1 single bedrooms
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $165 when you book by Apr-30-2021**
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Il Castello 2 - 18601: Tuscan Apartment in Historic Castle

Save $924 Photo of Tuscan Apartment in Historic Castle
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  • min $1,015/wk
  • max $9,240/wk
  • min $914/wk
  • max $8,316/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $924 when you book by Apr-30-2021**
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Displaying 1 to 30 of 39 villas

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