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Montespertoli (Chianti Area) Villas and Vacation Rentals

 

Displaying 1 to 30 of 39 villas
Save $165 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" Terrific!..." - Ross
Save $139 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $165 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $145 Photo of CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)
  • 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 Jan-31-2021**
Save $201 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" It was comfortable, clean, and conveniently located. ..." - Misty
Save $224 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" We loved it. We were 6 woman so we bought local fare and cooked in our big kitchen. ..." - Alice Celine
Save $162 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" We'll be back...." - Tammy
Save $170 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $188 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" Very good. However, it was 104 most days and didn't cool off much at night. Good home base for day trips...." - Kelly
Save $162 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $132 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $139 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $261 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $183 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $183 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $142 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $108 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $185 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $170 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $170 Photo of Tuscan Apartment in Historic Castle
  • min $840/wk
  • max $1,699/wk
  • min $756/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 Jan-31-2021**
" Beautiful, large castle in a picture perfect location that seemed like something out of a Tuscan fantasy. ..." - Deborah
Save $124 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" Love this property. Second year in a row I have been there...." - Sadia
Save $176 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $133 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" The castle is beautiful...." - Serena
Save $125 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" Ambiance. Staff was very good...." - Will
Save $238 Photo of Tuscan Apartment in Historic Castle
  • min $1,147/wk
  • max $2,375/wk
  • min $1,032/wk
  • max $2,138/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $238 when you book by Jan-31-2021**
" Good...." - Randee
Save $155 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
" 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
Save $170 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $924 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $165 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
Save $124 Photo of Tuscan Apartment in Historic Castle
  • 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 Jan-31-2021**
 
Displaying 1 to 30 of 39 villas