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Montespertoli (Chianti Area) Villas and Vacation Rentals

 

Displaying 1 to 30 of 39 villas
Save $208 Photo of Tuscan Apartment in Historic Castle
  • min $1,125/wk
  • max $2,077/wk
  • min $1,013/wk
  • max $1,869/wk
  • Min Stay: 3 days
Sleeps 2 to 5 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $208 when you book by Aug-20-2022**
" Terrific!..." - Ross
Save $904 Photo of Villa Rental in Tuscany, Montespertoli (Chianti Area)
  • min $7,303/wk
  • max $9,041/wk
  • min $6,573/wk
  • max $8,137/wk
  • Min Stay: 7 days
Sleeps 14 to 15 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $904 when you book by Aug-20-2022**
Save $204 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,044/wk
  • min $798/wk
  • max $1,840/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $204 when you book by Aug-20-2022**
Save $208 Photo of Tuscan Apartment in Historic Castle
  • min $1,179/wk
  • max $2,078/wk
  • min $1,061/wk
  • max $1,870/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $208 when you book by Aug-20-2022**
" 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 $300 Photo of Tuscan Apartment in Historic Castle
  • min $1,455/wk
  • max $2,995/wk
  • min $1,310/wk
  • max $2,696/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $300 when you book by Aug-20-2022**
" Good...." - Randee
Save $230 Photo of Tuscan Apartment in Historic Castle
  • min $1,287/wk
  • max $2,302/wk
  • min $1,158/wk
  • max $2,072/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $230 when you book by Aug-20-2022**
Save $214 Photo of Tuscan Apartment in Historic Castle
  • min $978/wk
  • max $2,144/wk
  • min $880/wk
  • max $1,930/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $214 when you book by Aug-20-2022**
Save $214 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,144/wk
  • min $798/wk
  • max $1,930/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $214 when you book by Aug-20-2022**
" 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 $222 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,221/wk
  • min $798/wk
  • max $1,999/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $222 when you book by Aug-20-2022**
" 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 $176 Photo of Tuscan Apartment in Historic Castle
  • min $985/wk
  • max $1,755/wk
  • min $887/wk
  • max $1,580/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $176 when you book by Aug-20-2022**
" 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 $205 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,050/wk
  • min $798/wk
  • max $1,845/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $205 when you book by Aug-20-2022**
" We'll be back...." - Tammy
Save $156 Photo of Tuscan Apartment in Historic Castle
  • min $675/wk
  • max $1,559/wk
  • min $608/wk
  • max $1,403/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $156 when you book by Aug-20-2022**
" Love this property. Second year in a row I have been there...." - Sadia
Save $204 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,042/wk
  • min $798/wk
  • max $1,838/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 $204 when you book by Aug-20-2022**
" 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 $176 Photo of Tuscan Apartment in Historic Castle
  • min $787/wk
  • max $1,757/wk
  • min $708/wk
  • max $1,581/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $176 when you book by Aug-20-2022**
Save $221 Photo of Tuscan Apartment in Historic Castle
  • min $903/wk
  • max $2,210/wk
  • min $813/wk
  • max $1,989/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $221 when you book by Aug-20-2022**
Save $136 Photo of Tuscan Apartment in Historic Castle
  • min $622/wk
  • max $1,364/wk
  • min $560/wk
  • max $1,228/wk
  • Min Stay: 3 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $136 when you book by Aug-20-2022**
Save $179 Photo of Tuscan Apartment in Historic Castle
  • min $1,126/wk
  • max $1,787/wk
  • min $1,013/wk
  • max $1,608/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $179 when you book by Aug-20-2022**
Save $183 Photo of CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)
  • min $1,084/wk
  • max $1,829/wk
  • min $976/wk
  • max $1,646/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $183 when you book by Aug-20-2022**
Save $215 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $2,145/wk
  • min $798/wk
  • max $1,931/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 $215 when you book by Aug-20-2022**
" 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
Save $253 Photo of Tuscan Apartment in Historic Castle
  • min $1,066/wk
  • max $2,532/wk
  • min $959/wk
  • max $2,279/wk
  • Min Stay: 3 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $253 when you book by Aug-20-2022**
" It was comfortable, clean, and conveniently located. ..." - Misty
Save $195 Photo of Tuscan Apartment in Historic Castle
  • min $887/wk
  • max $1,952/wk
  • min $798/wk
  • max $1,757/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $195 when you book by Aug-20-2022**
" 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 $167 Photo of Tuscan Apartment in Historic Castle
  • min $782/wk
  • max $1,673/wk
  • min $704/wk
  • max $1,506/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $167 when you book by Aug-20-2022**
" The castle is beautiful...." - Serena
Save $282 Photo of Tuscan Apartment in Historic Castle
  • min $1,332/wk
  • max $2,824/wk
  • min $1,199/wk
  • max $2,542/wk
  • Min Stay: 3 days
Sleeps 8 people
  • 4 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $282 when you book by Aug-20-2022**
" We loved it. We were 6 woman so we bought local fare and cooked in our big kitchen. ..." - Alice Celine
Save $545 Photo of Tuscan Apartment in Historic Castle
  • min $2,484/wk
  • max $5,453/wk
  • min $2,236/wk
  • max $4,908/wk
  • Min Stay: 3 days
Sleeps 8 to 9 people
  • 4 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $545 when you book by Aug-20-2022**
" We had a very pleasant stay and would recommend the property...." - Amy
Save $214 Photo of Tuscan Apartment in Historic Castle
  • min $1,066/wk
  • max $2,144/wk
  • min $959/wk
  • max $1,930/wk
  • Min Stay: 3 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $214 when you book by Aug-20-2022**
" Beautiful, large castle in a picture perfect location that seemed like something out of a Tuscan fantasy. ..." - Deborah
Save $219 Photo of Tuscan Apartment in Historic Castle
  • min $1,066/wk
  • max $2,191/wk
  • min $959/wk
  • max $1,972/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $219 when you book by Aug-20-2022**
" 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 $237 Photo of Tuscan Apartment in Historic Castle
  • min $1,106/wk
  • max $2,369/wk
  • min $995/wk
  • max $2,132/wk
  • Min Stay: 3 days
Sleeps 4 to 6 people
  • 3 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $237 when you book by Aug-20-2022**
" Very good. However, it was 104 most days and didn't cool off much at night. Good home base for day trips...." - Kelly
Save $158 Photo of Tuscan Apartment in Historic Castle
  • min $878/wk
  • max $1,580/wk
  • min $790/wk
  • max $1,422/wk
  • Min Stay: 3 days
Sleeps 2 to 3 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $158 when you book by Aug-20-2022**
" Ambiance. Staff was very good...." - Will
Save $208 Photo of Tuscan Apartment in Historic Castle
  • min $899/wk
  • max $2,078/wk
  • min $809/wk
  • max $1,870/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 $208 when you book by Aug-20-2022**
Save $156 Photo of Tuscan Apartment in Historic Castle
  • min $675/wk
  • max $1,560/wk
  • min $608/wk
  • max $1,404/wk
  • Min Stay: 3 days
Sleeps 2 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $156 when you book by Aug-20-2022**
 
Displaying 1 to 30 of 39 villas