Suitcase

Your Suitcase contains your favorite villas and details of your upcoming trip. Sign up to use this feature.
Rated Excellent By Trip Advisor
  1. Rentvillas.com
    2. ›
  2. Italy
    3. ›
  3. Tuscany
    4. ›
  4. Florence
    5. ›
  5. South Florence
    6. ›
  6. Montespertoli (Chianti Area)

Villa Search

(ex: Florence, Positano)

Quick Filter

Travelers
Arrival Date
Departure Date
Max Price per Week
More filter options

Montespertoli (Chianti Area) Villas and Vacation Rentals

 

Displaying 1 to 30 of 41 villas
Sort By:

Il Castello 22 - 7997: CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)

Save $124 Photo of CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)
View All Photos
  • min $559/wk
  • max $1,235/wk
  • min $503/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 Sep-30-2019**
"The building itself, the surroundings, and Tuscany in general...." - Pawel
View Details Add to SuitcaseAdd To Suitcase

Il Castello - 19184: Castle Rental in Tuscany, Montespertoli (Chianti Area)

Save $4,947 Photo of Castle Rental in Tuscany, Montespertoli (Chianti Area)
View All Photos
  • min $26,078/wk
  • max $49,471/wk
  • min $23,470/wk
  • max $44,524/wk
  • Min Stay: 7 days
Sleeps 80 to 120 people
  • 1 single bedrooms
  • 42 double bedrooms
  • 35 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $4,947 when you book by Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 14 - 7989: Tuscan Apartment in Historic Castle

Save $201 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $882/wk
  • max $2,007/wk
  • min $794/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 Sep-30-2019**
4.5 stars
12 reviews
" It was comfortable, clean, and conveniently located. ..." - Misty
View Details Add to SuitcaseAdd To Suitcase

Il Castello 1b - 7994: Tuscan Apartment in Historic Castle

Save $224 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $1,104/wk
  • max $2,239/wk
  • min $994/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello Cupola - 20402: Tuscan Apartment in Historic Castle

Save $183 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $957/wk
  • max $1,825/wk
  • min $861/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 25 - 20399: Tuscan Apartment in Historic Castle

Save $124 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $559/wk
  • max $1,235/wk
  • min $503/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 8 - 20394: Tuscan Apartment in Historic Castle

Save $139 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $653/wk
  • max $1,392/wk
  • min $588/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 9 - 20395: Tuscan Apartment in Historic Castle

Save $139 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,392/wk
  • min $662/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Villa Baldacchino - 22248: Villa Rental in Tuscany, Montespertoli (Chianti Area)

Save $960 Photo of Villa Rental in Tuscany, Montespertoli (Chianti Area)
View All Photos
  • min $6,400/wk
  • max $9,604/wk
  • min $5,760/wk
  • max $8,644/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $960 when you book by Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 27 - 7999: Tuscan Apartment in Historic Castle

Save $183 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $882/wk
  • max $1,825/wk
  • min $794/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 31 - 8003: Tuscan Apartment in Historic Castle

Save $170 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,699/wk
  • min $662/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 34 - 18747: Tuscan Apartment in Historic Castle

Save $132 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $663/wk
  • max $1,315/wk
  • min $597/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 26 - 21748: CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)

Save $145 Photo of CastleApartment Rental in Tuscany, Montespertoli (Chianti Area)
View All Photos
  • min $899/wk
  • max $1,449/wk
  • min $809/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 7 - 8007: Tuscan Apartment in Historic Castle

Save $165 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $978/wk
  • max $1,647/wk
  • min $880/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 19 B - 20396: Tuscan Apartment in Historic Castle

Save $185 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $810/wk
  • max $1,853/wk
  • min $729/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 35 - 20400: Tuscan Apartment in Historic Castle

Save $165 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $744/wk
  • max $1,647/wk
  • min $670/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 28 - 8000: Tuscan Apartment in Historic Castle

Save $124 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $559/wk
  • max $1,235/wk
  • min $503/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 Sep-30-2019**
4.5 stars
4 reviews
" Love this property. Second year in a row I have been there...." - Sadia
View Details Add to SuitcaseAdd To Suitcase

Il Castello 32 - 15372: Tuscan Apartment in Historic Castle

Save $170 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,699/wk
  • min $662/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 33 - 18746: Tuscan Apartment in Historic Castle

Save $155 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,545/wk
  • min $662/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 36 - 18748: Tuscan Apartment in Historic Castle

Save $170 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $810/wk
  • max $1,699/wk
  • min $729/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 30 - 8002: Tuscan Apartment in Historic Castle

Save $170 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $882/wk
  • max $1,699/wk
  • min $794/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 Sep-30-2019**
4.0 stars
6 reviews
" Beautiful, large castle in a picture perfect location that seemed like something out of a Tuscan fantasy. ..." - Deborah
View Details Add to SuitcaseAdd To Suitcase

Il Castello 29 - 8001: Tuscan Apartment in Historic Castle

Save $162 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,624/wk
  • min $662/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 Sep-30-2019**
4.0 stars
2 reviews
" We'll be back...." - Tammy
View Details Add to SuitcaseAdd To Suitcase

Il Castello 4 - 8005: Tuscan Apartment in Historic Castle

Save $170 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,699/wk
  • min $662/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 12 - 18580: Tuscan Apartment in Historic Castle

Save $162 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $735/wk
  • max $1,622/wk
  • min $662/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 3 - 8004: Tuscan Apartment in Historic Castle

Save $165 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $931/wk
  • max $1,647/wk
  • min $838/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 Sep-30-2019**
4.5 stars
4 reviews
" Excellent. Relaxing. Different. One of the highlights was 25 school childen fom New Zealand staying overnight. Sharing a bus with them and then dinner later. They ..." - Edward
View Details Add to SuitcaseAdd To Suitcase

Il Castello 2 - 18601: Tuscan Apartment in Historic Castle

Save $183 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $1,066/wk
  • max $1,825/wk
  • min $959/wk
  • max $1,643/wk
  • Min Stay: 3 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $183 when you book by Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 5 - 20393: Tuscan Apartment in Historic Castle

Save $175 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $748/wk
  • max $1,752/wk
  • min $673/wk
  • max $1,577/wk
  • Min Stay: 3 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $175 when you book by Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello Cappella - 20401: Tuscan Apartment in Historic Castle

Save $142 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $793/wk
  • max $1,417/wk
  • min $714/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 Sep-30-2019**
View Details Add to SuitcaseAdd To Suitcase

Il Castello 23 - 7998: Tuscan Apartment in Historic Castle

Save $188 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $916/wk
  • max $1,879/wk
  • min $824/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase

Il Castello 13 - 7988: Tuscan Apartment in Historic Castle

Save $139 Photo of Tuscan Apartment in Historic Castle
View All Photos
  • min $817/wk
  • max $1,392/wk
  • min $735/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 Sep-30-2019**
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
View Details Add to SuitcaseAdd To Suitcase
 
Displaying 1 to 30 of 41 villas

Home • Featured Properties • Why Rent With Us?

Our Most Popular Villa Destinations