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Villa Montespertoli In Castellina in Chianti, Tuscany

Photo gallery for Villa Montespertoli In Castellina in Chianti, Tuscany

A stone building with a table set for two, a bottle of wine, and a candle on the ground.
A clear blue swimming pool with a stone deck, surrounded by lush greenery and a view of rolling hills and a distant building.
A stone house with a tiled roof, a covered porch, and a gravel driveway.
A dining area with a long table set for a meal, wooden chairs, and a rustic ceiling with exposed beams.
A bedroom with a wooden ceiling, a bed with a headboard, bedside tables, two wall-mounted lamps, and a window with a view of greenery.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Your own private chef
    One of the few properties offering private chef services.

Popular amenities

  • Massages in spa
  • Private pool
  • Internet access
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View in a map
Castellina in Chianti, Si
  • Place, Lilliano Estate Winery
    ‪7 min drive‬
  • Place, Casina di Cornia Winery
    ‪13 min drive‬
  • Place, Piazza del Campo
    ‪41 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪79 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed

Bedroom 6

1 Double Bed

7 bathrooms

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Bidet · Toilet · Shower only

Bathroom 3

Bidet · Toilet · Shower only

Bathroom 4

Bidet · Toilet · Shower only

Bathroom 5

Bidet · Toilet · Shower only

Bathroom 6

Bidet · Toilet · Shower only

Bathroom 7

Bidet · Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

Add dates for prices

Similar properties

About the area

Castellina in Chianti

Located in Castellina in Chianti, this villa is in a rural area. Museo del Cristallo di Colle di Val d'Elsa and Art in Color are cultural highlights, and some of the area's attractions include Chianti Observatory and Terre di Vini. Looking to enjoy an event or a game while in town? See what's happening at Palasport Mens Sana or Stadio Artemio Franchi. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with ecotours.
Map
Castellina in Chianti, Si

What's nearby

  • Lilliano Estate Winery - 7 min drive - 2.2 km
  • Casina di Cornia Winery - 13 min drive - 2.9 km
  • City Hall Castellina In Chianti - 18 min drive - 7.9 km
  • Piazza del Campo - 41 min drive - 33.0 km
  • Siena Cathedral - 42 min drive - 32.3 km

Getting around

  • Monteriggioni Castellina Station - 10 min drive
  • Peretola Airport (FLR) - 66 min drive

Restaurants

  • ‪Pit Stop 17 - ‬16 min drive
  • ‪Bar Brancaia - ‬11 min drive
  • ‪Chianti Bar - ‬11 min drive
  • ‪Bar dell'Orso - ‬10 min drive
  • ‪Tre Porte - ‬11 min drive

Frequently asked questions

Does Villa Montespertoli In Castellina in Chianti, Tuscany have a pool?

Yes, this property has a pool.

Is Villa Montespertoli In Castellina in Chianti, Tuscany pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Villa Montespertoli In Castellina in Chianti, Tuscany?

Check-in begins at 5:00 PM.

What time is check-out at Villa Montespertoli In Castellina in Chianti, Tuscany?

Checkout is at 10:00 AM.

Where is Villa Montespertoli In Castellina in Chianti, Tuscany located?

Situated in a rural location, this villa is 0.8 mi (1.3 km) from Lilliano Estate Winery and within 6 miles (10 km) of Casa Vinicola Luigi Cecchi and Walls of Monteriggioni. City Hall Castellina In Chianti and Castellina Fortress are also within 6 miles (10 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 6 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 1 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.2/10

Cleanliness

9.6/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Beautiful villa with ample space for at least 12-14 people. Great service, daily pool service and cleaning. Worth the cost!
Stayed 7 nights in Sep 2024
From a partner site

8/10 Good

The villa was ideal for our three generation family

The villa was ideal for our three generation family. The area and villa are better than the photographs portray. The check in was very smooth and the wine tasting superb.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From an easy check-in with Francesca until we sadly departed everything was perfect. The rooms are as you see them on line. The layout makes it feel like each bedroom is its own apartment. The pool was welcoming albeit a little cool in September. The views over the hills of Tuscany was a dream come true. We even did a visit to the Lilliano winery with tasting. Our at home dinner with ‘take a chef’ Bartolo was a highlight and would recommend trying it…menu extensive and varied— all delicious. We were a family of 3 generations from different parts of US and all thought that getting together at the villa was a wonderful experience. Would love to come again!!
Stayed 7 nights in Sep 2025
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy
Séjour sympa, les personnes qui travaillent sur place très agréables et sympathique. Nous avons eu une bouteille de vin rouge et d’huile d’olive à notre arrivée. Maison spacieuse et agréable. Dommage que climatisation soit tombée en panne la moitié du séjour sois 35c et qu’il y ait eu des coupures d’électricité la nuit
Stayed 8 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wunderschöne Villa im Herzen der Toskana

Wir waren 12 Personen (3 Familien) und hatten eine wunderschöne Woche. Der Pool wurde für uns sogar früher eingelassen. Die Villa ist wunderschön im toskanischen Stil erbaut. Super Abwicklung mit Ankunft und Abreise. Das Haus wurde sogar beheizt und es war sehr gemütlich. Die Vermieter kümmerten sich um unsere Anliegen unglaublich schnell und freundlich. Wir sind absolut begeistert und können diese Villa absolut empfehlen. Ein ganz kleines Manko war vielleicht die Sauberkeit .
Stayed 7 nights in Apr 2025
From a partner site

10/10 Excellent

Tolle Villa in traumhafter Alleinlage

Tolle Villa in traumhafter Alleinlage. Schöne Aufteilung der Zimmer und genügend Platz im Haus, um auch ungestört zu sein. Der Tisch im Freisitz könnte für 12 Personen noch etwas größer sein. Wir hatten einen tollen Familienurlaub mit 4 Generationen. Alles wunderbar
From a partner site

10/10 Excellent

We've spent a great time at this place

We've spent a great time at this place. Whenever anything was not working properly (like the oven or the hot water for the shower) we have received prompt help from the staff. Any issue was solved within a very short time. The house is lovely located, shows lots of space and we looking forward to come and visit the place again. Thank you!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location, beautiful, very clean and comfortable

We had a lovely time in this house, which is perfectly located, comfortable, clean and charming. Management company is very helpful and responsive. Pool is gorgeous (and has a fence).. We definitely recommend. Only downside was that oven and dishwasher were not working well, but as soon as it will be replaced it will be absolutely perfect.
Stayed 7 nights in Oct 2019
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