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Beautiful house on Chianti hilltop with exceptional views.

Photo gallery for Beautiful house on Chianti hilltop with exceptional views.

A stone arch window with a view of a rural landscape, including fields and a tree with red flowers.
A stone archway leading to a balcony with a view of rolling hills and a clear sky.
A stone building with a courtyard, featuring a stone pathway, two lounge chairs, and a small archway.
A brick archway with a view of a garden, including a tree and potted plants.
A dining area with a table set for two, a candle, and a view of a vineyard through an arched window.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
4 bedrooms4+ bathroomsSleeps 8

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Barbecue
  • Deck or patio

Explore the area

View map
Siena, Tuscany
  • Place, Casina di Cornia Winery
    ‪21 min walk‬
  • Place, Santa Maria alle Scotte Polyclinic
    ‪46 min drive‬
  • Place, Piazza del Campo
    ‪50 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪89 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom

2 Single Beds

Bedroom

1 King Bed

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

4 bathrooms, 1 half bathroom

Bathroom

Toilet · Shower only

Bathroom

Toilet

Bathroom

Bathtub or shower · Bidet · Toilet

Bathroom

Bathtub · Toilet

Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden

About this property

Beautiful house on Chianti hilltop with exceptional views.

Spacious (260 sq metres), very well equipped house on two floors forming part of renovated historic farm hamlet. The estate covers 5 acres, and includes eight houses set in lovely gardens, sharing a 20 x 10 metre travertine-lined pool and tennis court. Our house, the largest in the hamlet, has a private terrace and garden, and a beautiful shaded outside dining area. Spectacular views include mountains, vineyards, and the distant mediaeval towers of San Gimignano. There is a communal kitchen garden for herbs and vegetable.

We have created a very comfortable environment, as it is our second home, There are several very attractive architectural details. Inside, the floors are either marble or terra cotta tiles, and the furniture is a tasteful mixture of period and modern. Three double and one twin bedrooms are complemented by marble tiled bathrooms. The spacious arched living area has well stocked bookshelves, a wide selection of music and videos, and an open log fireplace. A large rustic kitchen has every convenience for the most enthusiastic cook.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number IT052005C2RP2XCJT4
Property # 13754
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Castellina in Chianti

Located in Castellina in Chianti, this holiday home is in a rural area and in the mountains. Chianti Sculpture Park and Museo del Cristallo di Colle di Val d'Elsa are cultural highlights, and some of the area's activities can be experienced at Lilliano Estate Winery and Casa Vinicola Luigi Cecchi. Travelling with kids? Consider Chianti Observatory, or check out an event or a game at Siena Stadium. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with hiking, horse riding and cycling.
Map
Siena, Tuscany

What's nearby

  • Tenuta Torciano Winery - 46 min drive - 40.5 km
  • Santa Maria alle Scotte Polyclinic - 46 min drive - 34.4 km
  • Piazza del Campo - 50 min drive - 35.8 km
  • University of Siena - 50 min drive - 35.8 km
  • Antinori nel Chianti Classico - 58 min drive - 53.0 km

Getting around

  • Monteriggioni Badesse Station - 11 min drive
  • Peretola Airport (FLR) - 61 min drive

Restaurants

  • ‪Pit Stop 17 - ‬23 min drive
  • ‪Bar Brancaia - ‬18 min drive
  • ‪Bar dell'Orso - ‬20 min drive
  • ‪Chianti Bar - ‬18 min drive
  • ‪Dievole Wine Resort - ‬30 min drive

Frequently asked questions

Does Beautiful house on Chianti hilltop with exceptional views. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Beautiful house on Chianti hilltop with exceptional views. ?

As of 26 Sept 2026, prices found for a 1-night stay for 2 adults at Beautiful house on Chianti hilltop with exceptional views. on 7 Dec 2026 start from AU$3,076, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Beautiful house on Chianti hilltop with exceptional views. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Beautiful house on Chianti hilltop with exceptional views. ?

On-site parking is available at the property.

What time is check-in at Beautiful house on Chianti hilltop with exceptional views. ?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful house on Chianti hilltop with exceptional views. ?

Checkout is at 10:00 AM.

Where is Beautiful house on Chianti hilltop with exceptional views. located?

This family-friendly Castellina in Chianti holiday home is located in the mountains, within 3 mi (5 km) of Lilliano Estate Winery and Walls of Monteriggioni. Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 76 out of 79 reviews
Rating 8 - Good. 2 out of 79 reviews
Rating 6 - Okay. 1 out of 79 reviews
Rating 4 - Poor. 0 out of 79 reviews
Rating 2 - Terrible. 0 out of 79 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We've stayed on two previous occasions at La Bagnaie, but not at this particular villa. The reviews don't really do it justice. It was well furnished, fanatically located with views across Tuscany to San Gimignano, and with every necessary bit of information provided in advance. Jacky, the manager who we have met on two previous occasions, called in and along with the host, was her usual very welcoming self. Jacky even managed to engage Serena to cook for us one night, a delightful, very talented local chef who we would highly recommend, if you can get her! Not one of us could think of any way in which our way could be improved.
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean and comfortable and the place was even better than the pictures online. Stunning views and a great location to explore the many beautiful towns in the area.
View off the patio
View off the patio
Living room with fireplace
Nice kitchen
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful
Stayed 10 nights in May 2026
Verified review

10/10 Excellent

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

An amazing view

We loved our stay
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

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

A Feast for the Eyes and Mind.

Loved the property so much we will be coming back in 3 months for our 50 Anniversary.
Stayed 7 nights in May 2025
Response from VrboOwner on 13 June 2025
So good to hear ! Hope you had a great time and will do so on your return.
Verified review

10/10 Excellent

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

Family vacation

The property has beautiful views and great pool to cool off during the hot summer hours.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Exceptional Villa in a Beautiful Location

perfect size, plenty of bathrooms, so many wineries to choose from nearby, exceptional kitchen!!
Stayed 14 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The outside area and views are really what makes this villa so special and unique. Once you get used to the quite tricky dirt track (10 mins long and dont come in a sports car!) You feel more relaxed. We were scared to go out after arriving. You cant just nip to a shop or restaurant so be prepared to drive everywhere. Night time driving is an adventure, we saw a wild boar and a giant porcupine on our treks. The villa was very hot especially in the south facing bedrooms so keep the shutters closed. We had a heatwave so struggled at night sleeping. The villa is very rustic and feels quite dark but that is the character. You really sit outside 95% of the time as it is simply stunning. The table with the arch window was where we ate, played cards and chatted by candlelight. Superb. Take binoculars for star gazing as there us zero light pollution so you can see everything. Book Serena to cook at least once, and dont leave any food or she will make you eat it haha. That was one of our best nights. Must seesSan Gimignano and Siena our top 2. The sentier Elsa trail out side colle val D'elsa is stunning. Waterfalls and turquoise pools. Google it before you go its 30 mins away. Book a wine tour at Frattoria Pomona with Monica if you can. She is fabulous. If you want to see Florence go at 8am. We got there too late to park anywhere snd sat in traffic for over an hour. We gave up. Montepulciano is worth a visit too. All in all 10/10 holiday
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

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

Fantasy vacation

The house was perfect. We were a family of 7 and it was perfect. The gardens and property are stunning. The views are too. The pool was life saver because we experienced hot temps.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Castellina in Chianti

Wonderful!
Stayed 7 nights in Oct 2024
Verified review

10/10 Excellent

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

Stunning view and comfortable home like experience

You will love the views. The pool looked amazing even though the temperature was to cool to use it in the beginning of April. Location is close to a village with highly rated restaurant options. Great access to Siena, Florence, and San Gimignano.
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

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

Spectacular view

The view is beautiful and the villa checks all the boxes. Spacious, clean and comfortable. Highly recommend
Stayed 5 nights in May 2023
Verified review

10/10 Excellent

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

Family Vacation

Beautiful home that was well appointed and very clean. The views were spectacular and the location was convenient for sightseeing. The landlord and other guests were very friendly and gave great advice on restaurants and places to visit. We had Serena come in and cook for us twice and they were tow of the best meals we had in Italy!
Stayed 6 nights in Jul 2023
Verified review

10/10 Excellent

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

Wonderful home in the heart of Tuscany!

This home was perfect for our family vacation in Tuscany! We are a group of 8 adults. The home was very comfortable and true to the listing. Would definitely return!
Stayed 7 nights in Dec 2019
Response from VrboOwner on 2 Apr 2020
Thank you Jessica. So glad you had a good time . Annie
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property has magical views and so much outdoor and patio space with beautiful gardens and shrubs. Three choices of outdoor dining spaces and each seats eight people. This is our second time here and we love it. Pool is wonderful with more fantastic views. Wonderful catering available with charming Serena. She made gluten free meals for our group. Thank you Annie for all your help!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Wonderful villa with spectacular views

We absolutely loved Anne’s gracious house, which was spacious and well appointed. Thoughtful amenities and a well equipped kitchen helped us cook some great meals, and the surrounding countryside provided plenty of hill villages and restaurants and walks. We felt we could have spent a month here. Thanks to the host!
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

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

Beautiful home in Chianti with exceptional views

An Unforgettable Chianti Escape in the heart of Chianti was nothing short of magical.If you're looking for an authentic, luxurious, and truly relaxing Tuscan getaway, look no further. It feels wonderfully secluded and peaceful, yet it's just a short drive to charming hilltop towns like Greve in Chianti, Panzano, and Castellina in Chianti.You can easily explore local wineries, enjoy delicious meals at some fabulous restaurants. The communication with Annie and Paul was excellent and we're looking forward to planning our next stay!
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

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

Outstanding villa

We had the most amazing time in an outstanding villa with stunning views and sunsets. The villa is spacious and very comfortable, plenty of areas to eat outside, a large shared swimming pool that was never busy and beautifully tended gardens. Honestly the best villa we have stayed in. Perfect for 6 to 8 people and everything you need provided to cook in or bbq. It’s a 10 minute drive down a dirt track but worth it! Great villages nearby and close to Siena and Florence (1 hr by car). Thank you Anna and Paul
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

What a fantastic property!

Photos will never capture the feeling and vistas of this property! This is a beautiful house with unbelievable views! The cherry on the top included 2 wonderful dinners cooked by Serena. A week wasn’t enough!
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

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

Terrific house and setting

This is a beautiful, lovingly maintained house and garden, set on the top of a hill with the most beautiful views (we loved the clear views of San Gimignano skyline in the morning). Huge pool, lots of walking tracks, and many villages and towns to visit nearby. What’s not to like?
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

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

Authentic Tuscany Experience

First let me say Anne and Paul are great hosts. Having an additional onsite manager is a bonus. We were six adults and two young children. We were comfortable with bedrooms for all. Love having a king size bed. Sitting outside with a glass of wine watching the sun set over the vineyards is how we ended each day.
Stayed 10 nights in Mar 2025
Verified review

8/10 Good

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

Holiday

Lovely property set in scenic area, for sure you need a car, the property is good 10 mins down a dirt track before you get to main road, to be aware. Apart from that perfect place and property manager was super helpful, thanks
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Spacious beautiful home with fantastic views

Very relaxing stay. Dirt/rocky road leads up to villa which made it a little tricky at night…especially when GPS had trouble locating. In the end, it worked out for the best, we would get back before dark and cook which saved money and allowed more family time together. Beautiful sunset photos too! Kitchen has everything you need to cook.
Stayed 7 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and its surroundings were absolutely beautiful. There was lots of room and the house was very clean. The grounds were immaculate. The pictures don’t do the place any justice! You will be in awe. We had Serena cook for us one evening and if I could do it again, I would have asked her to cook multiple evenings. The food was fantastic and it was so nice and relaxing to have her cook for you while you just enjoy the atmosphere and a glass of wine.We were two families with 4 adults and 4 children and the place was perfect.We would not hesitate to book this house again and would stay even longer next time.
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

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

Takes your breadth away

Ths whole experience lives up to all expectations. Annie was very helpful throughout the process and the house and property are like the photos. We all joked that we did not need to go see other views because we had the best view in Tuscany in our backyard! The property is very tranquil and centrally located for day trips. The house worked well for our group of 7 and we look forward to returning!
Stayed 7 nights in Apr 2024

About the host

Hosted by Paul or Annie Flower

Host profile image

Languages:

English, French, German, Italian
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