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Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

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December 2024
January 2025

Photo gallery for Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

Exterior
Outdoor dining
Pool
Fridge, microwave, oven, stovetop
5 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

9.6 out of 10

Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 10300 sq m

Popular amenities

  • Parking available
  • Washer
  • Pool
  • Barbecue grill
  • Kitchen
  • Air conditioning

Explore the area

Map
San Casciano in Val di Pesa, Tuscany
  • Monastary of Sorelle Clarisse
    6 min drive
  • Antinori nel Chianti Classico
    11 min drive
  • Historic Centre of Florence
    23 min drive
  • Florence (FLR-Peretola)
    38 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

The Villa sits in the Chianti Classico hills among olive groves and cypress trees, just 20 km from Florence. Enjoy beautiful views and a private pool nestled among the vineyards.
Our Villa sleeps 10 people, with 5 bedrooms with AC and 4 bathrooms.
The villa is full of authentic touches, such as frescoed ceilings, and original wooden beam ceilings and terracotta floors. Enjoy your meals outside on our shaded patio just outside the kitchen, and relax by the pool or in one of our comfortable, elegant living rooms.
Unlimited internet WiFi available, plenty of outdoor areas and absolute privacy.
Great location for exploring Tuscany: easy day-trips to Siena, Florence, Lucca, San Gimignano, Pisa and of course the Chianti Classico region with its famous wineries.

The town of San Casciano Val di Pesa is 4 km away from the villa: there is a good quality supermarket (also open on Sunday morning), pharmacy, gas station, restaurants and shops of all kind. On Monday morning there is a weekly market in town.

San Casciano is a lively, hilltop town: all year long locals meet in the historic centre locals to chat and have a coffee, do their everyday shopping at the charming small stores, and children stop for a gelato on the walk home from school. Here you can have a taste of authentic Tuscan life side by side with people who live in the town year round, instead of a tourist trap.
Our customers tell us they can't get enough of this villa's great location. During your stay, you'll be close to Monastary of Sorelle Clarisse. The villa offers free WiFi and a private pool.
  • Air-conditioned villa with private pool, kitchen and washing machine
  • Free WiFi
  • 6 minutes by car from Monastary of Sorelle Clarisse and 11 minutes from Florence American Cemetery and Memorial
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence offers its guests barbecue grills and a garden. The front desk is open around the clock.

Smoking is allowed in designated areas at this San Casciano in Val di Pesa villa.

Property manager

Sabrina

Languages

English, Italian

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Designated smoking areas
  • Note from host: Smoking is allowed only outside of the villa.

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Horseback riding nearby
  • Mountain biking nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 3,229 square feet

Policies

Check-in

Check-in time starts at 5:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
This property accepts cash
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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • On-site cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.

Property is also known as

Charming w/ Pool Nestled Chianti Vineyards AC Florence
Charming w Pool Nestled Chian

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 35 out of 46 reviews" "
Rating 8 - Good. 10 out of 46 reviews" "
Rating 6 - Okay. 1 out of 46 reviews" "
Rating 4 - Poor. 0 out of 46 reviews" "
Rating 2 - Terrible. 0 out of 46 reviews" "

9.4/10

Cleanliness

Reviews

10/10 Excellent

Scott L.

Liked: Cleanliness
Great villa!
We had a great stay here. All of us really enjoyed the location!
Stayed 8 nights in Oct 2024

10/10 Excellent

Carol N.

Liked: Cleanliness
Comfortable stay and beautiful view!
See above
Stayed 9 nights in Sep 2024

10/10 Excellent

Robert B.

Liked: Cleanliness
Family vacation in Italy
Great location whether you spend time at the villa or travel via tram and rail to other Italian destinations. The villa easily accommodated the 10 people in our family.
Stayed 7 nights in Aug 2024

10/10 Excellent

Greg M.

Liked: Cleanliness
Great location
Great location. San Casciano is a great little town. The villa is well located, great grounds and views. All was good.
Stayed 7 nights in Jul 2024

10/10 Excellent

Lindy O.

Liked: Cleanliness
A Forever Memory
Three weeks in a sun-drenched Tuscan villa? A dream come true for our family. The grandchildren especially will always remember this lovely time. Many thanks to our gracious host, Sabrina.
Stayed 21 nights in Jun 2024

10/10 Excellent

David T.

Liked: Cleanliness
Tuscan villa
Loved Villa in a stunning location with superb views of the surrounding countryside. The pool was fantastic Our host Sabrina was charming and very helpful. The whole family had a fantastic and memorable holiday
Stayed 7 nights in Jun 2024

10/10 Excellent

George F.

Liked: Cleanliness
Lovely Tuscan Villa
Incredible views, San Casciano a real cute Italian town, not touristy.
Stayed 7 nights in Oct 2023

8/10 Good

Shannan R.

Liked: Cleanliness
Great Location
We loved the location and the grounds. The villa is nice but needs some repairs and maintenance and the furnishings, bedding and decor are in need of updating. The beds are hard and the pillows are hard and flat. The owner was easy to work with and we enjoyed our stay.
Stayed 5 nights in Sep 2023

10/10 Excellent

Howard G., Fresno, CA

Liked: Cleanliness
Wonderful Tuscan Villa
We were 4 adults & 3 children (under 7 years old) staying in this well maintained historic home for a week in June. Communication with Sabrina was easy & she was quick to respond and accommodate, both prior to & during our stay. She immediately replaced a broken coffee maker, she provided extra towels upon request (for the pool), & she accommodated us for a very early departure. The charming town of San Casciano is 10 minutes away; with a supermarket and several restaurants. The house is conveniently located for touring Tuscany, about 10 miles south of Florence. We used it as a hub for day trips throughout the region; Florence, Pisa, Luca, Sienna, Greve, Radda, San Gimignano & other places. The large, clean pool was delightful to use after touring throughout the day. The house has been upgraded with all modern fixtures (bathroom & kitchen), is very comfortable and was extremely clean when we arrived. It has the convenience of air conditioning in the bedrooms but due to the ideal weather & stone structure we didn’t have to use it. The only problem we experienced was with the electronic entry gate. It didn’t work properly. Sometimes it took us 15 minutes to get out of the property. It was especially concerning when we were leaving the property to catch a train for the next part of our journey. We informed the owner but that had not yet been repaired. We would highly recommend this magnificent, historic property as a Tuscan hub for extended families and groups of friends.
Stayed 7 nights in Jun 2023

10/10 Excellent

Frank S., Littleton, Colorado USA

Liked: Cleanliness
Wonderful Tuscan Vacation
This very nice restored classic farm house is wonderfully located for relaxation and activities. Our group had bikes delivered by a local shop. Everyday the group spent hours biking through this Chianti region. Afterwards the pool provided much relaxation. The location among the rolling Tuscan hills is breathtaking. The location is also an active farm where we purchased plenty of Chianti Classico and olive oil. Location is a few minutes from plenty of shops and grocery stores. We took the tram to Florence from a station 20 minutes away. We highly recommend this location for a large group.
Stayed 5 nights in Jun 2023

10/10 Excellent

Audrey J.

Liked: Cleanliness
Exquisite family farmhouse in a breathtaking location
This spacious farmhouse is situated on a stunningly beautiful hillside in Chianti. The pictures do not do it justice! It was literally one of the most beautiful places we have every stayed. The property was surrounded by olive trees, vineyards, cypress, and citrus trees. The landscape was beautifully maintained. The farmhouse had surprisingly spacious bedrooms and common areas. There are frescoes on the ceiling, beautiful but functional furniture and a wonderful outside table with ample seating. It is perfect for a group or large family. We used this as a base for our travels to Florence, Pisa, Lucca, Sienna, and Cinque Terre. The pool was a welcome retreat after site seeing each day. We used the pizza oven to grill one night, as well as the ovens. All the appliances worked well and the air-conditioned bedrooms allowed us to sleep comfortably. A few nights, we opened windows (all screened) as it was cool outside, and the ac wasn't needed. Sabrina was extremely helpful and even came over to help us figure out the washing machine one day. I would definitely stay here again and recommend it to anyone coming to this area. Our group actually voted to skip a day of sightseeing just to enjoy being around the property. It was just perfect all the way around! My only suggestion would be to have the farmhouse history detailed for guests. Sabrina mentioned it had been in the family for 400 years and we would have loved to know the full history of this beautiful farmhouse and property!
Stayed 5 nights in May 2023

8/10 Good

Jo D.

Liked: Cleanliness
Charming villa but byo everything
There is no doubt this is a charming 400yo villa in a great location in Tuscany. San Casciano is the nearest town and has great restaurants and amenity. As an old villa you can expect rustic conditions especially regarding plumbing. However, we were disappointed that there was absolutely nothing in the way of basic house provisions. You have to bring your own everything. We had to go and buy bin liners, dishwashing liquid, soap, salt, pepper… basic things for our week long stay. Of course we didn’t expect fresh food but in our experience some basic kitchen provisions would have been nice. There weren’t any suggestions for local things to do either - that would have been another nice touch. It was cold during our stay in May but we weren’t allowed to use heating down stairs! Despite these annoying circumstances we had a great stay in Tuscany. There is so much to do.
Stayed 7 nights in May 2023

10/10 Excellent

Andrew W.

Liked: Cleanliness
Tuscany Family Trip
The Villa was all we expected and more! Sabrina even opened the beautiful pool a couple of days early and we capitalized on it with some beautiful weather. My only recommendation would be to place some more specific written instructions upon checkin to cover more details on such things as: obtaining trash bags, operating 1st floor heating, what to do with trash, linens and such upon departure.
Stayed 6 nights in Apr 2023

10/10 Excellent

Paula C.

Liked: Cleanliness
Wonderful Tuscan farmhouse
We were 4 married couples on vacation and this house was perfect. It was even better than the pictures. The bedrooms are huge. Contrary to some previous reviews, the kitchen is very well stocked. We cooked dinner 3 times and had everything we needed to make a big meal. We also used the outdoor oven fire pit to cook meat. We had a little issue with one of the showers and Sabrina had a plumber come that very same day to fix it. The property is so clean, lush and well looked after. The pool is very big and so clean, we really enjoyed how refreshing it was after a hot day of sightseeing. The location is also really good. An easy drive into town for groceries and to get to all the other little towns in Tuscany. We would definitely stay here again.
Stayed 5 nights in Sep 2022

8/10 Good

Heather W.

Liked: Cleanliness
Lovely Tuscan villa
The locale is superb though a car is a must. House is clean with some lovely features, but as previous reviews have stated , it needs just a few basic extras to make the stay even better. We all said what a lovely villa it is and had a wonderful time. If you want five star with all the mod cons, this property is not for you. If you want true Tuscan rustic then it definitely is! It is such a shame that such simple little things which would really make a difference have not been done despite previous reviews e.g Basic kitchen equipment - 3 tumblers for 10 people, only wine glasses available. A microwave , Some small sharp knives A cupboard for food not just a table top - in 36 degree heat with insects and ants this would really help A bin in each bathroom and hand soap dispenser More nice pool towels and available from day 1 Outside furniture needs an upgrade Pool furniture needs tightening up to stop collapsing and another brolly. Bedding and towels did not arrive on stated days which meant host having to wash, iron and replace at short notice and guests arrived to no bedding and no towels. This happened twice. I would recommend this property to anyone but just a little spend on a few extras would make this a 5 star review.
Stayed 14 nights in Jul 2022

10/10 Excellent

Patricia T.

Liked: Cleanliness
San Casciano Villa - Mom's 80th!
This is a beautiful home surrounded by olive trees and a beautiful Tuscan like setting. We loved this home and Sabrina was great to work with. I would highly recommend! Make sure you have a rental vehicle or two. Uber doesn't really come here.
Stayed 9 nights in May 2022

10/10 Excellent

Kathleen D., Bryn Mawr, PA USA

Liked: Cleanliness
A very nice home in Tuscany.
Overall this is a lovely home, the grounds and exterior are well-kept and beautiful. As other reviewer‘s have noted, the inside is somewhat dated. The kitchen is small and not terribly well-equipped although we managed to cook dinner almost every night. The biggest problem Is the powder room just off the kitchen which has a floor drain issue. I was assured that this would be fixed shortly, as the season is ending and they can make repairs. Hopefully then the smell would be gone. The biggest plus however, is the location. You can take the bus from the center of town and be in to Florence in 30 minutes. Or you can drive to the park-and-ride at Villa Constanta and take the tram into Florence.
Stayed 6 nights in Sep 2019

10/10 Excellent

Christopher K.

Liked: Cleanliness
Great stay in Chianti
The property was lovely. The pool and grounds were perfect. Sabrina and her family were easy hosts. Thank you for a fabulous time!
Stayed 8 nights in Sep 2019

6/10 Okay

Orit S.

Nice grounds, but run down house that is not being taken care of
I will start with the good things: Beautiful grounds, amazing view, Big pool, beautiful gardening and clean outdoor surroundings. The owners and care takers were very prompt to assist with the issues that came up and extremely helpful. The bad: The issue that bothered us most was the smell in the house-especially in the kitchen. Combination of mold, gas and sewage. I hated going through the kitchen not to mention cooking. The cabinets held dirty plates and utensils, which were taken care of once we mentioned it. Take in consideration if you like to cook (and we were dreaming of cooking in Tuscany) - the kitchen is very basic when it comes to accessories. The most basic I ever encountered in houses I rented. Between that and the odor-we tried to stay away from the kitchen as much as we could. Another thing you should plan is buying EVERYTHING before you get to the house. By everything I mean even sugar, salt and dishes detergent. There was not even one drop of dish detergent. Not a grain of sugar. Honestly, after renting tens of houses and apartments it seems to me very cheap and humiliating to welcome tenants that rent in thousands of dollars without the basic cleaning accessories. Another issue, if you plan to stay there in the summer - there is no AC in public areas (which we new in advance from the listing). The house was extremely hot and we couldn't open the doors because of the mosquitos. Bottom line - I'm giving 3 stars because I feel bad to give less. They were extremely nice people. However, as is - I would not go back, nor would I recommend it to a friend. You can get away with the heat and the dirty dishes, but the odor in the kitchen and other parts of the house, the small, basic, not updated kitchen-was making our stay extremely unpleasant . Hope this is helpful.
Stayed 7 nights in Aug 2019

10/10 Excellent

Annie E.

Liked: Cleanliness
Wonderful stay in a beautiful Tuscan villa
We left this morning, and am already longing to go back. The villa is beautiful, clean, huge, well equipped and in a superb location. The pictures do not do it justice at all. The pool is enormous, ten of us playing ball and only filling half of it! Would thoroughly recommend getting in the Chef in Tuscany to cook whilst you are there. I think the most amazing homemade veg pasta and Tiramisu I’ve ever had. It is very close to a well stocked coop and beautiful town, if it hadn’t been so hot, we would have walked in for lunch one day, but drove instead. It is well placed to visit Florence, 20min drive to the tram, free parking and then 20min tram ride into the centre, and also all other major Tuscan towns. We picked up our older teenage children from Pisa airport, again a very easy journey taking just under an hour. I really can’t say anything bad about this place. We have stayed in several beautiful villas in Italy before, but this really did tick every box. Also the family that own it are lovely in every way. Thank you for letting us share your slice of Tuscany. Hopefully we will visit again another year, this time with our grandchildren. (Another bonus, pool is down steep steps but that is fenced from the house 😊😊) Bellissimo
Stayed 7 nights in Aug 2019

8/10 Good

RONALD S.

Liked: Cleanliness
Our villa in Tuscay
The villa overall is very good, very nice charming an historic villa , we enjoyed the pool as well, as it was very hot. The ac in the bedrooms really helped at night. Location is good, to travel to florence, sienna, etc. If you like to cook, the villa needs a upgrade in the kitchen, re glasses, utensils, coffee maker etc. Otherwise it is close to good places to eat in San Casinano. Sabrina did a good job as well.
Stayed 7 nights in Jul 2019

10/10 Excellent

Holli M.

Amazing!
Our family of 10 had a simply wonderful time in this amazing home! The hosts are just fantastic!
Stayed 9 nights in May 2019

10/10 Excellent

Ryan M.

Better than advertised!!!
This was exactly what my family and I were looking for! An authentic place very close to town with unparalleled views and amenities. Sabrina and her family were attentive hosts and were incredibly pleasant and thoughtful. Pool area is incredible and the house/property were immaculate! Do buy more of the family wine and oil, it’s very very good! We also hired chefintuscany to come cater a private dinner at the villa and WOW!, we’re we blown away! Very affordable and world class food and service!! I HIGHLY recommend this place to anyone looking for a relaxing trip to the Tuscan countryside!!!! Thank you Sabrina!!!
Stayed 8 nights in May 2019

8/10 Good

Stephan H.

Very Nice Location!
Awesome
Stayed 8 nights in Apr 2019

10/10 Excellent

Kim P.

Exceeded our expectations in every way!
From the moment that we started communicating with Sabrina in order to find out about this beautiful villa, until the moment that we drove away the experience was great! Sabrina is very prompt with her responses which makes communicating a breeze. I even asked if she knew of a private chef that would come in and cook for our family one evening and she helped me with that as well. Turning into the driveway, through the gate and past the olive groves on either side was breathtaking and thrilling. The property is so pretty and well maintained. The air conditioning in the bedrooms worked perfectly and we all slept comfortably after days of sightseeing and swimming in the beautiful private pool. The villa sits on a hill and we spent memorable/comfortable evenings gathered as a family under a lovely shade tree talking and looking out at a "typical breathtaking Tuscan view" of hills and vineyards and olive groves. The breeze was gentle and made even the 90 degree days feel comfortable and relaxing. I would return again and hope to one day.
Stayed 7 nights in Jun 2018