This apartment places you within a 15-minute drive of Church of San Lorenzo and Antinori nel Chianti Classico. The apartment includes a kitchen, a patio, and a refrigerator.
Antinori nel Chianti Classico - 11 min drive - 6.5 miles
Castello di Monsanto - 13 min drive - 7.1 miles
Tenuta Torciano Winery - 16 min drive - 10.4 miles
Casa Sola - Chianti Winery - 17 min drive - 9.3 miles
Isole e Olena Winery - 19 min drive - 10.8 miles
Getting around
Barberino Val d'Elsa Station - 12 min drive
Florence Airport, Peretola (FLR) - 46 min drive
Restaurants
Hotel Borgo di Cortefreda - 15 min walk
Bar La Pineta - 1 min walk
Cafè Bijoù Loungebar - 4 min walk
Da Barinco - 4 min drive
Dal Quinta - 2 min drive
About this property
Entire place
You'll have the entire apartment to yourself and will only share it with other guests in your party.
Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views
Our well appointed two bedroom/two bath apartment sits within the walls of an ancient fortress town midway between Florence and Siena. We, the owners (an American and Italian), are proud to say we strived to keep the apartment's old world charm during the restoration process. It paid off, as our home was ultimately featured Italian architectural magazine.. (Case di Campagna).
The fortress town dates back to 1198. Our second floor apartment (2 flights up to our front door) is part of the ancient walls of the medieval fortress. Remodeled some years back, the interior reflects the hamlet's old world charm while still offering 21st century comforts. The master bedroom (up a short flight of stone steps off the main room), offers an ensuite bathroom with shower. The intimate rooftop terrace and the room's bifora window truly grace our guests with a 360° view of Tuscany. The second bedroom, on the main level, offers the same enchanting view of Tuscany’s silvery olive groves and patchwork vineyards. This bedroom has been set up as a second master with a queen size bed. The bathroom, with its walk-in shower) is adjacent to the bedroom.
The main room is an open space, comprising a well-equipped kitchen alcove and a dining table that comfortably seats six (even twelve if opened). This dining/living area has two comfortable sofas and an armchair that makes into a single bed (if needed).
The owner, a Tuscan cookbook author, ensures guests will find everything they need to prepare a savory Tuscan meal in the apartment's fingertip kitchen. There is a traditional oven, microwave, four burner gas stove top and dishwasher. There is a washing machine in the apartment, a drying rack, iron and ironing board.
There is wifi throughout the apartment with 24 hour free access. There is also a television in the living area for those who want to brush up on their Italian by watching Italian news, flicks and variety t.v.!
The hamlet, a typical medieval cobblestone fortress town, boasts of two archways (one to enter the hamlet and one to exit). Built around the year 1198, the hamlet still boasts an enchanting medieval aire. Our property is located on the main cobblestone street midway between the two archways. Within the walls one will find three excellent restaurants, two wine bars, and a handful of shops. Outside the walls of the fortress (a two minute stroll), there are two banks with ATM machines, two coffee bars, two grocery stores (one with freshly baked goods daily), a pharmacy, a post office and more. There are buses running to and from Florence and Siena (55 minutes in either direction) from 6 a.m. until 7 p.m. weekdays and also a few on the weekends. Tickets must be purchased on-line or at the tabacchi in the nearby village of Tavarnelle Val di Pesa (2 km away).
The neighboring medieval towns of Certaldo Alto (quaint hilltop fortress) and San Gimignano (The Manhattan of Tuscany) are within a 20 minute drive of the property. There are numerous other quaint hilltop towns scattered around this enchanting region, known as Chiantishire to the English. We highly recommend renting a car to explore the area's many hidden treasures.
The nearest town to the hamlet is Tavarnelle Val Di Pesa. There is a lovely footpath connecting this modern village to Barberino Val D'Elsa. The path (lined with olive trees) is approximately 2 kms long. Point of interest: Tavarnelle has a lovely outdoor market on Thursday mornings from 8a.m. to 1 p.m. Great place to mingle with the locals and pick up organic veggies, shoes, trendy clothes and more.
So, if mingling with the locals in a sleepy fortress town in Tuscany while sipping wine in an enchanting little square is on your wish list, then Barberino and our flat is the perfect place to do just that.
We are always happy to supply additional information about the area to traveling guests (i.e. festivals, fairs, wineries to visit, art shows etc). Culinary workshops in the property or in Florence for those ‘foodies’ can also be arranged with advance notice. Ask about private dining with English speaking hosts in Florentine homes as well.
For those who wish to swim or sunbath during the summer, we are happy to direct you to two lovely outdoor pools with garden settings nearby. For a nominal entrance fee, one can spend a relaxing afternoon swimming or sunbathing while mingling with the locals.
The apartment is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a washing machine, a coffee maker, and a phone.
Property manager
Cindy Harding
Languages
English, Italian
Similar properties
Wonderful Tuscan farmhouse with large spaces and panoramic views
Wonderful Tuscan farmhouse with large spaces and panoramic views
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
No smoke detector (host has indicated there is no smoke detector on the property)
First aid kit
Deadbolt lock
General
Unit size: 800 square feet
Policies
Check-in
Check-in time starts at 2:00 PM
Contactless check-in available
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property doesn't allow pets
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is no smoke detector on the property
Safety features at this property include a first aid kit and a deadbolt lock
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
Check-in: 2:00 PM
Check-out: 10:00 AM
Property Registration Number IT048017C2B9QQVYMF
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a first aid kit, and a deadbolt lock.
Additional information about polices, regulations, and more:
Upon check-in, all guests, including children, must be present to show their passport or government-issued photo ID.
Due to national regulations, cash transactions can't exceed USD 5000 at this property. For additional details, contact the property using the contact information on your booking confirmation.
Frequently asked questions
What's there to see around this apartment?
This apartment is located in Barberino Tavarnelle, close to Casa Sola - Chianti Winery, Castello di Monsanto, and Isole e Olena Winery. You'll also find Antinori nel Chianti Classico and Buondonno Winery nearby.
Is there parking available at this apartment?
No, there isn't parking at this apartment.
Is this apartment adjacent to a casino?
No, this apartment is not connected to a casino.
Is there an indoor pool at this apartment?
No, there is no indoor pool at this apartment.
What will couples enjoy most about a stay at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?
Amenities that appeal to couples at this historic apartment include access to a chef and a kitchen along with a rooftop terrace.
Does Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views have a hot tub?
No, this apartment doesn't have a spa tub.
Does this apartment provide breakfast?
No, this apartment doesn't offer breakfast.
Does this apartment allow pets to stay for free?
No, pets aren't allowed at this apartment.
What is the closest airport to this apartment?
The closest major airport to this apartment is Florence Airport, Peretola (FLR), which is 28.5 mi away (46 minutes by car).
Are there rooms with balconies at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?
Yes, every apartment at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views comes with a deck.
Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 105 out of 111 reviews
10 - Excellent
105
Rating 8 - Good. 3 out of 111 reviews
8 - Good
3
Rating 6 - Okay. 2 out of 111 reviews
6 - Okay
2
Rating 4 - Poor. 1 out of 111 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 111 reviews
2 - Terrible
0
9.6/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
Reviews
10/10 Excellent
Gary C., alameda
Jul 1, 2025
Liked: Cleanliness
Please keep this place a secret!
We had a wonderful stay in this little castle hideaway. We had 3 glorious weeks in Italy, and this was our favorite spot of the trip. Cindy was a wonderful host, giving us great tips and very useful connections. The food in the town was also excellent, just steps away from your door. We are only telling our closest friends about this place however, as we want to be able to go back. May we suggest that others that stay here follow the same policy..
Gary C.
Stayed 4 nights in Jun 2025
10/10 Excellent
Jerry M.
Jun 1, 2025
Liked: Cleanliness
Amazing
Clean, comfortable and well equipped with sweeping views of Tuscan countryside to awaken to. Very responsive host able to assist you. We first stayed ten years ago, only to revisit again we love it so much. The hamlet is a unique, incredible experience.
Jerry M.
Stayed 5 nights in May 2025
6/10 Okay
John C.
May 20, 2025
Liked: Cleanliness
Charming but with issues
The village is delightful, with a couple of very good dining options. The views from the bedroom are gorgeous, and the little terrace outside it is lovely for an evening aperitif, but the property has some drawbacks. The stairs are tricky - getting luggage up there is not easy. While accepting that it is very old and charming, there were some things that didn’t function so well for us. We barely used the downstairs bathroom because of the smell.The bedroom got very stuffy at night - the AC was inadequate, and leaving windows open was not an option because of mosquitoes. An insect screen or two would solve that. The dining area is very pleasant but the adjoining kitchen is in need of some attention, with a cupboard door falling off. We were not able to work the dishwasher.It was good to have a well-functioning washing machine and clothes drying was easy on the little terrace. Overall we have to say the stay was a bit disappointing considering the price.
John C.
Stayed 9 nights in May 2025
10/10 Excellent
Kristy D.
May 14, 2025
Liked: Cleanliness
Beautiful!
Barberino Val D’Elsa is a charming town, perfect for a slow paced vacation. The rental apartment had everything we needed, including laundry facilities. The views from the bedroom were amazing. Cindy’s directions to the apartment and to check in were detailed so we had no problem. Parking was a 3 minute walk away and free. This rental was a hidden Tuscan gem, definitely recommend.
Kristy D.
Stayed 3 nights in Apr 2025
10/10 Excellent
Bruce T.
Apr 23, 2025
Liked: Cleanliness
Fantastic Tuscan getaway
Great apartment in a picturesque, ancient walled village in the heart of wine country. Perfect location for exploring Tuscany (rental car a must), with excellent local restaurants to enjoy upon your return in the evening. Cindy is an amazing host, very responsive and helpful. She’s also a fantastic cook, and her private cooking lesson was a highlight of the trip.
Bruce T.
Stayed 8 nights in Apr 2025
10/10 Excellent
Cindy P., Michigan, U.S.A.
Nov 14, 2024
Liked: Cleanliness
Tuscan Dream
Great location. Beautiful property. Wonderful host. We’d absolutely stay here again.Highly recommend.
Cindy P.
Stayed 4 nights in Nov 2024
10/10 Excellent
Jim G.
Nov 10, 2024
Liked: Cleanliness
Wonderful Place!
Loved our 5 night stay. Everything was as advertised.
Jim G.
Stayed 5 nights in Oct 2024
10/10 Excellent
Edward S.
Oct 22, 2024
Liked: Cleanliness
Excellent accommodations in a lovely town!
We thoroughly enjoyed our time in Barberino Val d’Else! First, our accommodations were just as described and our host was helpful and accommodating to our needs and interests. Second, the quaint village appears just as one might imagine an 800 year old stone village would, with narrow streets and walkways. Barberino was a great choice for home base to explore Tuscany. Third, the restaurants all were wonderful — we sampled them all, including some in the countryside and we enjoyed each one. To top it off, there are local wines available for tasting and purchase. If/when we return to Tuscany, we know where we will stay.
Edward S.
Stayed 4 nights in Oct 2024
10/10 Excellent
Michelle B.
Oct 19, 2024
Liked: Cleanliness
Romantic and Charming
This place captured the romance of Italy perfectly! Such charm and great restaurants right across the way.
Michelle B.
Stayed 6 nights in Oct 2024
10/10 Excellent
Randolph C., Bermuda Run, North Carolina, USA
Oct 8, 2024
Liked: Cleanliness
Can't say enough about the location and the flat
This might be the perfect flat and location in central Tuscany. The medieval village is so charming, and the locals are very friendly. Food and drink are within easy walking distance and its central location makes a short trip to everywhere you could want to go in Tuscany and surrounding areas. The flat is located on the top floor and the views from the bedrooms are spectacular. We have never been disappointed staying here and the host is always available to help if needed.
Randolph C.
Stayed 8 nights in Sep 2024
10/10 Excellent
Scott D.
Sep 22, 2024
Liked: Cleanliness
Perfecto!
Off the beaten path. Located inside an old fortress. 40 minute drive from Florence. Beautiful countryside with grapes and olives! Ask owner about private cooking class.
Scott D.
Stayed 3 nights in Sep 2024
10/10 Excellent
Kelly B.
Aug 24, 2024
Liked: Cleanliness
Medieval without the evil! 😁
Beautiful area and very cool location in a medieval village. Apartment has 2 suites with their own full bathrooms. Perfect for 2 couples or with older kids. Kitchen is small but well set up with full size fridge, small oven, microwave and gas burners. Location is amazing in the heart of Tuscany grape, wine and olive growing. Beautiful scenery and views. Several restaurants in the village and within walking distance plus small grocery store. Highlight was discovering the local soccer club’s fund raising restaurant - outstanding wood fired oven pizzas plus pasta and charcuterie amd €4.50 pitchers of white wine plus helping out the locals. Great fun! Cindy also arranged a cooking class in the apartment which was great fun. Be prepared though - volume is high - plan to eat leftovers for at least one more day - maybe 2!
Be prepared - the stairs to the apartment are steep and high. Anyone with mobility issues will have problems. Also in the hot summer the apartment is hard to keep cool. A/C units can just keep up in bedrooms but the living area is a challenge. We had 2 fans going blowing from the 2 bedrooms to cool the main living area. It was 35 to 40 C outside so understandable but need to be prepared. If you are driving the roads are hilly, curved and narrow. We found the drivers pretty good in the rural area compared to the cities in Italy. All in all a beautiful and restful area to stay in
Kelly B.
Stayed 6 nights in Aug 2024
10/10 Excellent
Gary S.
Aug 23, 2024
Liked: Cleanliness
Great week in a beautiful village
This property is in the middle of a small walled village. The property is set along the ‘Main Street ” within the village walls and is on the top two floors of a traditional “townhouse “. It is well equipped and both bedrooms have air conditioning. There is a small terrace on the top floor and the views from both bedrooms and the terrace are stunning. Just be aware that there are a couple of flights of stone stairs up to the apartment however it is well worth it! There are a number of restaurants in the village some with uninterrupted views across the beautiful countryside. There is a small ‘sports bar” , just outside the walls, which sells great coffee, pastries and fresh bread. It became our morning routine to wander to the bar and sit outside with our coffee watching the world go by. The owners were very welcoming and great fun. You have to park in a car park just outside the village. We never had any problem getting a space. The surrounding area is beautiful and there are many hilltop villages to explore. We visited both Siena and Florence while we were there. Florence has a great “park and ride”facility just off the motorway as you approach the city from the south. There is plentiful parking and a tram service in to the city. This saved the hassle of trying to find parking in the city.
We had a great time staying here and experiencing more of the traditional Italian way of life. We would return in a heartbeat.
Gary S.
Stayed 7 nights in Aug 2024
10/10 Excellent
Justin T.
Aug 7, 2024
Liked: Cleanliness
Serene & Memorable Stay
This was a great opportunity to stay in a medieval town that truly felt surreal. Many great restaurants were within walking distance, and there was beautiful scenery all around. This was also a nice location to be able to explore Siena, San Gimignano, and Florence. It was a very hot few days, and the air conditioning units in the apartment did what they could, but we made the best of it.
Justin T.
Stayed 5 nights in Jul 2024
10/10 Excellent
David B.
Aug 5, 2024
Liked: Cleanliness
Lovely flat in a charming hilltop village
Barberino is a very small hilltop town, with several artisan shops and restaurants, with beautiful views of the countryside. The apartment is two floors with a small terrace perfect for reading or a meal, from which you can enjoy the sunset. Cindy and her husband renovated the flat, adding light and double windows from the primary bedroom that look out over the Tuscan countryside. Perfect setting for enjoying the town or exploring the Florentine countryside.
David B.
Stayed 5 nights in Jul 2024
10/10 Excellent
Elizabeth S.
Jun 29, 2024
Liked: Cleanliness
Fabulous place!
Thoroughly enjoyed our stay. The little hamlet was picturesque and a perfect location for venturing all around Tuscany for a few days
We loved staying at this well portioned property! It had everything you could ever need and was beautifully decorated. Communication went very well and would love to stay here again sometime.
Ronald
Stayed 4 nights in Jun 2024
10/10 Excellent
Teresa B.
May 29, 2024
Liked: Cleanliness
An Italian dreamy experience.
The property was more than we expected.
It provided a perfect location and a beautiful Italian charm. Full of character and warmth. After entering we immediately felt the love that the owner put into the place.
After reading some of the earlier opinions we were ready to use both bedrooms to be comfortable… There was no need for this! The upstairs bedroom and the bed were comfortable and beautiful.
Thank you Cindy for creating such a wonderful experience for us.
Teresa B.
Stayed 5 nights in May 2024
10/10 Excellent
William B.
May 25, 2024
Liked: Cleanliness
Historic Tuscan experience
The apartment is as advertised –a renovated unit in the historic town. It is spacious and stocked with many essentials to make your stay more convenient. There are two great restaurants a stone’s throw away – one making wood oven pizzas and the other doing traditional local Italian food. There are two cafes a short walk away for your morning espresso with amazing deli sandwiches and pastries and a small Coop grocery store within 15 minute walk. The town is in the heart of Chianti between Sienna and Florence with many wineries and historic towns nearby. This area is breathtakingly beautiful. Like much of Italy this area is very vertical and the unit is on the top floor of the building with narrow stone staircase so be prepared. Again, like much of Italy, especially around historic towns, parking can be a bit of a challenge. And beware of the self- locking door so keep the keys with you at all times. If you are willing to put up a bit of inconvenience to stay in a really special place, you won’t be disappointed.
William B.
Stayed 4 nights in May 2024
6/10 Okay
Neda B., Niceville, FL
Apr 19, 2024
Great Location
This property is ideally situated with gorgeous sunrise views on one side of town, sunset on the other. We easily visited San Gimignano, Florence, and drove along the Chanti Road.
The highlight was the people in town. It's such a cozy village, we quickly crossed paths repeatedly with the same few residents and/or visitors and greeted each other like old friends after a day or two.
Giovanni and David at Pico were so welcoming each evening as we strolled in for apertivos on the terrace, and the pizza is magical. Paola, owner of Le Sete di Paola, was a joy (she offers textile arts classes, which we wish we knew before arriving becasue we absolutely would have booked a class with her...be sure to check out her shop for beautiful handmade items).
However, the property itself felt a bit neglected. The master bed was incredibly loud (the couple in the main floor bedroom could hear every toss and turn happening above) and sagged in the middle, which did not make for restful sleep. The main floor bed was incredibly comfortable, though. In both bathrooms we found various half-used bottles of toiletries scattered about. We had hoped to stay in one night to grill, but the charcoal barbeque appears to be clothespin storage. The small dishwasher was a treat, as we could run it after breakfast when we left for the day; but finding dishwasher detergent was a bit of a scavenger hunt (hint: try looking in the washing machine compartment...we found a ziploc bag with 2 tabs in there).
Neda B.
Stayed 4 nights in Apr 2024
10/10 Excellent
Kristine M.
Apr 8, 2024
Liked: Cleanliness
Tuscany dream
This was a wonderful hamlet with beautiful buildings, views, and quiet. The host, Cindy, was super helpful and very quick to respond to emails. She gave very good directions to the home and how to check in. The home was clean and comfortable for my husband and me. Highly recommend taking cooking class as well. Great location to visit many small towns and wineries.
Kristine M.
Stayed 3 nights in Apr 2024
10/10 Excellent
Julie S.
Mar 2, 2024
Liked: Cleanliness
Barbarino - Tuscany stay
We felt right at home in Cindy's apartment. It had everything we needed. It was perfectly located to explore Tuscany - from hiking to investigating other small hamlets or larger cities. The people in Barbarino couldn't have been more welcoming and friendly! We will definitely recommend this listing to our friends and family.
Julie S.
Stayed 29 nights in Feb 2024
10/10 Excellent
Randolph C., Bermuda Run, North Carolina, USA
Nov 14, 2023
Liked: Cleanliness
Another wonderful stay
It was so nice last year we had to come back and stay again. Just as nice as we remembered. Beautiful flat with super views and in a great central location to get around Western Tuscany and Chianti country and only an hour to West coast (the way I drive). So nice we even ate in one night rather than go to a restaurant.
Randolph C.
Stayed 8 nights in Nov 2023
10/10 Excellent
Tim
Oct 7, 2023
Liked: Cleanliness
Great getaway
We enjoyed our time in Barberino Tavarnelle. The apartment is located within a quaint little town. We enjoyed eating at the local restaurants (we would recommend making reservations as there are only a few). It was a great home based while we explored several wineries in the area. The apartment is just as described and is comfortable and well stocked.
Tim
Stayed 3 nights in Sep 2023
10/10 Excellent
Evelyn W.
Sep 25, 2023
Liked: Cleanliness
Fantastic Spot in Tuscany
Wonderful place in a historic village in the Tuscan countryside. Easy to get to Florence, and other charming villages across Tuscany. There were 3 or 4 nice places to eat in the village; Pico, for pizza, was a favourite. All in all, an excellent place to stay.