Entire apartment

Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Apartment in Barberino Tavarnelle with kitchen and patio

Photo gallery for Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Interior
Exterior
Interior
Fridge, microwave, oven, stovetop
Terrace/patio
In a medieval fortress town midway between Florence and Siena, this charming apartment offers the best of Tuscany's old world charm. Enjoy 360° views from the rooftop terrace or relax in your private space with all modern comforts including WiFi, TV for Italian channels and a well-equipped kitchen to cook savory meals.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 4800 sq ft

Popular amenities

  • Parking available
  • Kitchen
  • Washer
  • Barbecue grill
  • Outdoor Space

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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.

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 private bathroom
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a rural location
  • In a village

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Horseback riding nearby
  • Winery tours nearby

Safety features

  • 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

Similar properties

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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Property Registration Number IT048017C2B9QQVYMF

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using information in the booking confirmation
A car is recommended for transportation to and from this property

About the neighborhood

Map
Barberino Val D'elsa, Toscana

What's nearby

  • Antinori nel Chianti Classico - 11 min drive - 6.5 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
  • Verrazzano Castle - 31 min drive - 15.1 miles

Getting around

  • Barberino Val d'Elsa Station - 12 min drive
  • Florence Airport, Peretola (FLR) - 46 min drive

Restaurants

  • ‪Il Caratello - ‬2 min drive
  • ‪Macelleria Francini - ‬9 min drive
  • ‪Caffè degli amici - ‬2 min drive
  • ‪Osteria La Gramola - ‬2 min drive
  • ‪La Capannina - ‬9 min drive

Frequently asked questions

Is Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

Check-in begins at 2:00 PM.

What time is check-out at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

Check-out is at 10:00 AM.

Where is Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views located?

Situated in a rural location, this apartment building is within 9 mi (15 km) of Antinori nel Chianti Classico, Abbey of Passignano, and Church of San Lorenzo. Fattoria di Montecchio and Passignano Abbey are also within 9 mi (15 km).

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Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 112 out of 118 reviews
Rating 8 - Good. 3 out of 118 reviews
Rating 6 - Okay. 2 out of 118 reviews
Rating 4 - Poor. 1 out of 118 reviews
Rating 2 - Terrible. 0 out of 118 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Kristy D.

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

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.
Stayed 3 nights in Apr 2025

10/10 Excellent

Michelle B.

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

Romantic and Charming

This place captured the romance of Italy perfectly! Such charm and great restaurants right across the way.
Stayed 6 nights in Oct 2024

10/10 Excellent

Elizabeth H.

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

Lovely Stay

Lovely stay, central location. Easy to get to Florence and San Gimignano. Beautiful sunsets. The bar at the end of the entrance hill has wonderful morning pastries. Highly recommended, would stay again.
Stayed 4 nights in Sep 2023

10/10 Excellent

Evelyn W.

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

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.
Stayed 4 nights in Sep 2023

10/10 Excellent

Emily W.

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

Great find!

This was a lovely home base for exploring the tuscan countryside. Everything was as pictured and Cindy was very helpful and available for any questions. Would definitely book this property again
Stayed 5 nights in Sep 2023

10/10 Excellent

Tim

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

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.
Stayed 3 nights in Sep 2023

10/10 Excellent

Edward S.

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

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.
Stayed 4 nights in Oct 2024

10/10 Excellent

Anne M.

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

Perfect location, wonderful apartment

The stairs are a bit much but the view is worth every step. The town is in a perfect location to tour the Chianti region, has several good restaurants and the views from the little patio are breathtaking. Loved our pizza lesson at Pico right in town. Very quiet and relaxing after a day of touring. Go there!
Stayed 14 nights in May 2023

10/10 Excellent

Kristine M.

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

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.
Stayed 3 nights in Apr 2024

10/10 Excellent

Carol P.

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

What a view!

The view from this apartment was spectacular! The apartment was spacious and comfortable. All the steps to it, though, we’re quite steep, a little tough for older folks. We managed and for the apartment and town, it was worth it.
Stayed 3 nights in May 2022

10/10 Excellent

Karen K., Pennsylvania

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

Beautiful Tuscany

The property was tastefully furnished and the views took your breathe away. Cindy was very easy to communicate with and made sure everything was seamless. We also had a cooking lesson with Cindy which was one of the highlights of our trip. The food was delicious and it was interesting to hear about her experiences living in Italy!
Stayed 6 nights in Jun 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Ann B.

Perfect and charming

This was our second time at this amazing 15th century apartment in the quaint little hamlet of Barberino Val D'Elsa. We took our two teenage grandchildren who also loved the unique and lovely spot. The apartment is clean and comfortable and the village is situated for easy day trips all over Tuscany. Convenient grocery store nearby. What a great place to stay if you are looking for a laid back Tuscan experience. Thank you!
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Janice H., Toronto, Ontario, Canada

Great holiday destination in beautiful mediaeval town

This terrific accommodation in the Chiant area is well furnished and comfortable with beautiful views from the terrace and windows. The dishwasher and washing machine are a real bonus. Barbarino Val D'Elsa is well situated for day trips. Florence and Siena are both quite close by. Cindy's instructions are impeccable and she is very available to respond to any questions. The winetasting in the nearby square is excellent and the restaurant Il Campanellino, by the church, has excellent views and very good food. We would definitely recommend this accommodation.
Stayed 5 nights in Aug 2017
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Vassilli B., Birmingham

Wow... do not hesitate to book this one.

First of all, Cindy was the best. An American now living in Tuscany. She was so personable and attentive to our questions. We always use VRBO so you can feel and smell the true country you are visiting. And when I say smell it was the bakery down stairs that every morning you will smell the wonderful baked breads and pastries being baked. Barberino Val D'elsa host two great restaurants that we visited a couple of nights at around 9 PM after a long day of touring the countryside. The property is in a great village close to every experience you can imagine in Tuscany. We drove all over, Florence a short drive away with easy parking outside the city. We drove to Pisa, Cinque Terre, San Gimignano, Siena and countless wineries. The apartment is fabulous with all the items needed to use a base camp for the week. A great stocked kitchen, great hot water and pressure. Did I mention the fabulous views every morning and the sunsets are fantastic. The fresh air will give the you energy to start your days early to enjoy what Italy has for you to fall in love with. Grazie Cindy. September 2017.
Stayed 5 nights in Sep 2017

10/10 Excellent

Kelly B.

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

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
Stayed 6 nights in Aug 2024

10/10 Excellent

Andreas D.

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

Nettes Ambiente in traumhafter Lage

Ein nettes, atmosphärisches Appartement in einem mittelalterlichem Dorfkern mit kleiner Dachterrasse und traumhaften Blick über die Dächer. Toll bei Sonnenuntergang.Ein Fläschchen Wein als netter Willkommensgruß. Alles bestens. Gerne wieder!
Stayed 6 nights in Jul 2025

10/10 Excellent

Gary C.

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

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..
Stayed 4 nights in Jun 2025

10/10 Excellent

Jerry M.

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

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.
Stayed 5 nights in May 2025

6/10 Okay

John C.

Liked: Cleanliness, check-in, communication, location

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.
Stayed 9 nights in May 2025

10/10 Excellent

Bruce T.

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

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.
Stayed 8 nights in Apr 2025

10/10 Excellent

Cindy P.

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

Tuscan Dream

Great location. Beautiful property. Wonderful host. We’d absolutely stay here again.Highly recommend.
Stayed 4 nights in Nov 2024

10/10 Excellent

Jim G.

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

Wonderful Place!

Loved our 5 night stay. Everything was as advertised.
Stayed 5 nights in Oct 2024

10/10 Excellent

Randolph C.

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

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.
Stayed 8 nights in Sep 2024

10/10 Excellent

Scott D.

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

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Gary S.

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

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.
Stayed 7 nights in Aug 2024