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

Your home in Tuscany
Living/dining area with stone stairway leading to masterbedroom and ensuite bath
living area
Stone stairway leading to masterbedroom
living area with two comfy couches

Reviews

10 out of 10, Loved by Guests
2 bedrooms1 bathroomSleeps 4800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Free WiFi
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Barberino Val D'elsa, Toscana
  • Place, Santa Lucia al Borghetto Church
    ‪3 min drive‬
  • Place, Uffizi Gallery
    ‪36 min drive‬
  • Place, Piazza di Santa Maria Novella
    ‪38 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Free WiFi
Air conditioning
Outdoor Space
Parking available

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House Rules

Check in after 2:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 3-17
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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

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
Property Registration Number IT048017C2B9QQVYMF
Property # 3880312ha

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

Barberino Val d'Elsa

Located in Barberino Tavarnelle, this apartment is in a rural area. Passignano Abbey and Magione Castle are local landmarks, and some of the area's attractions include Chianti Observatory and Il Fiaschetto. Take time off to check out the winery tours in the area, or get some fresh air with adventures like ecotours and horse riding nearby.
Map
Barberino Val D'elsa, Toscana

What's nearby

  • Santa Lucia al Borghetto Church - 3 min drive - 2.5 km
  • Uffizi Gallery - 36 min drive - 33.8 km
  • Ponte Vecchio - 36 min drive - 33.8 km
  • Piazza di Santa Maria Novella - 38 min drive - 33.8 km
  • Cathedral of Santa Maria del Fiore - 39 min drive - 37.7 km

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.

How much is parking?

Onsite parking is available at the 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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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

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

ramsey k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely fantastic property in a great location, with the best hostess and host. Can't recommend highly enough!
Stayed 4 nights in Oct 2025

10/10 Excellent

Laura S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the little hamlet, location was amazing. Apartment was charming.
Stayed 4 nights in Oct 2025

10/10 Excellent

Michelle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment is comfortable and convenient. Surrounded by delicious restaurants and a great place for relaxing after day trips which are endless. Host is very accessible by phone. Two flights of stairs might be difficult for anyone with mobility problems.
Stayed 4 nights in Sep 2025

10/10 Excellent

Cecelia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
There are not enough words to express how wonderful this home is! Comfortable, clean, and a perfect location. Everything we could ask for and more. Cindy was an amazing host - answering all our questions, providing guidance on places to go and things to see, and helping with those all-important dinner reservations. Everything about our stay was ideal (even the rainy days!). Loved Barberino Val d'Elsa!
Church lit up at night
Views from local restaurants
Stayed 6 nights in Sep 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

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

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

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

Elizabeth S.

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

Fabulous place!

Thoroughly enjoyed our stay. The little hamlet was picturesque and a perfect location for venturing all around Tuscany for a few days
Stayed 5 nights in Jun 2024

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

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

Ronald

Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
Stayed 4 nights in Jun 2024

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

Susan M., United States

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

Tuscan delight

Lovely place and location
Stayed 5 nights in Jun 2022

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

Justin T.

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

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.
Stayed 5 nights in Jul 2024

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

Cheri R.

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

Tuscan vacation

Wonderful apartment in walled town. Felt immersed in Tuscan life. Beautiful views of the countryside. Great location for day trips to bigger cities.
Stayed 5 nights in May 2023

10/10 Excellent

Randolph C., Bermuda Run, North Carolina, USA

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

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.
Stayed 8 nights in Nov 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

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

Brian M.

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

Great location and perfect host

This is an amazing location in the middle of Tuscany. Short trips to other must see sites were within an easy 20-60 minute car ride. Cindy could not have been more accommodating.
Stayed 10 nights in Jul 2022

10/10 Excellent

Julie S.

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

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.
Stayed 29 nights in Feb 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

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

About the host

Hosted by Cindy Harding

Host profile image
Born and raised in California, I relocated to Tuscany in 1979 after meeting my Florentine husband on a vacation the year before.

I fell in love with Tuscany and especially Barberino Val D’Elsa. For an American, the village was a fairytale spot. I was bound and determined to own something in that fortress town. It took 10 years, but finally in 1989 a small tower property came up for sale. We bought it within 10 minutes of seeing it. It took nearly two years of restoration (binding laws, thick walls and slow workers) to finish our home. Initially it was to be our vacation spot. But, after the renovation I insisted we move in and live the authentic life of Tuscan villagers. And that we did for 4 years. Once our boys became of school age we moved to Florence where sports and school trumped the serene village life I preferred; keeping our small tower apartment in the Chianti wine region for our weekend retreat.

Although we live in Florence, the first sixteen years of my Italian life were spent in this region. The first twelve years in a two hundred year old farmhouse near the hamlet, then in the hamlet. Thanks to the women in this area (moms and grandmothers) who took me under their wings, I soon became a Tuscan mother myself. Knowing my passion for food and cooking, they shared their culinary secrets with me, shared their kitchens, and shared their stories. Once I relocated to the city, I decided to share my Tuscan life by writing a food memoire/recipe book in honor of what these ‘fine’ chefs taught me: Zucchini Blossoms -A Culinary Memoir & Recipes From Tuscany.

Why they chose this property

Set in a unique spot, the fortress town is surrounded by Tuscany’s patchwork vineyards and silvery olive groves. As a writer and lover of nature and history, I was swept away by the area and the hamlet's authenticity. So, in 1989 when this property came up for sale, I knew I had to have it. It took over two years to complete the restoration of the apartment. We were careful in keeping the authenticity of its architectural makeup but at the same time wanted to give it a bit of modernity.

What makes this property unique

The views from our master bedroom are simply breathtaking. Every time I open the bifora window in our bedroom, or walk out onto the cozy rooftop terrace, a smile crosses my lips... 'this is Tuscany,' I think. I am truly blessed to have relocated to this enchanting corner of the globe some four decades ago.

Languages:

English, Italian

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