Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Top rated by guests
Your home in Tuscany
View of kitchen alcove from stairway to masterbedroom
Fully equipped kitchen alcove with dishwasher, oven and microwave
Kitchen alcove
View over Tuscany from queen bedroom on main floor
review stars
9.8Outstanding
(121 Ratings)
Guests praised the property for its well-appointed amenities, stunning views, central location for exploring Tuscany, and the welcoming host, Cindy. They appreciated the spaciousness, comfort, and Tuscan charm of the apartment.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(121 Ratings)

Apartment in Tuscany

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this apartment rental

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.

Amenities at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

Non-smoking
No pets allowed
Family friendly

Map of Tuscany


Ratings and reviews

9.8 / 10
Outstanding(121 Ratings)
review starsSummary of reviews
Guests praised the property for its well-appointed amenities, stunning views, central location for exploring Tuscany, and the welcoming host, Cindy. They appreciated the spaciousness, comfort, and Tuscan charm of the apartment.
From real guest reviews summarized by AI
10 / 10Outstanding·Oct 2025
Loved the little hamlet, location was amazing. Apartment was charming.
10 / 10Outstanding·Oct 2025
Absolutely fantastic property in a great location, with the best hostess and host. Can't recommend highly enough!
10 / 10Outstanding·Oct 2025
The apartment was perfect for the two couples to use as a based to explore Tuscony during our 2-week stay. The apartment was small but very comfortable and clean, with common areas to be together as well as separate spaces to have time apart. It had everything we required while we were there including a small but well outfitted kitchen, a washing machine to do laundry, comfortable beds, etc. Dinners were prepared several times in th kitchen and we had all the utensils, pots & pans, and great tools for making fine Italian meals. The surrounding area had many wineries ranging from "industrial scale" to small farms that grew other fruits and vegetables besides grapes and olives. We enjoyed the farm experiences that paired great food with their fine olive oils and wines. Our favorites were La Spinosa and Casa Emma. The location also allow us to easily visit Florence, Sienna, Greve, and even San Vincenzo for a day.Our host, Cindy, was a delight to work with on the reeervation. She was very responsive to our questions from the time of our booking to during the stay. A highlight of the trip was taking one of the cooking classes Cindy offers. We opted to travel to Florence for the class, which gave us an opportunity to join Cindy on the shopping trip to the local open-air marker for produce and shops for meats and wine. Cindy worked along side the 4 of us to craft a great Tuscon meal that we shared with Cindy and her husband, which was an exceptional treat.
6 / 10Average·May 2025
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.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.