Best Dog/Pet Friendly Castle Stays in Tuscany - 2023

A strong candidate for Florence’s best hotel, the 5 star Four Seasons Gherardesca Palace Hotel is a veritable oasis in the heart of one of the world’s most visited cities. It has 11 acres of peaceful walled gardens to separate you from the tourist masses and, though the exteriors are relatively unassuming, the lavish interiors are an incredible, Renaissance era, feast for the eyes. Housed between the 15th century Palazzo della Gherardesca, which served as a private residence for Florentine nobility (including one Pope) and a 16th century convent across the gardens known as La Villa, it has a tremendous sense of history and is incredibly rich in historic features, right down to the smallest detail. Frescoes, stuccos, bas-reliefs and even old silk wallpapers have been carefully restored, magnificent pieces of classical art abound, and the whole hotel has the look and feel of a living museum. Facilities include a large outdoor pool nicely set in the gardens, perhaps Florence’s best spa facilities, and perhaps its best restaurant in the form of the Michelin starred Il Palagio. THE ACCOMMODATION: You can choose from 116 rooms and suites, from superior and deluxe double rooms all the way up to some tremendously READ MORE

Castello di Velona is a stunning 5 star, 11th century era, castle hotel set high on a hilltop outside Montalcino, Tuscany and comes with panoramic views over the iconic Brunello vineyards of the Val d’Orcia. It is very much an exclusive, luxury retreat, and one which also comes with a hefty price tag. The only negative reviews it seems to receive are, at least in part, in regard to the cost but once you come to terms with that it is a very special place indeed.  The quality of the accommodation and service, the uniqueness, and beauty of the setting, the tremendous spa and wellness facilities – including natural thermal spring baths, and not one but TWO restaurants with Michelin Stars – an outstanding achievement – means it absolutely has to be on our list of the best castle hotels in Italy. They have a great range of accommodation, from basic (relatively speaking of course) double rooms to some enormously opulent suites (one even has a private pool) and some equally opulent and spacious self catering apartments. REVIEWS: “Amazing views of a gorgeous, historical valley as far as the eye can see. We had a huge “Junior” suite with a beautiful READ MORE

Il Castello Delle Quattro Torra – the castle of the four towers – is an iconic sight on the outskirts of the walled city of Siena, Tuscany, and comes with tremendous views over the city on one side and the great plains of the Crete Senesi on the other. It dates all the way back to the 13th century and has been a Siena landmark ever since. Much may have changed since then but luckily, in its present incarnation as a B&B, the family owners decided not to modernize it too much. Inside and out it has a tangible historic feel, with the modern niceties you would expect in such a well regarded place not being allowed to intrude too much on the rustic, authentic atmosphere. Outside it is surrounded by beautifully tended Italianate gardens which are a pleasure to stroll around. You’ll find the owners warm and friendly, along with the B&B they also run an organic farm, vineyards and farm restaurant a few minutes’s down the road – be sure to sample some of their excellent food and wine there. READ MORE

Castello di Gargonza is a very unique place – a mixture of medieval castle and (once abandoned) hamlet between Arezzo and Siena that is now exclusively available, in its entirety, for guest stays. It is a gorgeous sight – a classic Tuscan hilltop village, the castle tower which now serves as a reception area being its highest point. It has 1000 acres of peaceful forest surrounding it too and the views are breathtaking all around. The accommodation, a mixture of B&B rooms and self catering apartments is not in what is left of the castle itself but in the surrounding village houses – beautifully, carefully restored, they all feel tremendously historic and authentic but still contain plenty of subtle modern comforts (though no TVs are allowed – to keep the medieval magic alive somewhat). All guests have a swimming pool and a top class restaurant, La Torre di Gargonza, at their disposal as well as a rustic bar cafe and lots of place to roam around or lounge – shady lemon gardens, woodland walks and benches to stop and take in the views.     READ MORE