Castle vacation rentals in Tuscany

Historic 8th-century residence with panoramic pool

Experience the thrill of sleeping in a real 8th-century castle in the heart of Umbria. The Dependance, in the historic part of the Castello del Cardaneto, is a 50-square-meter studio apartment with a separate entrance, a double bedroom, a living room, and a bathroom. Nestled in a 4,000-square-meter park, the Castle offers a panoramic swimming pool with a spectacular view of Montone, one of the most beautiful historic towns in Italy. An authentic historic residence, where history, nature, and relaxation meet (no kitchen but a well-stocked bar area)

Location · Family · Sleep quality

Proceno Castle, Loggia Apartment

Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Family · Location · View

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

Value · Family · Indoor spaces

Medieval TOWER in Italian Burg of 1200 (UMBRIA)

Imagine yourself enjoying a breathtaking view from the top of a medieval tower. This is only one of the experiences you'll collect during your stay. Add attention to details, fireplace, pool and olive trees: you've found the recipe of a very special vacation. And outside, Umbria is ready to welcome you with its history, spirituality and food. If you're looking for an exclusive experience surrounded by peace and nature, you're in the right place. We do the same since 1990 and it's never enough.

Family · Value · Sleep quality

House in a medieval hamlet surrounded by woods

Castello Ginori di Querceto is a secluded and ancient village in Tuscany, not far from the Etruscan town of Volterra, surrounded by woods and typical Mediterranean scrub. This delightful “borgo” is ideal for a peaceful and restful holiday and for all those who love nature. Beautiful and world known sites as Siena, Pisa, Florence, San Gimignano, Massa Marittima, Bolgheri are within driving distance, as other less known but equally charming villages; the seaside is only a 20 minutes away .

Location · Family · Accuracy

Trasimeno Lake - "The Convent"

On top of a hill of centuries-old olive trees on the southern shore of the Trasimeno stands LA BADIA DI S.ARCANGELO. In this unique and precious place is the apartment "Il Convento" which will welcome you with its warm atmosphere and a welcome gift with local products. It can accommodate up to 5 people and consists of a dining kitchen, a living room with a comfortable sofa bed, a double bedroom, a single bedroom and a special bathroom created in what used to be the bell tower of the Abbey.

Location · Family · TV

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Location · Family · View

Tower Penthouse in small castle near Florence

900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Location · Value · Cleanliness

Castello delle Serre Private Villa

Our Private Villa is located on the grounds of Castello delle Serre, owned and operated by Italian-American family and staff. Castello delle Serre sits at the top of Serre di Rapolano, an unspoiled Tuscan village with the easiest access to all of the major points of interest. Siena, Chianti, Montepulciano, Montalcino, Cortona and Arezzo are only a short drive away.

Location · Family · Hospitality

Castello di Montegiove, La Casetta

Charming apartment located just outside the ring wall of Castello di Montegiove. Montegiove is a lovely and peaceful medieval country village, close to the main communication lines and equidistant of Rome (154 km) and Florence (151 km), an ideal base for exploring the historical treasures of Umbria and Tuscany, such as Orvieto, Todi, Spoleto, Perugia and Siena.

Location · Family · Hospitality

at the castle of Montacchita stunning view

A GEM IN THE HEART OF TUSCANY Unique and romantic bijoux cottage with a magical atmosphere and breathtaking views of the valley, featuring a large garden and private access, renovated in a rustic style within an ancient medieval fortress. strategic location to visit the best attractions, Pisa, Lucca, Florence, San Gimignano, Siena, just 40 minutes from the sea.

Location · Family · Sleep quality

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Family · Value · Hiking