Castle holiday rentals in Arezzo

Abbadia Sicille Relais, Superior Double

Welcome to Abbadia Sicille Relais, a charming Relais located in the town of Trequanda, in the province of Siena, in the hills separating the Val di Chiana from the Val d'Orcia, in the heart of Tuscany. Nestled in the quiet of a breathtaking landscape, our relais offers an authentic experience, perfect for those seeking tranquility, luxury and a deep connection to local tradition. Our Suites are designed to offer the ultimate in Comfort and Elegance. Each room is a private retreat, enhanced by Tuscan design details and equipped with all modern amenities, including air conditioning, king-size bed and espresso machine. The suites, some with private whirlpool baths, offer spectacular views of the surrounding rolling hills, creating the ideal setting for a romantic getaway or a relaxing family vacation. At Abbadia Sicille Relais, you can experience the authenticity of Tuscany at every moment of your stay. Explore the renowned medieval villages of Pienza, Montepulciano and Montalcino, famous for their fine wines such as Brunello. Relax at local spas, enjoying the soothing waters that have attracted visitors from all over the world for centuries. For an authentic dining experience, the Fondo restaurant offers typical Tuscan dishes, prepared with fresh, local ingredients and accompanied by the region's finest wines. Whether you wish to explore Tuscan culture and landscapes or simply enjoy a stay of pure relaxation, Abbadia Sicille Relais is the perfect place to experience the most authentic Tuscany. Start your journey with us and discover the true essence of this extraordinary region by staying in our exclusive Relais.

Value · Location · Amenities

Annex in the Cardaneto Castle

Studio apartment in the Castello del Cardaneto (8th century) with swimming pool, private parking and 4000 square metres of garden. 2 km from one of the most beautiful villages in Italy, Montone, famous for the tourist attractions and events that make it a unique place. The studio apartment of about 50 square metres has a separate entrance overlooking the garden, an entrance hall, a living room, a double bedroom and a bathroom. Panoramic swimming pool with a view of Montone for all guests. Another apartment with a kitchen and a private balcony is available.

Family · Location · Indoor spaces

Rosa - Bossi di Sopra - Bossi Castle

Beautiful complex consisting of 5 apartments located within a large farm in the heart of Chianti Classico with production of excellent red wines. The property has an outdoor space and a swimming pool whose use is shared among the guests. The decor is simple in rustic style. Appartamento Rosa is a 35 m2 two-room apartment, located on the ground floor with a living/dining room with a kitchenette and fireplace, a double bedroom, and a bathroom with a shower. Private outdoor space. Renovated in 2018

Family · Value · Outdoor spaces

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.

Location · Family · Pool

Ancient manor house with garden&pool by Vacavilla

Splendid manor house of 600 square meters that hosts 10 people in 5 double bedrooms, 4 bathrooms (1 with bath), lounges with a balcony, Sat TV and a fireplace, a large equipped kitchen and dining room. Outside there is a reserved area with fountains and secular trees, where it is possible to enjoy al fresco dining and barbecues. A swimming pool with view (possibly shared), Internet WI-FI and parking are included in the price. 2 extra beds, maid service and cooking classes available on request.

Castle wing with pool&Jacuzzi, Vacavilla Exclusive

Property for exclusive use Independent part of the castle with private swimming pool and Jacuzzi, holding up to 7 persons with 2 double bedrooms with bathroom with bathtub and shower, one bedroom with two beds, one single bedroom, one bathroom with shower and one bathroom with hydromassage tub and shower. The property has an internet connection, air conditioning and midweek cleaning service (for weekly stays). Guests will also find a garden with panoramic, furnished terraces, bbq and parking.

Family · Location · Hospitality

Sleep in a 14th-century tower

The thrill of staying in a newly restored 14th-century tower. You will be accommodated on the third floor with windows overlooking the valley and the red roofs of the fortified village of Gargonza. The thrill of living in history and imagining life in the fortified village in the Middle Ages when it was disputed between Siena and Arezzo, where Dante Alighieri found refuge in 1304. Prudent restorations have given us a restored village with its Tower finally ready to welcome you.

The Castle of 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.

Family · Location · Biking

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.

Family · Location · Access

Stunning lux House (lower 2 floors) Pool in marble

Stunning views & recently renovated with sophisticated interiors mixed within medieval walls; a truly fabulous home with unique green marble pool. Its adjoining medieval hamlet has its own family run restaurant, yet is nestled away & is totally private & peaceful paradise set in the Umbrian green hills.

barn house - Pratelli Castle

pretty detached house immersed in the typical Tuscan countryside, surrounded by olive groves, spacious and comfortable, well furnished and equipped, with private garden and barbecue, beautiful view of the Arno valley, shared swimming pool

Family · Location · Getting around

Castle of San Fabiano, Double Room

Double Bedroom with private "en suite" bathroom with bathtub and hairdryer, in San Fabiano Castle, salt water swimming pool with hydromassage-lounger, homemade breakfast, free internet wifi connection and parking.

Location · Getting around · Indoor spaces