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Castle vacation rentals in Arezzo

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Top-rated castle rentals in Arezzo

Guests agree: these castle rentals are highly rated for location, cleanliness, and more.

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Superhost
Villa
4.8 out of 5 average rating, 280 reviews

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.

Guest favorite
A swimming pool is surrounded by a spacious grassy area with two lounge chairs positioned for relaxation. The background features a rustic stone building set among lush greenery, offering a serene outdoor environment.
Apartment
4.84 out of 5 average rating, 25 reviews

Rosa - Bossi di Sopra - Castello di Bossi

Bel complesso composto da 5 appartamenti situato all'interno di una vasta azienda agricola nel cuore del Chianti Classico con produzione di ottimi vini rossi. La proprietà dispone di uno spazio esterno e di una piscina il cui utilizzo è in comune tra gli ospiti.L’arredamento è semplice in stile rustico. Appartamento Rosa è un bilocale di 35 m2, situato al piano terra con soggiorno/pranzo con angolo cottura e camino, camera matrimoniale, bagno con doccia. Spazio esterno privato. Rinnovato 2018

Superhost
The property is situated on a hillside, surrounded by greenery and rolling vineyards. The building features a combination of stone and yellow facades, with terracotta roofs and tree-lined paths leading to it. The expansive landscape offers a panoramic view of the Tuscan countryside.
Villa

Castle wing with pool&Jacuzzi, Vacavilla Exclusive

Property for exclusive use Il Bindaccio is an 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 is cleaned weekly. Guests will also find a garden with panoramic, furnished terraces, barbecue and parking.

An aerial view reveals a fortified village surrounded by lush green hills. The medieval tower stands prominently, complemented by rustic stone buildings with terracotta roofs. Tall cypress trees frame the property, while cultivated gardens and pathways invite exploration through this historic landscape.
Castle

Dormire in una torre trecentesca

L'emozione di soggiornare all'interno di una torre trecentesca appena restaurata. Sarete alloggiati al terzo piano con finestre che si affacciano sulla vallata e sui i tetti rossi del borgo fortificato di Gargonza. L'emozione di Abitare la Storia ed immaginare la vita del borgo fortificato nel Medioevo quando era conteso tra Siena ed Arezzo, dove Dante Alighieri trovò rifugio nel 1304. Prudenti restauri ci consegnano un borgo restaurato con la sua Torre finalmente pronta ad accogliervi.

Top guest favorite
The historic stone building is illuminated at dusk, enhancing its architectural features. A tranquil swimming pool reflects the soft light, surrounded by landscaped olive trees and a stone wall, creating a serene outdoor space.
Apartment
4.98 out of 5 average rating, 42 reviews

Dependance nel castello del Cardaneto

Monolocale nel Castello del Cardaneto (VIII sec) con piscina, parcheggio privato e 4000 mq di giardino. A 2 km da uno dei borghi più belli d’Italia , Montone, famoso per le attrazioni turistiche ed eventi che ne rendono un posto unico. Il monolocale di circa 50mq ha ingresso indipendente con affaccio sul giardino, ingresso salotto camera matrimoniale e bagno. Dimora storica ADSI. piscina panoramica con vista su Montone. disponibile anche appartamento con cucine e balcone privato.

Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle
4.99 out of 5 average rating, 208 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

An expansive courtyard is illuminated by warm lights, showcasing the historic architecture of the building. Towering trees frame the scene, while decorative potted plants line the pathway, enhancing the serene ambiance of the estate during dusk.
Private room
4.8 out of 5 average rating, 40 reviews

Superior Room in Abbadia Sicille Relais

The Superior Double Room, located in the 18th-century Le Piazze complex, offers 30 square meters of comfort. With a double room, private bathroom and an outdoor area ideal for relaxation, it is perfect for couples or single travelers. Equipped with air conditioning, TV, minibar and espresso machine, it guarantees a quiet and refined stay immersed in the beauty of the Tuscan countryside.

Top guest favorite
An aerial view showcases a scenic outdoor area featuring a rectangular swimming pool surrounded by stone tiles. Towering cypress trees and well-maintained gardens create a lush atmosphere, while a historic tower and rustic buildings are visible in the background, framed by rolling Tuscan hills.
Castle
4.96 out of 5 average rating, 24 reviews

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.

Guest favorite
A comfortable room is showcased with a spacious bed framed by an ornate headboard. Decorative pillows add color, and natural light illuminates the space through a window. The wall features a vintage portrait, contributing to the room's character.
Private room
4.92 out of 5 average rating, 89 reviews

B&B in charming CASTLE with swimming pool

Double Deluxe bedroom in the beautiful castle of Castello di San Fabiano, 15 minutes from Siena, with HOME MADE HEARTY BREAKFAST, internet wifi connection, private parking, swimming pool (seasonal) with salt water, hydrommassage loungers and geyser! On request we arrange Cooking Classes, Bike Tours, Wine & Food Tasting.

A serene outdoor seating area is positioned near a pool, featuring white cushioned chairs and a loveseat. The backdrop showcases rolling green hills and distant mountains, with a cloudy sky enhancing the tranquil atmosphere.
Vacation home

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.

Aerial view of a charming independent house surrounded by lush olive groves in the Tuscan countryside. The area features a mix of buildings, greenery, and a distant tower, showcasing the serene landscape and the inviting proximity to nature.
Farm stay
4.33 out of 5 average rating, 3 reviews

casa Fienile - Castello di Pratelli

graziosa casa indipendente immersa nella tipica campagna toscana, circondata da oliveti, spaziosa e confortevole, ben arredata ed equipaggiata, con giardino privato e barbecue, bellissima vista sulla valle dell'Arno, piscina condivisa

A kitchen area features wooden cabinetry and a stainless-steel stove. A round table is set with plates and glasses, surrounded by wooden chairs. Various kitchenware is displayed on open shelves, and a window allows natural light to brighten the space, complemented by terracotta tile flooring.
Farm stay

Stalla Ugo - Castello di Pratelli

grazioso appartamento immerso nella tipica campagna toscana, circondata da oliveti, spazioso e confortevole, ben arredato ed equipaggiato, pergola privata, barbecue e piscina condivisi

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