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Castle holiday rentals in Arezzo

Find and book unique castle rentals on Airbnb

Top-rated castle rentals in Arezzo

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

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Guest favourite
Villa in Siena
4.8 out of 5 average rating, 290 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.

Superhost
The manor house, featuring a stone facade and towers, is partially obscured by lush greenery. A statue stands prominently in the foreground, framed by trees, creating a serene atmosphere. Balconies with wooden shutters adorn the upper levels, contributing to the picturesque setting.
Home in Badia Agnano

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.

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 in Gaiole in Chianti

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.

Guest favourite
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.
Flat in Bossi in Chianti
4.86 out of 5 average rating, 29 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

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 in Gargonza

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 favourite
A historic stone building rises against a clear blue sky, surrounded by olive trees. The inviting pool stretches alongside the structure, enhanced by a smooth stone edge, creating a serene outdoor space for relaxation.
Flat in Montone
4.98 out of 5 average rating, 43 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. Piscina panoramica con vista su Montone per tutti gli odpiti. Disponibile altro appartamento con cucina e balcone privato.

Top guest favourite
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 in Ferrano
4.99 out of 5 average rating, 218 reviews

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.

Bed and Breakfasts in Trequanda
4.74 out of 5 average rating, 178 reviews

Abbadia Sicille Relais

La Junior Suite con Sauna di Abbadia Sicille Relais, situata nel complesso settecentesco Le Piazze, offre 60 mq di comfort e intimità. Dotata di una sauna privata nel soggiorno, un angolo cucina, un letto King Size, un bagno moderno con doccia e un’area esterna esclusiva, è perfetta per rilassarsi immersi nella campagna senese. Completa di aria condizionata, TV, minibar e macchina per il caffè, garantisce un soggiorno rigenerante nel cuore della Toscana.

Guest favourite
The exterior of the castle features intricate stonework and several arched windows. Palm trees frame the entrance, which is approached via a paved pathway. A turret rises above the main structure, contributing to the historic charm of the building.
Villa in Passignano sul Trasimeno
4.77 out of 5 average rating, 22 reviews

Borgia Castle at the border of Umbria Tuscany

3 to 7 bedrooms available with airconditioning, 6 bathrooms, but can be rented with the use of less room, than there are toilets, kitchen, dining room, biliard room, lounge room, patio with tables and chairs, porch with tables and chairs, swimming pool, fenced off park. All the interiors and pictures external parts of the garden described and pictured are of EXCLUSIVE USE OF OUR GUESTS. There is a part of the castle that is closed to the public.

Top guest favourite
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 in Serre di Rapolano
4.96 out of 5 average rating, 25 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 favourite
A cozy bedroom features a spacious bed dressed in soft linens, complemented by an elegant armchair. Natural light enters through a window adorned with a flowing curtain, highlighting the simplicity and charm of the space.
Private room in Monteroni d'Arbia
4.93 out of 5 average rating, 43 reviews

B&B - Suite in Castle near Siena

The "Guardiacaccia's" Suite is an elegant apartment with two bedrooms and a cosy living room, located at the 3rd floor of the Castello di San Fabiano 15 km from Siena and 1 km from the nearest village, in the "Crete Senesi" area. Homemade Breakfast, WiFi, parking and daily cleaning are included in the price.

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.
Holiday home in Monte Santa Maria Tiberina

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.

Popular amenities for castle rentals in Arezzo

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