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Castle holiday rentals in Arezzo

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Top-rated castle rentals in Arezzo

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An ancient medieval convent is depicted at dusk, with warm lights illuminating the stone façade. The courtyard features lush greenery and decorative pots, while tall trees frame the entrance. A sense of tranquility is conveyed by the clear evening sky.
Private room in Siena
4.72 out of 5 average rating, 112 reviews

Abbadia Sicille Relais, Junior suite

Dotata di una sauna privata nel soggiorno, un angolo cucina, un letto King Size, un bagno moderno con doccia e un’area esterna esclusiva, la suite è perfetta per rilassarsi immersi nella campagna senese. Completa di aria condizionata, TV, minibar e macchina per il caffè, la suite garantisce un soggiorno rigenerante nel cuore della Toscana. Servizio Colazione disponibile su richiesta con supplemento. Al mattino potrai ricevere su richiesta con supplemento un servizio colazione in camera per goderti il massimo del relax già dalle prime ore del mattino. La colazione è disponibile con un supplemento di 12€ a persona al giorno, consegnata direttamente in camera tramite il Box Breakfast.

Guest favourite
Villa in Siena
4.8 out of 5 average rating, 295 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 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, 37 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, 53 reviews

Dimora storica VIII sec. con piscina panoramica

Vivi l’emozione di dormire in un vero castello dell’VIII secolo, nel cuore dell’Umbria. La Dependance, nella parte storica del Castello del Cardaneto, è un monolocale di 50 mq con ingresso indipendente, camera matrimoniale, salotto e bagno. Immerso in un parco di 4.000 mq, il Castello offre una piscina panoramica con vista spettacolare su Montone, uno dei Borghi più belli d’Italia. Una dimora storica autentica, dove storia, natura e relax si incontrano (no cucina ma angolo bar fornito)

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, 227 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.

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
4.79 out of 5 average rating, 24 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.

Superhost
An aerial view of a medieval castle, showcasing its stone facade surrounded by lush greenery. A sparkling blue swimming pool is situated in the foreground, bordered by loungers. The landscape features rolling hills and trees, enhancing the serene atmosphere of the property.
Villa in Pontassieve
4.79 out of 5 average rating, 42 reviews

[CASTELLO DI CASALTA POOL ✭✭✭✭✭] 15 min FLORENCE

Castello di Casalta is an authentic medieval stone castle, fully refurbished and surrounded by the lush nature of Tuscany, at only 15 minutes distance from Florence outskirt. Located in a unique position with a spectacular view of the surrounding hills, Castello di Casalta will allow you to live an unforgettable experience, combining history, comfort, nature and privacy.

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
4.97 out of 5 average rating, 29 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.

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.

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 in Figline e Incisa Valdarno
4.5 out of 5 average rating, 4 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

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