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Villa holiday rentals in Arezzo

Find and book unique villas on Airbnb

Top-rated villa rentals in Arezzo

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

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Top guest favourite
The stone farmhouse features vibrant red shutters and a terracotta roof. A spacious patio area contains a wooden dining set, surrounded by lush green grass and tall cypress trees. The exterior is complemented by well-maintained stone pathways, inviting guests to explore the outdoor space.
Villa in San Leolino
4.99 out of 5 average rating, 120 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 236 reviews

Tuscan charm of villa - countryside - Villa Senaia

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in ​​legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Top guest favourite
Villa in Arezzo
4.95 out of 5 average rating, 20 reviews

Casa Napoleone - Tuscan Villa w/ pool near Cortona

A villa set on a hill, overlooking a magnificent Tuscan valley, yet only 10 mins drive from Castiglion Fiorentino train station. A 20 min drive from Arezzo and Cortona, a town made famous by the book and movie “Under The Tuscan Sun”. The Villa is the perfect base and within striking distance of Florence, Siena, Assisi and Montepulciano, famous for its Brunello wine, either by car or train. And after all that exploration you’ll return to soak in the pool whilst enjoying the stunning views.

Superhost
An elevated view of the hydrolysis pool is presented, surrounded by lush greenery and trees. Sun loungers and umbrellas are positioned by the poolside, inviting relaxation. The charming exterior of the Mill is visible in the background, blending harmoniously with the natural landscape.
Villa in Trevane
5 out of 5 average rating, 9 reviews

Morandi Mill - Morandi Mill

The rental of the property includes exclusive use of the Mill and its surroundings. Guests can opt for a self-catering holiday or inquire about our special adds-on, which includes full board service, transfers, and local experiences. Access through the gate of the Mulino leading down to the quaint stone bridge over the river... From here you can access the main house, the annex, the lounge area along the stream, the dining area under the pergola with BBQ, and continue behind the...

Top guest favourite
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona
5 out of 5 average rating, 89 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Top guest favourite
A spacious terrace features a stone wall and a round dining table surrounded by several chairs. Potted plants adorn the area, with scenic views of the countryside visible in the background under a partly cloudy sky.
Villa in Scrofiano
4.99 out of 5 average rating, 68 reviews

Villa Il Tollino

Villa Il Tollino rises on the hills surrounding the Valdichiana just a few kilometers from the most beautiful villages of the south Tuscany such as Montepulciano, Pienza, Siena, Arezzo and San Gimignano. The panoramic position makes this villa surrounded by greenery, an ideal place to relax, take long walks and taste the best wines of the area. The large fenced garden, the terrace, the patio and the small cottage inside the property is a place suitable for families with children.

Guest favourite
A heated mini hydro-massage pool is surrounded by greenery, featuring subtle chromotherapy lighting in shades of purple. In the background, a rustic farmhouse is set against a serene twilight sky, with tall cypress trees lining the space.
Villa in Monteroni d'Arbia
4.98 out of 5 average rating, 121 reviews

San Giovanni in Poggio, Villa Meriggio 95 sqm

Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Guest favourite
A shaded outdoor dining area is depicted, featuring a small round table surrounded by four white chairs. Olive tree branches frame the space, enhancing the serene ambiance. The entrance to the house is visible, accompanied by a rustic wooden cabinet nearby.
Villa in Figline e Incisa Valdarno
4.98 out of 5 average rating, 100 reviews

The Tancherina, a Tuscan heart

La Tancherina Detached house in a small village of 4 buildings in the Tuscan countryside in the municipality of Figline and Incisa Valdarno (FI). At the center of the Florence, Siena, Arezzo triangle, it is a perfect starting point for cultural, food and wine, and spa itineraries. It is surrounded by a large garden with loggias for summer lunches, and large terraces for sunbathing. It is also equipped with outdoor furniture and an outdoor hot tub, usable in all seasons

Guest favourite
The spacious kitchen and dining area features rustic wooden beams and well-lit windows that invite natural light. A large dining table is surrounded by white chairs, accommodating several guests. An inviting seating area with a sofa and decorative elements enhances the communal atmosphere.
Villa in Arezzo
4.94 out of 5 average rating, 66 reviews

Tuscany Country House with swimming pool

Casa di Sasso is a holiday home surrounded by greenery, just 10 minutes drive from the town center of Arezzo. The villa, recently renovated in a cozy, bright and elegant country style, is divided into 3 apartments that can be communicating and can accomodate up to 16 people. All rooms are equipped with air conditioning and free wi-fi. Outside you will find a panoramic terrace, gazebos, relaxing areas and a beautiful seasonal swimming pool with hydromassage.

Top guest favourite
Villa in Arezzo
4.99 out of 5 average rating, 112 reviews

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience.  While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Top guest favourite
A rural landscape showcases a villa nestled among lush greenery and tall cypress trees, surrounded by rolling hills. The area is dotted with olive trees and other vegetation, enhancing the natural beauty of the countryside.
Villa in Anghiari (Arezzo)
4.99 out of 5 average rating, 107 reviews

In a sunny, quiet and rustic area.

The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

Guest favourite
Villa in Siena
4.89 out of 5 average rating, 300 reviews

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

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