
Villa holiday rentals in Arezzo
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Top-rated villa rentals in Arezzo
Guests agree: these villas are highly rated for location, cleanliness and more.

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.

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

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.

Tuscany Villa Mammi
Grande villa in pietra ristrutturata tra i boschi di Castiglion Fiorentino, vicono a Cortona, Arezzo e Siena. Un paradiso di privacy con piscina, idromassaggio panoramico con vista mozzafiato sulla valle e ping pong. Godetevi serate magiche sotto le stelle grazie all'autentico barbecue in pietra e al forno a legna per la pizza. Il rifugio ideale per chi cerca relax, natura e comfort nel cuore della Toscana, perfetto per famiglie o gruppi che sognano una vacanza davvero indimenticabile.

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...

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.

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

Lo Scarpellino
Lo Scarpellino is a charming stone farmhouse offering complete privacy in a picturesque setting of olive groves and wooded hills, not far from the town of Arezzo. It is a great choice for a relaxing holiday with family or friends, with comfortable interiors and beautiful views from every window and terrace. The property lies within walking distance of the village of Badia Agnano, which has a few shops, a petrol station and several restaurants.

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.

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.

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.

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.
Popular amenities for villa rentals in Arezzo
Private villa rentals

Villa La Pieve

Sestuccina

“Villa Lux Poggelleri”: a unique view of the Casentino

Podere Biagio | Rural Tuscan farmhouse with pool

Montemarcoli

Villa Tonacato - Charming Villa with private pool

Private Villa with swimming pool in Tuscany

The twigs
Luxury villa rentals

Magnificent 1700's villa in Tuscany

Villa Casanova - Private Pool & Garden in Umbria

Villa with swimming pool on the Florentine hills

Cipressino Villa, pool near the historic centre

La Vignaccia (Farmhouse) - villa w/private pool

Exclusive holiday home with spectacular lakeview

Villa La Poggerina, private pool and amazing view

Villa il Palagio in the Tuscan countryside
Villa rentals with a pool

Ortaglia Di Sopra Farm

Stunning Villa in Tuscany with View & Shared Pool

Baccio di Magio

Villa Mona Lisa

Casa del Sole 4, Emma Villas

Sasso Canaldo Villa: an elegant Tuscan farmhouse

Country house in Cortona with swimming pool

Historic Country Villa Tuscany Private Scenic Pool
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Mugello Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Medici Chapel
- Basilica of Santa Croce
- Piazza della Signoria
- Del Chianti
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
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