
Villa vacation 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.

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
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.

The Lazy Oak
Perched on a hillside above the Valdarno area, between the cities of Florence, Arezzo and Siena, the Lazy Oak villa is surrounded by acres of olive groves. The main house on two level has been fitted with bedrooms, bathrooms and new kitchen whilst retaining its old terracotta floors and beamed ceilings. A dining loggia for al fresco meals enjoys a breathtaking view of the countryside. The infinity pool is set just a few steps from the house on a green terrace furnished with loungers.

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.

San Giovanni in Poggio, villa Meriggio 95mq
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.

Tuscan Dream Villa @ Rustic Elegance Near Florence
🌿Welcome to Villa La Conigliera🌿, an ideal retreat for a romantic getaway or a relaxing stay, just a few kilometers from Florence. 🌟Set in the peaceful Tuscan countryside, overlooking an ancient courtyard, it blends rustic charm with modern comfort. Perfect for couples or families with a newborn, with a crib available upon request 👶. Two adjacent villas for 4 and 6 guests complete the hamlet. 🚗 A car/motorbike is recommended for exploring the beautiful surroundings.

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.

Ortaglia di Sotto Farm
Located in the Tuscan countryside, a 10-minute drive from Castiglion Fiorentino, Podere Ortaglia di Sotto offers a private pool with enclosed garden, WiFi and free private parking. The holiday home features 5 bedrooms, 6 bathrooms, a flat-screen TV, a dining area, a fully equipped kitchen and a terrace with mountain and valley views.(The swimming pool is available from 25 May to 15 October, closing and opening dates may vary depending on the weather)

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 Poggio in Mandria in Chianti
Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.

Montemarcoli
Immergiti in questo spazio unico nato su una splendida collina a Gaiole in Chianti, una nuovissima villa con piscina situata in un bosco lussureggiante offre un rifugio privato di lusso, stile e amore da cui poter ammirare alba e tramonto. Un progetto realizzato con le ultime tendenze architettoniche, eco sostenibile e con acqua di sorgente naturale.
Popular amenities for Arezzo villa rentals
Private villa rentals

"Casetta" Panoramic Lodge in Umbria, Italy

Villa Il Tollino

Villa with Pool Casa la Quiete

CHARMING VILLA IN CHIANTI

Villa Lux Poggelleri with a unique view of the Casentino

Private Villa with swimming pool in Tuscany

Villa Le Liscaie [Sienese Crete]

Tuscany Country House with swimming pool
Luxury villa rentals

Il Posto Umbria - full property with large pool

Compound Villa Bada

Villa Siveri - private swimming pool - air con

Villa La Pieve

The House of the Sole del Sodo

Cipressino Villa, pool near the historic centre

Villa with panoramic pool • Lake Trasimeno

Podere on the Crete Senesi
Villa rentals with a pool

Casetta I Ciliegi

Mathis House Best View in Chianti, Exclusive Pool

Lake View Private Villa w Pool

Stunning private villa with hot tub, a/c, wifi, pr

Villa L'Apparita - on hilltop of Chianti

Historic Country Villa Tuscany Private Scenic Pool

Villa Mondello inTuscany great view

Podere il Trebbio
Destinations to explore
- Townhouse rentals Arezzo
- Rentals with an EV charger Arezzo
- Rentals with a balcony Arezzo
- Serviced apartment rentals Arezzo
- Rentals with lake access Arezzo
- Luxury rentals Arezzo
- Castle rentals Arezzo
- Bed and breakfasts Arezzo
- Rentals with breakfast Arezzo
- House rentals Arezzo
- Tiny house rentals Arezzo
- Fitness-friendly rentals Arezzo
- Pet-friendly rentals Arezzo
- Guesthouse rentals Arezzo
- Boutique hotels Arezzo
- Rentals with a sauna Arezzo
- Loft rentals Arezzo
- Tent rentals Arezzo
- Hotel rooms Arezzo
- Rentals with a fireplace Arezzo
- Private suite rentals Arezzo
- Apartment rentals Arezzo
- Barn rentals Arezzo
- Waterfront rentals Arezzo
- Rentals with a patio Arezzo
- Vacation home rentals Arezzo
- Rentals with pools Arezzo
- Smoking-friendly rentals Arezzo
- Condo rentals Arezzo
- Family-friendly rentals Arezzo
- Rentals with a hot tub Arezzo
- Rentals with outdoor seating Arezzo
- Farmstay rentals Arezzo
- Rentals with a washer and dryer Arezzo
- Rentals with a firepit Arezzo
- Villa rentals Tuscany
- Villa rentals Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Palazzo Vecchio
- Stadio Artemio Franchi
- Castiglion del Bosco Winery
- Basilica di Santa Croce
- Teatro Verdi
- Palazzo Medici Riccardi
- Things to do Arezzo
- Nature and outdoors Arezzo
- Food and drink Arezzo
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Wellness Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sightseeing Italy
- Tours Italy
- Art and culture Italy
- Entertainment Italy
- Sports activities Italy




