
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.

Sestuccina
Sestuccia Cantina is romantic cottage with two double bedrooms and sofa bed in the living room. The villa is located a few kilometers from Gaiole in Chianti and is surrounded by vineyards, with incredible views of Orchard Castle, The villa is completely built in stone with a beautiful shaded terrace. Guests have access to a relaxing bar area with heated Jacuzzi for 6 persons. Inside the park there is a Chicken Coop with fresh eggs every morning and organic garden.

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 30 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 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 Arezzo villa rentals
Private villa rentals

Il Posto Umbria - full property with large pool

"Casetta" Panoramic Lodge in Umbria, Italy

Villa Il Tollino

Casavecchia

Villa with Pool Casa la Quiete

La Bacaia

[Le rondini in Tuscany] Exclusive View Pool Villa

Villa Le Liscaie [Sienese Crete]
Luxury villa rentals

Compound Villa Bada

Villa Casanova - Private Pool & Garden in Umbria

The House of the Sole del Sodo

Wonderful private villa with wifi, hot tub, privat

Villa Le Vigne, 8 pax, private pool, Top Comfort

Villa Lux Poggelleri with a unique view of the Casentino

CHARMING VILLA IN CHIANTI

Podere on the Crete Senesi
Villa rentals with a pool

Mathis House Best View in Chianti, Exclusive Pool

Lake View Private Villa w Pool

Sasso Canaldo: Elegant Tuscan farmhouse

Private villa w/lake view & pool, VacaVilla Excl.

Private Villa with swimming pool in Tuscany

Podere il Trebbio

Villa Mondello inTuscany great view

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