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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
A spacious outdoor area features a large swimming pool surrounded by a manicured lawn. Sun loungers and umbrellas are arranged along the poolside, with trees providing natural shade in the background. A gazebo is also present, enhancing the relaxing ambiance of the space.
Villa
4.97 out of 5 average rating, 31 reviews

Apt. Rolando-Tenuta VillaAugusto

La struttura è ubicata in un agglomerato distante 3/4 km dal centro di Cortona. Circondata dal verde, un vero paradiso di tranquillità. Alloggio indipendente e accogliente con ampi spazi arredati con mobili e oggetti d'epoca, cucina attrezzata, camera da letto, biliardo e sala Pianoforte. Ambienti climatizzati. Spazio esterno attrezzato con tavolo, sedie e lettini. Ampio parco con molti spazi ombreggiati e grande piscina (14x7) immersa nel verde, condivisa con gli altri ospiti della tenuta.

Guest favourite
A shaded outdoor seating area features a white sofa and black wicker chairs, facing a view of Lake Trasimeno. A small table holds drinks, while vibrant sunflowers are arranged nearby. The pool is visible in the background, surrounded by lush greenery.
Villa
4.91 out of 5 average rating, 45 reviews

Lake View Private Villa with Pool

Independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over enchanting Lake Trasimeno. Air-conditioning in bedrooms from 2027. Immersed in beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, medieval villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (or smart working) in complete privacy, and exploring/savouring Umbria-Tuscany natural and historic heritage, and food & wine culture.

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
4.9 out of 5 average rating, 239 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
4.95 out of 5 average rating, 22 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.

Guest favourite
Villa
4.8 out of 5 average rating, 104 reviews

Tuscan Villa Luigina with Pool & Panoramic View

If you want to live in a postcard .... Villa Luigina is the ideal place, all the rooms have a panoramic view, a dining room with a view ... a breakfast room with a view, or you can eat outside in the garden in front of the house and enjoy the spectacular view of the old town!! In the fascinating Tuscan hills, among olive trees and vineyards, a stone villa in perfect harmony with the environment in a strategic position to discover the secrets of Tuscany and Umbria. CIN:IT051012C2129WHTZX

Top guest favourite
A private pool area is surrounded by lush greenery and offers stunning views of the landscape below. Several sun loungers are positioned on the pool deck, with large umbrellas providing shade. The serene ambiance invites relaxation amid nature.
Villa
4.99 out of 5 average rating, 83 reviews

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.

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
5 out of 5 average rating, 93 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 charming stone house is framed by vibrant flower pots filled with pink blooms. Sun loungers are positioned nearby, leading to a spacious pool area surrounded by lush greenery. Natural stone pathways enhance the outdoor setting under clear blue skies.
Villa
4.98 out of 5 average rating, 63 reviews

Villa Aurora

Quest'adorabile casa, gode di una posizione speciale, con vista mozzafiato sul Lago Trasimeno, nel cuore del parco di Montecastelluccio, circondata da boschi, permette di stare in una dimensione di grande tranquillità. Strategica poiché a un'ora e anche meno dalle principali perle dell'Umbria e della Toscana, solo per dirne alcuni: Perugia, Arezzo, Siena, Gubbio, Assisi, Spello, Montepulciano, Pienza, Cortona San Gimignano e Città della Pieve . Un'esperienza unica

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
4.94 out of 5 average rating, 71 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
4.99 out of 5 average rating, 117 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
4.99 out of 5 average rating, 109 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
4.89 out of 5 average rating, 304 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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