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Villa vacation rentals in Arezzo

Find and book unique villas on Airbnb

Quick stats about villa rentals in Arezzo

  • Total vacation rentals

    Explore 40 vacation rentals in Arezzo

  • Nightly prices starting at

    Arezzo vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Arezzo vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Arezzo rentals

  • 4.7 Average rating

    Arezzo stays receive an average rating of 4.7 out of 5 from guests

Top-rated villa rentals in Arezzo

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

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Top guest favorite
Villa in Chianciano Terme

Charming Tuscan Villa in Val d'Orcia with a view

Luxury and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, commercial kitchen at your own use. We arrange Winery visit & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

4.97 out of 5 average rating, 131 reviews
Top guest favorite
Villa in Montepulciano

Wine Experience Villa in Montepulciano

🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

4.97 out of 5 average rating, 126 reviews
Guest favorite
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

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

4.9 out of 5 average rating, 241 reviews
Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

4.92 out of 5 average rating, 338 reviews
Guest favorite
Villa in Cortona

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

4.8 out of 5 average rating, 111 reviews
Top guest favorite
A large, rectangular swimming pool is set within a green lawn, surrounded by tall trees and blooming shrubs. Sun loungers are placed around the pool, providing a space for relaxation. The lush Tuscan countryside stretches into the distance under a clear blue sky.
Villa in Montepulciano

A paradise in Montepulciano...

Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY. Exceptions are possible only if don't create unrentable gaps between one guest and the next.

4.96 out of 5 average rating, 169 reviews
Top guest favorite
The exterior of a charming villa is surrounded by lush greenery, with vines climbing along the walls. A gravel pathway leads to the entrance, framed by well-kept gardens. Sunlight filters through the trees, creating a peaceful atmosphere ideal for relaxation and outdoor gatherings.
Villa in Pergine Valdarno

La Vignaccia (Farmhouse) - villa w/private pool

Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.

4.96 out of 5 average rating, 102 reviews
Top guest favorite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Casale in pietra in Val D’Orcia

Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.

4.98 out of 5 average rating, 160 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 108 reviews
Top guest favorite
A serene garden area features a lounging chair with a folded towel placed neatly on it. Stone planters and lush greenery surround a small hot tub, complemented by flowering plants and trees. The backdrop includes rustic architecture under a clear sky.
Villa in Monticchiello

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

4.98 out of 5 average rating, 183 reviews
Top guest favorite
Villa in Arezzo

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.

4.99 out of 5 average rating, 124 reviews
Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta

La Torre

Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.

5.0 out of 5 average rating, 191 reviews

Popular amenities for Arezzo villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Villa rentals with a pool

Guest favorite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti

Villa Padronale - IlVillinoFarmhouse

4.93 out of 5 average rating, 256 reviews
Top guest favorite
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

Poggio del Fattore-Villa with pool,hilltop,Chianti

4.99 out of 5 average rating, 131 reviews
Guest favorite
Villa in Montepulciano

Villa a Montepulciano con Piscina

4.92 out of 5 average rating, 149 reviews
Guest favorite
Villa in Arezzo

Coaching House

5.0 out of 5 average rating, 68 reviews
Top guest favorite
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

Stunning Tuscan Villa & Panoramic Infinity Pool

5.0 out of 5 average rating, 96 reviews
Top guest favorite
Villa in Arezzo

Casa Napoleone - Tuscan Villa w/ pool near Cortona

4.96 out of 5 average rating, 28 reviews
Superhost
A wooden dining table is set under a pergola adorned with fabric shades, illuminated by warm evening light. The table holds decorative glassware and candles, while a vast green landscape extends toward the horizon, where the sun sets, casting a soft glow across the scene.
Villa in Terranuova Bracciolini

romignano wine farm

4.72 out of 5 average rating, 58 reviews
Top guest favorite
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 in Castiglion Fiorentino

Tuscany Villa Mammi

4.99 out of 5 average rating, 90 reviews

Private villa rentals

Top guest favorite
Villa in Monteroni d'Arbia

"Villa Daisy" con vista su Siena

4.95 out of 5 average rating, 174 reviews
Top guest favorite
The image showcases a rustic stone farmhouse surrounded by lush vineyards and olive trees. The building features a classic roof with terracotta tiles, set against a clear blue sky. Green grass frames the scene, emphasizing the natural beauty of the countryside.
Villa in Impruneta

Agriturismo Podere Scaluccia Chianti, Firenze

4.99 out of 5 average rating, 123 reviews
Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano in Val di Pesa

Luxury Villa in the very heart of Chianti

4.98 out of 5 average rating, 120 reviews
Top guest favorite
Villa in Foiano della Chiana

Villa la Superba near Arezzo Cortona Thermae

4.91 out of 5 average rating, 45 reviews
Guest favorite
The property features a charming rustic stone house and a secondary building set against a backdrop of bright blue skies and scattered clouds. Lush green grass surrounds the structures, enhancing the natural beauty of this tranquil countryside setting.
Villa in Castiglion Fiorentino

Villa il Laghetto with Infinity Pool in Tuscany

4.96 out of 5 average rating, 56 reviews
Guest favorite
An outdoor dining area is presented under a wooden pergola, featuring a long table set for meals. Soft lighting is provided by hanging fixtures, and the surrounding lush greenery complements the rustic stone structure in the background.
Villa in Lucignano

Villa Eleonora

4.85 out of 5 average rating, 20 reviews
Guest favorite
The rustic stone villa is surrounded by vibrant flower beds and lush greenery. A small ornamental pond with lily pads is featured in the garden. The property showcases multiple levels of terraces adorned with colorful blooms and climbing vines, enhancing the natural beauty of the landscape.
Villa in Lucignano

Sasso Canaldo Charming property in Tuscany

5.0 out of 5 average rating, 6 reviews
Guest favorite
The aerial view captures the charming layout of Monticchiello, showcasing terracotta-roofed buildings surrounding a lush green garden adorned with soft lighting. A winding pathway leads to the garden, providing a serene outdoor area amidst the medieval architecture.
Villa in Monticchiello

Villa con giardino. Il Giardino del Cardinale.

4.97 out of 5 average rating, 97 reviews

Luxury villa rentals

Guest favorite
Villa in Montepulciano

Montepulciano Central Villa – Sauna & Jacuzzi

4.85 out of 5 average rating, 153 reviews
Guest favorite
Villa in Monteriggioni

Villa dei 2 Ulivi (Abbadia Isola)

4.97 out of 5 average rating, 174 reviews
Guest favorite
Villa in Badia a Passignano

Guardia di Badia a Passignano

4.86 out of 5 average rating, 7 reviews
Guest favorite
The pool area features a rectangular swimming pool surrounded by meticulously landscaped gardens. Olive trees, rosemary, and rose bushes complement the scenic views of rolling hills and distant mountains under a clear blue sky.
Villa in Pozzuolo

Fabulous Farmhouse with Pool & 360 Panoramic View

4.92 out of 5 average rating, 62 reviews
Guest favorite
A shaded terrace is presented with multiple wooden loungers arranged around a sleek pool. Lush greenery surrounds the space, offering a natural backdrop, while a stone building stands quietly in the distance under a clear sky.
Villa in Gaiole in Chianti

Casa Faraona, villa con piscina privata

5.0 out of 5 average rating, 32 reviews
Top guest favorite
The image captures a tranquil scene of a swimming pool reflecting the colors of a sunset, surrounded by trees and hills. The serene water mirrors the sky’s hues, with the sun positioned just above the mountains in the distance, evoking a peaceful atmosphere.
Villa in Poppi

“Villa Lux Poggelleri” vista unica sul Casentino

5.0 out of 5 average rating, 24 reviews
Top guest favorite
An arch adorned with blooming wisteria frames a lush garden, featuring greenery and vibrant flowers. A terracotta pot sits nearby, while a picturesque tower rises in the background, adding a historic charm to the tranquil outdoor setting.
Villa in Florence

Villa Holm stunning view 10 mn walk to city centre

5.0 out of 5 average rating, 56 reviews
Top guest favorite
An aerial view captures the charming layout of ancient stone houses surrounded by lush greenery and cypress trees. A swimming pool is visible, accompanied by well-maintained gardens featuring various relaxation areas. The surrounding landscape reveals vineyards and rolling hills typical of the Chianti scenery.
Villa in Castellina in Chianti

I CIPRESSINI DEL CASTELLACCIO (Cip 1 + Cip 2)

5.0 out of 5 average rating, 17 reviews

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