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Vacation rentals in Arezzo

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Top-rated vacation rentals in Arezzo

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Top guest favourite
The outdoor area features a large swimming pool surrounded by lush greenery, including trees and shrubs. Sun loungers are positioned nearby for relaxation. The rustic farmhouse is visible in the background, showcasing traditional Tuscan architecture with terracotta accents.
Guesthouse in Antria
4.92 out of 5 average rating, 137 reviews

A charming Tuscan retreat

Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 480 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 124 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 215 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favourite
The exterior features a well-maintained pathway leading to the entrance, flanked by decorative flower pots with vibrant blooms. Lush greenery and trees provide a natural backdrop, and architectural details are accentuated by soft evening light.
Condo in Arezzo
4.88 out of 5 average rating, 104 reviews

Il Piccolo Ristoro

The apartment is cozy and bright, suitable for couples and families with children. It has a living room, kitchen-dining room, two double bedrooms, two bathrooms and a private garden. Guests have access to 1 parking space inside the private courtyard. Il Piccolo Ristoro is located in the center, in a quiet and well-served residential area. It is a 10-minute walk from the historic center and the station. A stone's throw away is the city park and shops. Linens included, free Wi-Fi, pets allowed.

Top guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 145 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favourite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Apartment in Arezzo
5 out of 5 average rating, 144 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Guest favourite
The spacious bedroom features an elegant design with a large bed adorned in stylish linens. A vintage painting hangs on the wall, complemented by decorative light fixtures. Additional seating is provided by a sofa and a luxurious chair, with a large window allowing natural light to fill the room.
Apartment in Arezzo
4.96 out of 5 average rating, 128 reviews

GOLD apartment in the historic center Sweet Tuscany

CODE:051002CAV0052 The recently renovated Gold apartment is located within the historic walls of Arezzo, a short walk from the main sites of historical and architectural interest such as museums, churches, the beautiful Piazza Grande where the antique fair takes place every first weekend of the month and the Saracino carousel, near the beautiful fully restored Medici fortress. Walking you can reach many restaurants where you can taste our cuisine and the typical dishes of our land.

Top guest favourite
A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.
Condo in Cortona
4.99 out of 5 average rating, 202 reviews

Chicca: Cortona's historic centre

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Top guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 139 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Top guest favourite
A spacious kitchen is presented with white cabinetry and green walls that soften the light. A wooden dining table with four chairs occupies the center, complemented by a stylish antique cabinet. Natural light filters in through the window, enhancing the warm, inviting ambiance.
Apartment in Arezzo
4.95 out of 5 average rating, 138 reviews

Residenza Fra le Torri - Charme & Art Gallery Home

You will feel at home, this is the goal, and I will be of support for any need. The apartment is equipped with everything you need to stay, you will only have to bring your personal things. Typical Tuscan apartment finely renovated in the historic center, furnished with paintings and sculptures by local artists, with a private terrace hidden from prying eyes, furnished with plants and flowers, with a table and umbrella where you can have meals.

Top guest favourite
A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.
Farm stay in Arezzo
4.98 out of 5 average rating, 246 reviews

Esplora la natura al centro di Vigneti Chianti

Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Popular amenities for Arezzo vacation rentals

When is the best time to visit Arezzo?

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Frequently Asked Questions

  • What are the best places to stay in Arezzo?

    Stays around the historic city center and San Lorentino area are often recommended for easy access to dining, medieval streets, and cultural sites. Many travelers favor locally hosted apartments and family homes for a more authentic experience.

  • What are the best things to do in Arezzo with kids?

    Families can explore green spaces around Parco Il Prato, visit interactive museums such as Museo dei Mezzi di Comunicazione, or enjoy cycling in leafy areas nearby. Local markets let children discover regional produce and crafts in a lively setting.

  • What are some of the best things to do in Arezzo?

    Explore the medieval Piazza Grande, visit the Basilica of San Francesco known for frescoes, and browse local shops around Corso Italia. Art lovers can discover the works of Piero della Francesca at several city sites.

  • How is the weather in Arezzo?

    Arezzo has cool winters with temperatures around 33-49°F (0-9°C). Summers are warm, frequently reaching 60-89°F (15-32°C), while spring and autumn see mild temperatures and increased rainfall.

  • When is the best time to visit Arezzo?

    Late spring and early autumn are often recommended for milder weather and lively city events. Summer brings warmer temperatures and outdoor markets, while winter draws visitors seeking festive lights and local traditions.

  • What are the best places to visit in Arezzo?

    Piazza Grande attracts crowds for its medieval architecture, while the Basilica of San Francesco has celebrated fresco cycles. The Roman Amphitheater and Museo Archeologico are frequently suggested for those interested in ancient history.

  • What are some hiking trails in Arezzo?

    Explore forested paths in Parco del Pionta, stroll more gentle trails around Prato, or head towards Monte Lignano for panoramic views. Locally guided walks often highlight nature and historic sites.

  • What are some family activities we can do in Arezzo?

    Families can enjoy picnics in city parks, browse open-air produce markets, and join workshops at local craft studios. Museums like Museo dei Mezzi di Comunicazione sometimes host interactive exhibitions suitable for children.

  • What are some of the best day trip ideas from Arezzo?

    Explore the medieval towns of Cortona and Anghiari, or discover wine traditions in the Chianti countryside. Nature lovers may appreciate Val di Chiana’s landscapes and thermal spa villages around the region.

  • Are there any pet friendly accommodations available in Arezzo?

    Many places to stay in Arezzo welcome pets, especially around residential neighborhoods and the historic center. City parks such as Parco Il Prato provide green spaces for walks with companion animals.

  • What are some local tips for visiting Arezzo?

    Locals favor leisurely strolls along Corso Italia and enjoy evenings in neighborhood wine bars. Bring comfortable shoes for cobblestone streets, and learn a few basic Italian phrases to enrich daily interactions.

  • What is Arezzo known for?

    Arezzo has a rich history in goldsmithing, Renaissance art, and antiques markets. The city is frequently associated with Piero della Francesca’s frescoes and medieval squares.

  • What are the best hidden gems to explore in Arezzo?

    Explore quiet medieval alleys near Piazza Grande, discover artisan workshops in Borgo San Lorentino, and seek out contemporary exhibitions at Galleria Ivan Bruschi. Peaceful cloisters and less-visited churches add further layers to the city’s story.

  • What are the best foods to try in Arezzo?

    Try traditional ribollita soup, Tuscan cured meats, and local pecorino cheese. Restaurants and markets frequently feature regional olive oils, handmade pasta, and classic cantucci biscuits for dessert.

  • What should I bring for a trip to Arezzo?

    Bring comfortable walking shoes for exploring stone streets, layers for changing temperatures, and a reusable water bottle. In summer, sun protection is helpful; rain gear is useful for spring and autumn visits.

  • What is the nightlife in Arezzo like?

    Arezzo has a lively nightlife centered around Piazza Grande and nearby streets, with wine bars, cafes, and occasional live music. Evenings often revolve around socializing with locals in traditional taverns and outdoor patios.

  • What are the most popular events or festivals in Arezzo?

    The Giostra del Saracino tournament brings together tradition and music during certain weekends, and the Fiera Antiquaria antique market is held regularly in Piazza Grande. Seasonal food festivals and jazz events are also frequently suggested for visitors.

  • Are there family friendly vacation rentals in Arezzo?

    Many vacation rentals in Arezzo welcome families, with spacious layouts and access to nearby parks or markets. Areas around the city center and leafy neighborhoods are frequently chosen by those traveling with children.

Quick stats about vacation rentals in Arezzo

  • Total vacation rentals

    Explore 640 vacation rentals in Arezzo

  • Nightly prices starting at

    Arezzo vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 16,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 310 rentals that welcome pets

  • Vacation rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    590 of Arezzo vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Arezzo rentals

  • 4.8 Average rating

    Arezzo stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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