Guesthouse vacation rentals in Arezzo

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Top-rated guesthouse rentals in Arezzo

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Guest favorite

Guesthouse in Antria

4.92 out of 5 average rating, 133 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 favorite

Private room in Montone

5 out of 5 average rating, 16 reviews

Tenuta La Quaglia

Wer Ruhe und Entspannung sucht ist hier richtig! Wir sind eine kleine Familie aus Deutschland und unser kleines Landgut befindet sich am Ende einer Sackgasse. In das bezaubernde Örtchen Montone sind es nur 7 min mit dem Auto. Sie wohnen in unserem Gästezimmer in einem liebevoll restaurierten historischen Tabakhäuschen. Das Bad wurde 2025 neu gebaut. Wir stellen eine French-Press, Kaffee, Wasserkocher, Tee, Geschirr und Weingläser zur Verfügung. Die Möglichkeit zum Kochen besteht leider nicht.

Guesthouse in Umbertide

4.68 out of 5 average rating, 63 reviews

Umbrian Hideaway Guest house

Enjoy our 19th century guest house with an authenticity combined with modern aspects. Bask at of our views over our empty landscape and infinity pool. The Wifi arrives by satellite and is available for free. We are located in a valley so the cellular towers are a bit blocked. There are air conditioners located in both bedrooms only. Come to disconnect and stay in a Special Conservation Zone;Natura 2000. Please note that we live in nature which means both animals and insects live here too.

Guesthouse in Citta di Castello

New place to stay

Organic Luxe Farm-stay in Umbria

"This is a slice of heaven!" Enjoy a luxurious and peaceful escape in a rustic modern house alongside nature and tranquility. Enjoy your breakfast on your terrace (homemade specialties all organic) Explore our olive grove, watch our chickens roam in the vineyard or just lean back on our lounge chairs and enjoy the views. Sleep completely organic in our organic mattresses, bedding and bed linen. Towels and washing gels also organic. Cook in your well equipped kitchen if you like or dine out.

Guesthouse in San Martino al Vento

4.76 out of 5 average rating, 21 reviews

Cosy apartment with terrace and pool

Set in the beautiful Tuscan countryside in the heart of the famous wine district of Chianti Classico, you find this newly refurbished apartment with private terraces. On the property there is a large pool and gardens. The perfect getaway for those who want to escape, or an ideal base from which to visit Siena, Florence and Arezzo Walking distance of a few hotels, wineries and restaurants. Only a few kilometres away there are the famous Chianti villages; Gaiole, Radda and Castellina.

Private room in Monte San Savino

New place to stay

Stanza della Guglia

The accommodation is located on Piazza Gamurrini, offering stunning views of the beautiful architecture in the town center. It’s the perfect base for exploring the Tuscan hills and nearby art cities such as Arezzo, Cortona, Siena, and the Val d'Orcia region. This elegant historic apartment, situated in the heart of Monte San Savino—one of Valdichiana’s most charming villages—is ideal for couples, solo travelers, or romantic getaways. Free parking is available on the street.

Private room in Muciafora

New place to stay

Muciafora 2

Muciafora 2 is a room with a bathroom located on the quiet, green outskirts of Arezzo, ideal for those seeking a relaxing stay surrounded by nature. The room is well-equipped to ensure a comfortable stay, offering amenities such as a refrigerator, microwave, and free Wi-Fi. The furnishings combine modern elements with a rustic touch, creating a welcoming and pleasant atmosphere. The bathroom, entirely clad in stone, adds a touch of originality and refinement to the space. .

Top guest favorite

Guesthouse in Molino Vitelli

4.99 out of 5 average rating, 77 reviews

L'essiccatoio

The house is in a good location for country walks, wildlife, sun, and sightseeing. It's in a nature filled valley with easy routes to interesting places like Siena or smaller towns such as Montone. The house is desirable because of the location, the people, the ambiance, the outdoors space, and the neighborhood. This small place is good for couples and solo adventurers. Wi-fi access has recently been improved in the house.

Guesthouse in Croce

4.86 out of 5 average rating, 63 reviews

Secret Haven

The dépendance, fully immersed in the green of the Tuscan countryside, is located in the heart of Valdichiana. The large outdoor spaces and the pool are the ideal place to spend pleasant days among the countryside scents. The house has a double bedroom and a sofa bed in the living room so it can accommodate a maximum of two adults and one child. A baby crib will be made available to guests upon request.

Private room in Casa Biondo

5 out of 5 average rating, 3 reviews

Fattoria Casamora - Suite Donna Maria

The suite face the courtyard and porch, common spaces within the hamlet. In a communion between tradition and modernity the suite feature wooden beams ceiling structures, Cotto tile floorings and Rapolano travertine bathroom. This is the ideal choice when looking for a unique experience of the Tuscan history and tradition, even for short stays.