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Cottage holiday rentals in Arezzo

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Arezzo

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

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Superhost
An outdoor terrace features a rustic wooden ceiling supported by brick columns. Comfortable seating is provided by a light-colored couch and benches, alongside a dining table with chairs. The surrounding greenery and pathways lead to additional buildings, creating a serene and inviting space.
Cottage in Pergine Valdarno
4.75 out of 5 average rating, 61 reviews

Tuscan countryside vacation home with pool

Exclusive independent house, surrounded by the greenery of the Tuscan countryside near Pergine Valdarno, in the hills of Chianti Aretino between woods, olive trees and vineyards, in the middle of the triangle formed by Arezzo Siena and Florence, on the left bank of the Arno river. Large swimming pool with super panoramic view shared with another apartment. Large fully fenced park. Covered and uncovered panoramic terraces for exclusive use, perfect for lunch and dinner. Large garden. Possibility of trekking bikes.

Superhost
An exterior view of a rustic stone structure is presented, featuring a covered porch with a wooden table and benches. Olive trees surround the area, providing shade. A barbecue station is visible nearby, with a pathway leading through the outdoor space.
Cottage in Sinalunga
4.86 out of 5 average rating, 94 reviews

Stunning cottage on the Tuscan hills

An amazing renovated Tuscan cottage set in one hectare of olive grove with around 200 trees, in a panoramic hillside location overlooking the Valdichiana countryside. The house offers two double bedrooms with air conditioning and TV, two bathrooms, a spacious living area with fully equipped kitchen and dishwasher, plus an extra room with washing machine and sofa. Outside, a rustic covered patio with dining table and built-in barbecue is ideal for outdoor meals in total peace.

Top guest favourite
A spacious living area features a large arched window offering views of the garden. A modern fireplace is centered within the room, complementing a comfortable seating arrangement. Natural light fills the space, enhancing the rustic wooden beams overhead.
Cottage in San Martino in Grania
5 out of 5 average rating, 51 reviews

Crete Senesi - Asciano Cavoni Hut

Available from April to October, Capanna Cavoni returns after a major renovation, enriched with air conditioning and Wi-Fi. Immersed in the rainbow of colors of the Crete Senesi, the carefully furnished property covers over 130 square meters: large master bedroom, bedroom, two bathrooms, kitchen, living room and large living room with fireplace from which you can access the loft relaxation area and possible additional bed outside a large garden with veranda.

Guest favourite
A dining table is set outdoors, surrounded by olive trees. Plates and glasses are neatly arranged, along with green and dark bottles of wine. A slender olive tree serves as a centerpiece, blending harmoniously with the serene landscape of the Tuscan countryside.
Cottage in Cortona
4.87 out of 5 average rating, 39 reviews

Casa Gialla, Cortona-sunsets in the olive grove

Forget your worries in this spacious and serene place. Listen to the sounds of church bells and birds in the olive grove. If you like a good walk you can walk up the hill to Cortona (you need to be pretty fit though!) or drive up, park in the free car park in town and walk back, the sunsets are breathtaking. The road to the house is a "strada bianca" a white road, although it's a narrow country road, all types of cars will be able to drive to the house.

Guest favourite
A private swimming pool is set against a backdrop of lush greenery and trees. Two lounge chairs are positioned under a large umbrella beside the clear water, providing a serene spot for relaxation. The space is designed for tranquility and seclusion.
Cottage in Bucine
4.98 out of 5 average rating, 65 reviews

La Capanna Pool Pet friendly Toscana

Total privacy in the quiet of nature in the heart of Tuscany. Completely independent barn with swimming pool in a private location for the exclusive use of 2 guests. Around us: Siena, Arezzo, Florence, San Gimignano, Terme di Rapolano. E-bike rental in Castelnuovo Berardenga to explore the Chianti hills. Look: to reach us you have to travel along a 2.4 km dirt road (10 minutes uphill, a suitable car is recommended). Pets allowed and WiFi (free).

Guest favourite
The salt-water pool is surrounded by a sun-drenched patio. A green umbrella provides shade over two white deckchairs. Lush greenery can be seen in the background, contributing to a serene outdoor setting.
Cottage in Cavriglia
4.86 out of 5 average rating, 80 reviews

Il Fienile, characteristic stone cottage for 2

This quaint cottage was once used as a barn, and still maintains the old stone walls, terracotta floor and exposed beamed ceiling. It has a decidedly rustic character but the period furniture, a family legacy, gives it personality and a certain distinction. Outside it has a covered area surrounded by a hedge, and all the space around - lawn and olive trees - equipped with table, chairs, bbq, umbrella, deckchairs and sun loungers.

Superhost
A charming independent home is set amidst greenery, featuring a stone exterior and terracotta roof. Large windows framed in green provide a view of the surrounding landscape. The entrance is covered by a small porch, adding to the inviting appeal of the exterior.
Cottage in Bucine
4.84 out of 5 average rating, 154 reviews

Cottage in the Tuscan countryside

Cottage with independent entrance, adjacent to the main house, equipped with double bedroom, large wardrobe, bathroom with shower, kitchen, refrigerator, washing machine, parking. During the winter months, the cost of heating (LPG) must be paid extra (with meter)! Independent home with parking, with 2 beds, bathroom with shower, kitchen, fridge, oven. IN WINTER TIME HEATING (LPG) MUST BE PAID AS AN EXTRA FEE (there's a counter)!

Guest favourite
A private rectangular pool is surrounded by a sunbathing area featuring several lounge chairs and umbrellas. The pool area is framed by manicured greenery and vibrant flowers, offering a scenic view of the rolling hills and valleys in the background.
Cottage in Massa Sabbioni
4.96 out of 5 average rating, 50 reviews

Private Country House with swimming pool -Chianti

In the heart of Tuscany, at the gateway to Chianti Classico, Amoliv is a private retreat with 5 bedrooms, each featuring en-suite bathrooms and separate entrances. A professional kitchen and living room open onto a panoramic terrace with stunning views of Valdarno and Pratomagno. Surrounded by olive groves and woodlands, the property offers a private pool and BBQ area, ideal for families and groups seeking Tuscany's beauty.

Guest favourite
The exterior features a spacious garden surrounded by greenery, showcasing a variety of plants. A shaded area provides seating with lounge chairs and a large tree offers additional shade. The house structure is visible in the background, with large windows reflecting the landscape.
Cottage in Castelfranco Piandiscò
4.9 out of 5 average rating, 84 reviews

Villetta Belvedere

The villa is finely renovated, surrounded by greenery, with a large residence, a garden and a neighboring forest, and a wide panoramic view of the typical Tuscan landscape. Its strategic location, at the end of a cul-de-sac residential road, while surrounded by greenery, allows you to reach, on foot, all the necessary services (market, bar, old town, pizzeria & restaurants) for a relaxing and comfortable stay.

Guest favourite
A charming cottage is surrounded by lush green grass and decorative plants. The rustic brick exterior features large windows framed with climbing vines. A cozy seating area on a tiled porch offers a relaxing view of the garden and the inviting countryside.
Cottage in Montagnano
4.93 out of 5 average rating, 135 reviews

Charming cottage in Tuscany

Charming cottage located on a hill with 360-degree views. An oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ Area Inside there is a bedroom with a French bed, a living room with a sofa bed, a bathroom, a kitchenette and an indoor and outdoor dining area. Ideal for couples and families with one/two children. Crib available

Top guest favourite
A serene swimming pool is surrounded by lush greenery, with two lounge chairs positioned nearby. The water glistens under a cloudy sky, reflecting shades of blue. Trees and foliage frame the scene, contributing to a peaceful outdoor setting.
Cottage in Castiglion Fibocchi
5 out of 5 average rating, 50 reviews

Private pool nature Hideway

Immerse yourself in the magic of Tuscany by staying at Castellina di Bocco, a historic villa dating back to 1623, surrounded by rolling hills, olive groves, and vineyards. Here, time seems to slow down: every detail, from the bright interior spaces to the panoramic terrace, is designed to offer you moments of pure relaxation and well-being.

Superhost
Cottage in Cortona
4.94 out of 5 average rating, 18 reviews

Casale Cantalena | Farmhouse with private pool

Casale Cantalena is located on the top of Sant'Egidio, the hill on which the tuscan town of Cortona is built. It is a small, completely detached, country house with a private swimming pool and soccer field. This location is extremely quiet, so it is especially suitable for those who are looking for peace, nature and relax.

Popular amenities for cottage rentals in Arezzo

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