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Cottage holiday rentals in Arezzo

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Top-rated cottage rentals in Arezzo

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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
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.

Top guest favourite
A charming Italian cottage is set against a backdrop of rolling hills, complemented by tall cypress trees lining a gravel pathway. The exterior features a rustic stone facade, with two chimney peaks visible under a bright blue sky dotted with fluffy white clouds.
Cottage
4.98 out of 5 average rating, 88 reviews

Romantic spot Umbria "LeRose"

An immaculately presented Italian cottage set amidst the romantic views of the Niccone Valley, ideally suited for a couple seeking peaceful relaxation in luxurious surroundings-Nestled within the grounds of a larger villa, the cottage is completely independent from the Main House, ensuring privacy and tranquility. It is lovingly maintained by the estate’s dedicated staff- the cottage offers the perfect escape, all within easy reach of some of Umbria and Tuscany’s most renowned attractions.

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
4.87 out of 5 average rating, 89 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
5 out of 5 average rating, 50 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 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
4.98 out of 5 average rating, 63 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).

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
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
The exterior of the charming stone cottage is showcased, featuring a covered terrace with two white chairs overlooking the garden. Vibrant greenery and flowering plants surround the entrance, enhancing the peaceful atmosphere in the outdoor space.
Cottage
4.92 out of 5 average rating, 48 reviews

La Loggia, cozy stone cottage for 2 with terrace

The building, which once was a stable, has been transformed into a small, charming house entirely built in stone, terracotta and exposed beamed ceiling, and enhanced by period furniture, family heirlooms, which give character to an intimate and comfortable accommodation. Outside it has a covered terrace and all the surrounding space, lawn and olive trees, equipped with table, chairs, umbrella, deckchairs and sun loungers.

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
4.9 out of 5 average rating, 80 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
4.93 out of 5 average rating, 133 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 landscape features rolling green hills under a bright blue sky, with the sun shining down. The house is nestled among trees and gardens, surrounded by lush vegetation. The mountain backdrop adds depth to the tranquil scenery, creating a peaceful atmosphere.
Cottage
5 out of 5 average rating, 49 reviews

Castellin di Bocco Tuscan countryhouse with pool

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
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.

Superhost
A glass-enclosed veranda offers a view of the private garden and pool area. A round dining table with decorative tiles is surrounded by iron chairs. Light filters through the glass, enhancing the rustic charm of the exposed stone walls.
Cottage
4.75 out of 5 average rating, 144 reviews

"Rosso Poggiolo" farmhouse with swimming pool.

Ideal for families, groups of friends or a luxurious and exclusive romantic getaway. Entire independent farmhouse on 3 floors with parking and private garden. Dishwasher, Microwave, Bimby, Gas and wood ovens, Fireplace, Veranda, Independent heating, BBQ, deckchairs.

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