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Cottage holiday rentals in Arezzo

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Top-rated cottage rentals in Arezzo

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Top guest favourite
A serene view of a swimming pool nestled among lush greenery, framed by vibrant leaves. The water appears inviting and reflects the surrounding foliage, creating a peaceful atmosphere. In the background, gentle hills are visible under a clear sky.
Cottage
5 out of 5 average rating, 49 reviews

Castellin di Bocco Tuscan countryhouse with pool

A pochi chilometri da Arezzo la casa è parte di un edificio che risale al 1623. Completamente isolata ma a pochi km da Arezzo Una splendida e ampia piscina è a disposizione e allieterà le calde giornate. Sviluppata su due livelli ha tre camere da letto e due bagni, una cucina attrezzata che affaccia su una terrazza-giardino, due ampi salotti dotati di smart tv, wifi Per gli amanti dell'avventura e dello sport, è possibile noleggiare e-bike e percorrere i sentieri che si snodano tra le colline.

Superhost
A charming stone house is surrounded by lush greenery and a trellis adorned with climbing vines. The structure features rustic wooden doors and a sloped, tiled roof, while the outdoor area includes a shaded seating space. The landscape is serene, highlighting the natural beauty of the countryside.
Cottage
4.7 out of 5 average rating, 27 reviews

House in Sogna

We would like to offer out romantic house in the heart of Tuscany. Our house is small restored stone house in a walking-only community in the country. It has 1 bedroom and 1 bathroom on two levels with a fully equipped kitchen and comfortable living spaces with a sofa bed . The home has old-style terra-cotta tiles, stucco walls, a fireplace, chestnut wood beams making for a very charming Tuscan get-away. We really hope you will enjoy the nature and a very quiet athmosphere. It is pure relax.

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
A charming stone cottage is set against a backdrop of olive trees. Large glass doors framed by curtains invite natural light, while flowering plants in pots add a touch of color. A small seating area with a chair is positioned on the grassy side.
Cottage in Torraccia
4.89 out of 5 average rating, 65 reviews

Romantic lake view cottage (2/4),Tuscany/ Umbria,

Experience an authentic, fully equipped, lovingly renovated, vintage home with panoramic views of Lake Trasimeno. The cottage is on a hill and surrounded by olive trees. Our Italian caretaker (Luigina) lives down the road. Light the fireplace for cosy autumn/winter evenings, and a wisteria covered terrace for shaded dining in summer. The pool with lake view is usually May to October. Our house next door also sleeps 2/4, enquire. Please enquire for long stay discounts

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 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
4.92 out of 5 average rating, 37 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 spacious bedroom features a comfortable bed, with natural light flowing in through a window that offers a glimpse of the surrounding greenery. Soft linens and a minimalist decor contribute to a serene and relaxing environment.
Cottage
4.96 out of 5 average rating, 46 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 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, 79 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

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.

Guest favourite
A charming stone villa is surrounded by lush greenery, featuring a shaded terrace with a wooden awning. Six outdoor chairs are arranged on a stone patio overlooking a well-kept lawn. A staircase leads to the upper level of the villa, framed by olive trees.
Cottage in Montisi
4.95 out of 5 average rating, 57 reviews

Il Villino

This is a place to fall in love with. Stone built, beautifully furnished and decorated with antiques, with breath-taking views over the hills. A uniquely elegant, private and relaxing hideaway, surrounded by fruit trees, olive trees and a tiny but refreshing pool. Indulge and enjoy!

Popular amenities for cottage rentals in Arezzo

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