Cottage vacation rentals in Province of Arezzo

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Top-rated cottage rentals in Province of Arezzo

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Guest favourite

Cottage in Gaggioleto

4.9 out of 5 average rating, 39 reviews

Gaggioleto Villa

In an enchanting hillside position, a few kilometers from the lively towns of Castiglion Fiorentino and Cortona, you will find Villa Gaggioleto. This ancient Tuscan farmhouse offers breathtaking views of the surrounding countryside and is the ideal choice for those looking for privacy and tranquility. A gorgeous tastefully and refinedly restored serene stone villa has been elegantly decorated and equipped with every comfort. Pale colors, ample space and large wrought-iron French doors, stone and terracotta floors, and bleached wood beams make for a relaxing and delicate environment. The ground floor, with large arches, houses the living area. Large glass doors lead directly to the living room with comfortable sofas and spacious dining room. A bright environment divided only by large arches that also houses a comfortable full bathroom and a kitchen equipped with every comfort. The kitchen is equipped with all the most modern accessories, very spacious and equipped with a dining area, ideal for quick breakfasts and lunches. A wooden staircase leads to the first floor where we find a second living area with direct access from the garden. The living room has sofas, armchairs and a large TV. The sleeping area consists of 3 suites, each with private bathroom (2 with bathtub, 1 with shower) and characterized by unique colors and decorations. The two master bedrooms each have access via a private staircase, and both have a large en-suite bathroom. All three bedrooms have a queen size bed. The large garden offers guests a large swimming pool with panoramic views. The garden also has a relaxation area around the pool and a large equipped pergola, ideal for great barbecues and outdoor dining. On the terrace, there is a nice loggia, equipped with table and chairs and perfect for enjoying a great breakfast or relaxing with a great glass of wine. The owner of the Villa, a very discreet American gentleman, lives in a small annex with its own separate entrance inside the property and will be at your disposal for any assistance or to provide you with some useful tips for your vacation. The Villa, pool and garden are for the exclusive use of guests only and are not used by the owner.

May 18 – 25

$716 CAD per night

Guest favourite

Cottage in Castiglion Fibocchi

5.0 out of 5 average rating, 30 reviews

Castellin di Bocco Tuscan countryhouse with pool

A few kilometers from Arezzo the house is part of a building that dates back to 1623. Completely isolated but 3.5 km from the village of Castiglion Fibocchi overlooks a large garden and is surrounded by olive groves and woods that are part of the property. A beautiful and large swimming pool is available and will brighten up the hot days. Developed on two levels, it has three bedrooms and two bathrooms, an equipped kitchen overlooking a garden terrace, two large living rooms with smart TV, wifi

Dec. 19 – 26

$605 CAD per night

Guest favourite

Cottage in Pontassieve

5.0 out of 5 average rating, 35 reviews

Cottage Cuda's Acker on the Toscana hills

Cuda's Acker is a detached house 100 m from an old inhabited village, called "I Fichi". Peace and quiet are guaranteed. The artistic beauties of Florence and Fiesole are easily reachable as the nearby castles and monasteries. The surrounding woods invite you to pleasant walks. In S. Brigida and Molino del Piano you can find everything to meet daily needs. The Italian Fashion Outlet of The Mall in Reggello and that of Barberino di Mugello invite shopping.

May 23 – 30

$283 CAD per night

Guest favourite

Cottage in Cortona

4.96 out of 5 average rating, 23 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.

Mar. 7 – 14

$191 CAD per night

Guest favourite

Cottage in Bucine

4.83 out of 5 average rating, 143 reviews

Cottage in the Tuscan countryside

House with independent entrance, adjacent master house, equipped with double bedroom, large wardrobe, bathroom with shower, kitchen,refrigerator, washing machine, parking. During the winter months the heating charge (GPL) will have to be paid extra (with meter)! Indipendent home with parking, with 2 places bed, bathroom with shower, kitchen, fridge, oven. IN WINTER TIME HEATING (GPL) MUST BE PAYED LIKE EXTRA FEE (there's a counter) !

Sep. 11 – 18

$113 CAD per night

Superhost

Cottage in Pietreto

4.83 out of 5 average rating, 81 reviews

Tuscan Roots Villa

This beautiful villa is located in the Tuscan countryside not far from Siena, consists of a double bedroom, a living room with kitchenette and AC, sofa bed and a bathroom with shower and washing machine. The garden is the ideal place to relax, surrounded by olive trees with a stunning view over the Valdichiana. The location is strategic and in a short time you can reach Siena, Perugia, Montepulciano, Pienza and San Gimignano!

Jul. 19 – 26

$226 CAD per night

Guest favourite

Cottage in Castelfranco Piandiscò

4.91 out of 5 average rating, 58 reviews

Villetta Belvedere

The villa is finely renovated, surrounded by greenery, with a large courtyard, garden and woods bordering the property, and with a wide panoramic view of the typical Tuscan landscape. Its strategic location, at the end of a residential cul-de-sac, while surrounded by greenery, allows you to reach, on foot, all the necessary services (market, bars, historic center, pizzeria & restaurants) for a relaxing and comfortable stay.

Nov. 29 – Dec. 6

$151 CAD per night

Guest favourite

Cottage in Sant'Andrea di Sorbello

4.99 out of 5 average rating, 70 reviews

Romantic spot Umbria "LeRose"

An immaculately presented Italian cottage set amongst the romantic views of the NicconeValley, ideally suited to a couple wanting peaceful relaxation in luxurious surroundings and all within easy reach of some of Umbria&Tuscany’s most famous attractions.The cottage is within the grounds of a larger villa but is wholly separate from the Main House and is maintained by the Estates people.

Guest favourite

Cottage in Umbertide

4.93 out of 5 average rating, 68 reviews

Stunning Umbrian hilltop cottage hideaway

This beautifully decorated cottage is tranquil and serene. Surrounded by lush gardens with a pool, tennis court and gym, and with panoramic views of an untouched valley and forested hills. There is a championship golf course and miles of hiking and cycling around. Plus, we're a short drive from quintessential Italian Renaissance towns, like Assisi, Perugia and Gubbio.

Mar. 17 – 24

$405 CAD per night

Guest favourite

Cottage in Montagnano

4.93 out of 5 average rating, 117 reviews

Charming cottage in Tuscany

Charming cottage located on a hill overlooking 360 degrees. Oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ area Inside the room with French bed, living room with sofa bed, bathroom, kitchenette and indoor and outdoor dining space. Ideal for couples and families with one/two children. Cot available

Mar. 29 – Apr. 5

$170 CAD per night

Guest favourite

Cottage in Cortona

4.82 out of 5 average rating, 88 reviews

Tuscan Charm of Cottage Roccaio Cortona

The search for a warm and welcoming Tuscan abode is over. Cottage Roccaio is a stone-clad home adjoined to another occupied house on a small family estate encircled by olive groves. Very cool stone environments and with swimming pool with wellness air for your complete comfort and relaxation.

Nov. 2 – 9

$297 CAD per night

Superhost

Cottage in Perugia

4.9 out of 5 average rating, 21 reviews

Il Fienile - Casa San Gabriel

2 bedroom cottage located on the property of Casa San Gabriel, set in the stunning Umbrian countryside, it has access to the large gardens and swimming pool. The cottage is a full self catering cottage: 1 double and 1 room with double/single bunks

Oct. 28 – Nov. 4

$203 CAD per night