Cottage vacation rentals in Arezzo

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.

Location · Family · Wifi

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.

Location · Nearby · Quiet

Collina: country house, garden and private pool

La Collina is a beautiful large independent house with panoramic views and furnished in typical Tuscan country style. It is set over two floors and has an annexed building with a loggia equipped with barbecue, table and chairs to eat outdoors as well as ping pong and laundry rooms. The main house has: 4 bedrooms, 3 bathrooms, kitchen, and a large living room. The large garden and the swimming pool are for your exclusive use. Heating excluded: cost according to consumption WE LOVE DOGS!

Value · Family · Heating

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.

Location · Family · Hospitality

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.

Family · Location · Access

CASA MARIA

Beautiful country house located on the hills of the famous Chianti Classico region 20 km from Siena. Casa Maria guarantees privacy and comfort; a beautiful swimming pool in the middle of the vineyards will make you have precious moments of relaxation with family and friends. A large garden with a barbecue area will make your spring and summer holiday unique. A gorgeous fireplace in the tavern will make evenings spent in cold periods warmer.

Location · Family · View

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.

Family · Location · Parking

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.

Value · Location · Pool

Charming Cottage with Pool

This charming cottage with pool is nestled in the heart of the beautiful Val di Chiana, a few minutes’ drive from the picturesque hilltop town of Castiglion Fiorentino and 15 minutes from Cortona. Here you can enjoy the peace of the Tuscan countryside. The large swimming pool (12.00 x 6.00 m) is for exclusive use of the guests. During summer 2026 the pool is open May 16th - October 3th

Location · Family · Indoor spaces

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

Family · Value · Amenities

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.

Family · Location · Bathroom

"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.

Family · Location · Laundry