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Apartment holiday rentals in Sestino

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Top-rated apartment rentals in Sestino

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Top guest favourite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Flat
4.99 out of 5 average rating, 172 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Flat
4.97 out of 5 average rating, 145 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favourite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Flat
5 out of 5 average rating, 143 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Superhost
Flat
4.83 out of 5 average rating, 153 reviews

San Cristoforo - beautiful self-catering apartment

Peaceful apartment with terrace and beautiful mountain views San Cristoforo is a charming cottage in the Marche countryside. Beautiful views and lovely fresh air. Pretty terrace for out of doors dining and relaxing. Well furnished. Charming fireplace. Central heating. Quiet spot. Ideal for visitors to local attractions such as Urbino, Urbania, Gubbio, San Sepolcro, artists, families with children, walkers, lovers of the countryside and local gastronomy. Romantic views.

Top guest favourite
The exterior of a two-story apartment is shown, featuring cream-colored walls and brown wooden shutters. Flower pots with vibrant blooms line the entrance, complemented by a gravel pathway. Lush greenery surrounds the property, offering a peaceful setting.
Flat
5 out of 5 average rating, 282 reviews

A Casa di Adria

Recently renovated apartment, located 7 km from the center of Urbino, overlooking the countryside of Montefeltro, ideal for those who want to spend a relaxing time walking in the countryside. The accommodation consists of a kitchen, living room and a bathroom on the ground floor, and a double bedroom, a bedroom with two single beds and a bathroom on the first floor. In addition, a baby cot is also available upon request. The apartment has a private entrance and parking.

Top guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Flat
4.97 out of 5 average rating, 174 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

Top guest favourite
A serene garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. Surrounding plants and flowers add a touch of color. The stone house in the background features multiple windows, framed by greenery and terracotta pots.
Flat
4.93 out of 5 average rating, 230 reviews

At Paola's in Chianti

My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

Guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat
4.93 out of 5 average rating, 269 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Top guest favourite
A spacious living area features a comfortable purple sofa and striped poufs, complemented by a classic wooden sideboard and elegant lamps. Warm colors adorn the walls, and a large artwork adds character. Natural light enters through multiple windows, enhancing the inviting ambiance.
Flat
4.97 out of 5 average rating, 181 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Top guest favourite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Flat
4.97 out of 5 average rating, 406 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Top guest favourite
A rustic stone house is situated among lush greenery, framed by old trees displaying autumn foliage. The building features multiple windows and a welcoming presence, surrounded by a mostly open landscape with gentle slopes and natural stone elements.
Flat
4.99 out of 5 average rating, 109 reviews

Podere La Quercia

Immersed in the woods of Casentino, surrounded by firs, oaks and hazels and protected by a secular oak that surrounds it, our most beloved house is the ideal place for those who want to spend a few days in a warm and welcoming atmosphere and to take refuge in nature in an area rich in art and mysticism.

Top guest favourite
A sleeping area features a spacious bed with grey linens, positioned against a rustic stone wall. Natural light floods in through a window leading to a small balcony. A bedside lamp and a wooden table add warmth to the ambiance.
Flat
4.97 out of 5 average rating, 145 reviews

Signorelli

Come and enjoy our large and bright apartment in Tuscany charming and historical Cortona! You'll enjoy your own cozy and private lodging with a charming atmosphere, stone floors and artistic decor. You will be close to world class views of Cortona' valley a and lake.

Popular amenities for Sestino apartment rentals

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  2. Italy
  3. Tuscany
  4. Arezzo
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