Apartment holiday rentals in Sansepolcro

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.

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.

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.

4.97 out of 5 average rating, 143 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

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.

5 out of 5 average rating, 140 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.

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.

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.

A warm and inviting open space features a wooden dining table surrounded by chairs, illuminated by natural light from several windows. A red sofa is positioned nearby, while a television and kitchen appliances, including a stove and oven, are visible in the background.

4.94 out of 5 average rating, 107 reviews

Casa Crociani - Amazing Pool & Free Parking

Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.

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.

4.93 out of 5 average rating, 266 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.

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.

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.

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.

4.97 out of 5 average rating, 405 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

The spacious dining area features a rustic wooden table surrounded by chairs, harmonizing with exposed wooden beams above. A white cabinet and a radiator are visible, while the window offers a view of the outside landscape. Light-colored walls create a warm and welcoming ambiance.

4.97 out of 5 average rating, 257 reviews

Casa Ricci Apartment in a 14th-century building

Our apartment is located a few meters from Piazza Grande, sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s.

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.

4.97 out of 5 average rating, 144 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.

A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.

4.89 out of 5 average rating, 381 reviews

Panoramic Country Suite Montalcino

Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.

A spacious suite features a comfortable bed with neutral-toned bedding, complemented by wooden beams overhead. A freestanding bathtub is positioned near the entrance. Soft lighting creates a calming ambiance, while the adjoining bathroom is accessible through a glass door, enhancing the airy feel of the space.

4.97 out of 5 average rating, 398 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Popular amenities for Sansepolcro apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 17 reviews

Ca' delle Acquarelli

An outdoor space is featured, showcasing a stone structure with a door leading inside. A rustic table is set with glasses and plates, surrounded by vibrant yellow flowers and green shrubs, creating a serene environment for dining.

5 out of 5 average rating, 30 reviews

Hamlet San Biagio a Colle – House of Venus

5 out of 5 average rating, 19 reviews

Casa AlMa: air conditioning and private terrace

Flat in Castiglion Fiorentino

The bedroom features a spacious bed with decorative pillows, complemented by a rustic wooden headboard. Exposed wooden beams are visible overhead, while a soft area rug is laid out beneath the bed. Warm lighting is provided by wall-mounted lamps, creating a cozy ambiance.

5 out of 5 average rating, 62 reviews

Medieval Delight! Rustic Beams w/Modern Amenities

A loggia area features a rustic wooden table set for dining, surrounded by four chairs. Sheer white curtains gently frame the open space, while an expansive view of the green countryside and distant hills is visible through the railing.

4.92 out of 5 average rating, 89 reviews

LATORRE. AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE

Superhost

A tranquil pool reflects the colors of the sunset, surrounded by lush greenery and lounge chairs. The shallow steps invite easy entry, while the serene atmosphere offers a perfect setting for relaxation.

4.82 out of 5 average rating, 44 reviews

[Pool] Attic 5 min from Sansepolcro

An outdoor dining area features a large table set for four under a spacious umbrella. Two lounge chairs are positioned nearby, surrounded by stone pavers and potted plants. The charming facade of the villa can be seen in the background, enhancing the peaceful ambiance.

4.97 out of 5 average rating, 90 reviews

Villa Medici Donnini Deluxe Apartment

4.97 out of 5 average rating, 29 reviews

Charming cottage 48 sqm kitchen pool and garden

Private apartment rentals

A stone farmhouse is featured, surrounded by a well-maintained lawn. The structure has multiple windows and a spacious patio area with wooden tables and chairs under large umbrellas, providing shaded seating. Lush greenery can be seen in the background, enhancing the serene environment.

5 out of 5 average rating, 8 reviews

Farmhouse apartment

A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.

4.95 out of 5 average rating, 20 reviews

Country chill in the heart of a medieval village

A serene outdoor space is revealed, showcasing a glimmering swimming pool surrounded by lush greenery. Comfortable lounge chairs are positioned near the water, with an umbrella providing shade. The charming house in the background features wooden window shutters and a well-maintained garden.

4.96 out of 5 average rating, 68 reviews

The Tavern in the Hills

A spacious living area features a blend of rustic and modern design, with exposed wooden beams and stone walls. A white sectional sofa faces a sleek television on a low, dark cabinet. Decorative items are displayed on a minimalist shelf, creating an inviting atmosphere.

4.97 out of 5 average rating, 88 reviews

Casa Cinicchia

A rustic stone farmhouse is set on expansive green grounds, showcasing traditional architecture with a steep roof and wooden window frames. Steps lead to a wooden door, while potted plants add a touch of color to the entrance. The surrounding landscape features rolling hills and trees.

4.93 out of 5 average rating, 67 reviews

Country house in Tuscany, apartment with kitchen for 2-3 people

An outdoor dining area features a decorative tiled table surrounded by wrought iron chairs. Lush greenery and colorful flowers create a serene backdrop. The rustic stone walls and pathways enhance the inviting atmosphere, making it an ideal spot for al fresco meals.

4.86 out of 5 average rating, 37 reviews

La Limonaia Delightful Apartment in Montepulciano

An elegant hallway features high ceilings, with art adorning the white walls. A patterned rug lies on the terracotta floor, complementing wooden furniture. Large windows at the end allow natural light to illuminate the space, while a glimpse of the outdoor view is visible.

5 out of 5 average rating, 83 reviews

Luxury Attic in Tuscany+Incredible view and A/C

A garden scene features a wooden table surrounded by six folding chairs, shaded by a large white canopy. Lush greenery and climbing plants border the area, offering a view of the historic city of Perugia in the background.

4.98 out of 5 average rating, 47 reviews

Etruscan Flat - with Garden and View - ItalyWeGo

Apartment rentals with a hot tub

A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.

5 out of 5 average rating, 36 reviews

Beautiful Sunset Apartment

A living area features a white sofa adorned with striped cushions, complemented by a small ottoman. Shelves display a selection of decor, while a dining table is set with tableware. Natural light enters through a nearby window, illuminating the space.

4.96 out of 5 average rating, 324 reviews

A Cosy flat

The historic stone building is illuminated at dusk, enhancing its architectural features. A tranquil swimming pool reflects the soft light, surrounded by landscaped olive trees and a stone wall, creating a serene outdoor space.

4.98 out of 5 average rating, 42 reviews

Annex in the Cardaneto Castle

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 153 reviews

Charming House in Montepulciano

A light-filled living area features a comfortable sectional sofa and a small dining table with light wood chairs. A television stands on a modern stand, with large windows offering views of greenery outside. Soft curtains frame the windows, enhancing the bright ambiance.

4.87 out of 5 average rating, 268 reviews

Blue University Apartment - Downtown

4.92 out of 5 average rating, 25 reviews

"La Luna" Apartment with pool

An outdoor terrace is enclosed with temperate glass, featuring a new hot tub and cozy seating for relaxation. Ambient lighting creates a serene atmosphere, while panoramic views of the surrounding landscape are visible through the transparent barriers.

4.91 out of 5 average rating, 44 reviews

Penthouse 26

The exterior of Casa d'Oro is shown, framed by lush trees and olive groves. A traditional terracotta roof and natural stone walls can be seen, set against a backdrop of rolling hills and a clear blue sky, emphasizing the tranquil rural location.