Apartment holiday rentals in Montepulciano

A modern living area features a dining table set for two, adjacent to a well-equipped kitchen. Floor-to-ceiling windows provide a view of the surrounding hills, while light filters through sheer curtains. A cozy sofa invites relaxation, completing the inviting ambiance.

4.96 out of 5 average rating, 160 reviews

Wi-Fi Fiber Large Apartment in Montepulciano

Strong fiber wi fi/Smart working too.This spacious and modern 140 sq-mt apartment offers a fresh and shining permanence with super fast fiber wi fi. It has 2 large bedrooms, 2 full equipped toilette, 2 balconies-terraces with view, 2 living rooms with tables/desks, 1 fully equipped kitchen, 1 sofabed. Perfect to avoid high density cities and enjoy the beautiful history and countryside of Montepulciano, Tuscany. WI FI Smart Monitor. Free-safe car parking at50-100mt. Super clean and disinfected.

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.

4.98 out of 5 average rating, 165 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 bright bedroom is highlighted by a spacious bed adorned with a soft orange coverlet. Natural light flows in through wide open doors, framing panoramic countryside views. A vintage dresser and a mirror provide functional decor, while a delicate canopy drapes above the bed.

4.94 out of 5 average rating, 198 reviews

Stuart Black Tea Amazing View & Super Central

This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

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.

4.98 out of 5 average rating, 101 reviews

Luxury Penthouse with Incredible View & A/C 300mq

Welcome to Attico del Vescovo, an iconic, elegant, and incredibly scenic residence in the heart of Montepulciano, one of Tuscany’s most charming and historic towns. Offering 380 square meters of luxury, charm, and comfort, the house can accommodate up to 10 guests and is designed for those who want to enjoy an exclusive stay surrounded by beauty, space, and an authentic atmosphere. The real gem of the house is its extraordinary panoramic terrace with a garden—simply an incredible place.

A wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.

4.99 out of 5 average rating, 305 reviews

Montepulciano Historic Center

Nice 60-square-meter apartment located on the main street of the town. It is located on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering a breathtaking view. The apartment consists of: an entrance, a living room with a double sofa bed, a bedroom, a kitchen, and a bathroom with a roof window. It is equipped with a microwave, large oven, dishwasher, washing machine and wifi.

A charming bedroom features a spacious bed adorned with patterned textiles. Wooden beams create a classic atmosphere, while a small kitchenette area is equipped with seating. Natural light enters through a window, enhancing the warm tones of the wooden flooring.

4.94 out of 5 average rating, 275 reviews

Aldo's little house

Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling, with the addition of a modern touch. From the window, you can admire a breathtaking view and sunset!! Right in the historic center but very close to parking in a truly privileged position!! It has air conditioning, free Wi-Fi, independent heating, double bed, and coffee corner. Self check-in and parking outside the walls 50 m away, free and paid.

Apartment in Monticchiello

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.

Casa Bonari - a paradise for the eyes

Casa Bonari is a private, single-level apartment located within a villa at the foot of Monticchiello. It features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, featuring restored antique 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 the rooms offer a beautiful view of the countryside.

4.97 out of 5 average rating, 187 reviews

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.

4.93 out of 5 average rating, 130 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.

Superhost

A dining area features a spacious table set with plates and glasses, complemented by a vibrant arrangement of roses. A decorative fireplace is positioned nearby, with a television displaying a scenic landscape. Natural light filters through a stained glass window, enhancing the inviting atmosphere.

4.82 out of 5 average rating, 112 reviews

Il Teatro Suite 50 m Piazza Grande Main Square

In the heart of Montepulciano, a short walk from the main square, your Tuscan retreat envelops you with the warmth of exposed beams and large spaces where you can be together. From the window, the view opens onto the center, while the soft light of the sunset caresses the stone walls. The silence of the village, interrupted only by the sound of the bells, creates a timeless atmosphere. Here, moments are made of authentic details and pure emotion.

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.

4.91 out of 5 average rating, 310 reviews

I Tramonti di Eramo, downtown Montepulciano.

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.

An outdoor terrace is presented with a modern seating arrangement featuring two white cushioned chairs and a matching sofa surrounding a dark coffee table. The view captures the rooftops of Montepulciano, complemented by a clear blue sky and distant hills.

5.0 out of 5 average rating, 124 reviews

Dimora dell'Erbe - Rooftop Apartment

The apartment has two independent double bedrooms with private bathroom (Nepitella and Timo), a large bright kitchen with living room and finally exclusive access to the beautiful terraces that overlook the roofs of Montepulciano. The modern and functional kitchen offers an induction hob, dishwasher fridge and a service for 6 people. Independent air conditioning and heating and wi-fi.

Apartment in Monticchiello

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.

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 ...

4.97 out of 5 average rating, 414 reviews

Popular amenities for Montepulciano apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Monticchiello

A cozy room features a spacious bed against a white wall, complemented by rustic wooden beams and an inviting reading chair. A dining table is set with floral arrangements and tableware. Natural light is seen streaming through the open door leading to the garden.

Casa Tòrta - comfort room

5.0 out of 5 average rating, 108 reviews

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, 269 reviews

Casa Ricci Apartment in a 14th-century building

4.99 out of 5 average rating, 118 reviews

The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.

Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

A private terrace is furnished with a seating area, featuring a table and comfortable chairs. Potted flowers adorn the space, enhancing the views of the surrounding Tuscan countryside. The terracotta tiles and stones provide an inviting outdoor setting.

4.99 out of 5 average rating, 104 reviews

Magnificent 2 BR with Terrace and Air Conditioning

4.98 out of 5 average rating, 171 reviews

Lush vineyards stretch across rolling hills, showcasing rows of grapevines that lead the eye toward distant mountains. Tall cypress trees line the landscape, creating a serene backdrop that complements the greenery of the vines and the soft contours of the terrain.

Apartment in San Gusmè

La Dimora del Luca

A wooden deck is surrounded by colorful flower pots and offers a table set for outdoor dining. The area is shaded by a pergola, providing a relaxed space to enjoy views of rolling hills and greenery in the distance.

4.93 out of 5 average rating, 174 reviews

Romantic apartment in a quite place

Apartment in Bivio di San Biagio

The image captures a spacious studio layout featuring a functional kitchen area with wooden cabinetry and countertops. To the side, a cozy living area is visible with a green sofa adorned with decorative pillows, framed by a charming archway leading to an outdoor view.

CHARMING STUDIO IN A TUSCAN VILLA

4.88 out of 5 average rating, 106 reviews

4.89 out of 5 average rating, 270 reviews

A view showcases the rooftops of Pienza, featuring a blend of rustic tiles and historic bell towers. The image captures the warm hues of a sunset sky, enhancing the architectural details of the clock tower and surrounding structures.

Apartment in Pienza

Renaissance Apartment

Private apartment rentals

4.9 out of 5 average rating, 406 reviews

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.

Apartment in Montalcino

Panoramic Country Suite Montalcino

A panoramic view of the Val di Chiana is framed by a brick archway. Rolling hills and a serene sky displaying soft hues of orange and pink capture the scenic beauty of the landscape, which stretches far into the distance.

4.91 out of 5 average rating, 75 reviews

La Terrazza dell'Eden, infinity view of Tuscany

4.95 out of 5 average rating, 55 reviews

Montepulciano – La Botte | Romantic, AC & Parking

A spacious living area features a pink sofa facing a modern coffee table on a circular patterned rug. In the background, a sleek kitchen island is visible, complemented by pendant lights. Large windows allow natural light to fill the room, enhancing the airy atmosphere.

5.0 out of 5 average rating, 87 reviews

Mery’s House | Design stay in Montepulciano

The dining area features a wooden table set for a meal, complemented by elegant tableware and glassware. A traditional fireplace and vintage accents add character to the space. Natural light filters through large windows, highlighting the warm tones of the terracotta flooring and wooden beams.

4.95 out of 5 average rating, 73 reviews

Incredible Tuscany House in the Center 120mq

4.85 out of 5 average rating, 26 reviews

Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

A spacious bedroom features beamed wooden ceilings and large windows allowing natural light to fill the room. A comfortable bed is paired with elegant furniture, including a vintage writing desk and cozy seating. Artwork adorns the walls, adding character to the serene atmosphere.

5.0 out of 5 average rating, 30 reviews

Stuart Residence – William Stuart Apartment

A cozy living space features a light-colored sofa adorned with decorative pillows, set against a backdrop of warm, natural tones. Sunlight filters through the windows, highlighting a dining area with a round table. Artwork and antique furnishings add character to the room.

4.89 out of 5 average rating, 88 reviews

Elegant Tuscan apartment in 15th century village

Apartment rentals with a hot tub

Apartment in Monteroni d'Arbia

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

"Red Rose" apartment with view of Siena.

4.94 out of 5 average rating, 288 reviews

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.

4.93 out of 5 average rating, 153 reviews

Charming House in Montepulciano

4.84 out of 5 average rating, 109 reviews

A rustic stone building is framed by lush greenery, with a gravel pathway leading to its entrance. Windows are adorned with flower boxes, and archways add architectural interest. The sky features a mix of clouds, hinting at a temperate climate.

Apartment in Montalcino

Classic two-room apartment

Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

Villa di Geggiano - Perellino Suite

4.94 out of 5 average rating, 188 reviews

4.91 out of 5 average rating, 149 reviews

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

Apartment in Siena

Villa'Colombaiolo di Marciano', 28

4.89 out of 5 average rating, 147 reviews

An outdoor seating area is presented with a stone wall backdrop, featuring a round table surrounded by four white plastic chairs. A terracotta pot with flowers adds a touch of color. Natural light illuminates the space, highlighting the rustic stone and wooden beams above.

Apartment in Cortona

Agriturismo Pilari apt. Stalla

4.98 out of 5 average rating, 107 reviews

The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.

Apartment in Siena

Domus Nannini - L'Arco di Matteotti Spa