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, 158 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.

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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, 273 reviews

La casina di Aldo

Tipica casa toscana appena ristrutturata conservando le storiche caratteristiche, come il soffitto a travi di legno e mattoni, con l’aggiunta di un tocco di modernità. Dalla finestra è possibile ammirare un panorama ed un tramonto mozzafiato!! In pieno centro storico ma vicinissima ai parcheggi in posizione davvero privilegiata!! Dispone di aria condizionata, wi fi gratuito, riscaldamento autonomo, letto matrimoniale, angolo coffee. Self check in e parcheggio fuori le mura a 50 m gratuito e non.

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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.

4.97 out of 5 average rating, 187 reviews

Casa Bonari - un paradiso per gli occhi

Casa Bonari è un appartamento indipendente, non condiviso, su un unico livello all'interno di una villa ai piedi di Monticchiello. E' composto da 3 camere da letto, 2 bagni, cucina full optioned e salotto. Le stanze sono arredate in stile toscano, con vecchi mobili di famiglia ristrutturati uniti ad elementi contemporanei. La cucina è completamente attrezzata e l'appartamento circondato su ogni lato da un grande giardino, così che tutte le stanze vantano un bellissimo panorama sulla campagna.

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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, 163 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

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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.

4.95 out of 5 average rating, 194 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

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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, 302 reviews

Montepulciano Centro Storico

Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

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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

Our apartment with Air Conditioning is located inside the historical center of the Medieval town of Montepulciano. It is a short walking distance to cafes, restaurants, shops, fruit store, bakery, Wine Cellars, supermarket, and other beautiful sites. It is also a 5 minute walk from the language school IL SASSO. The town has festivals during the summer season with Medieval parades and concerts throughout the town. Montepulciano is also close to other beautiful Tuscan towns and cities.

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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, 304 reviews

I Tramonti di Eramo, Montepulciano centro.

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.

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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.

4.85 out of 5 average rating, 108 reviews

Il Teatro Suite 50 mt Piazza Grande Main Square

Nel cuore di Montepulciano, a pochi passi dalla piazza principale, il tuo rifugio toscano ti avvolge con il calore delle travi a vista ed ampi spazi dove poter stare insieme. Dalla finestra, la vista si apre sul centro, mentre la luce soffusa del tramonto accarezza le mura di pietra. Il silenzio del borgo, interrotto solo dal suono delle campane, crea un'atmosfera senza tempo. Qui, gli attimi sono fatti di dettagli autentici e pura emozione.

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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, 266 reviews

Casa Ricci Appartamento in palazzo del 1300

Il nostro appartamento è situato a pochi metri da Piazza Grande,può ospitare fino a 4 persone e si affaccia su un panorama suggestivo .E stato recentemente ristrutturato e si trova in un edificio storico del 1300. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful. Was recently renovated and is located in a historic building in 1300.

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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, 120 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.

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4.99 out of 5 average rating, 117 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

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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Popular amenities for Montepulciano apartment rentals

Kitchen

Wifi

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.

5.0 out of 5 average rating, 104 reviews

Casa Tòrta - comfort room

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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, 126 reviews

Casa Crociani - Amazing Pool & Free Parking

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Apartment in Monticchiello

A charming entryway is framed by wooden double doors with decorative handles. A terracotta-tiled step leads to a alcove featuring a colorful artwork, surrounded by white walls and a tall decorative vase with dried branches. Light filters through arched windows above.

4.98 out of 5 average rating, 113 reviews

Casa “La Vittoria”

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4.89 out of 5 average rating, 267 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

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A well-lit bedroom features a spacious bed with soft linens and a decorative headboard made of textured bricks. Two pendant lights hang above, complementing the rustic wooden beams on the ceiling. A cozy red ottoman sits nearby, adding a touch of color to the neutral tones.

4.97 out of 5 average rating, 105 reviews

Appartamento centro storico - "La Rughetta"

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The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

4.98 out of 5 average rating, 113 reviews

Luxury frescoed apartment in the historical center

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4.98 out of 5 average rating, 169 reviews

Apartment in San Gusmè

La Dimora del Luca

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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, 172 reviews

Romantic apartment in a quite place

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Private apartment rentals

4.86 out of 5 average rating, 22 reviews

Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

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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, 84 reviews

Mery’s House | Design stay in Montepulciano

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4.93 out of 5 average rating, 41 reviews

Montepulciano – La Botte | Romantic, AC & Parking

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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.

4.88 out of 5 average rating, 84 reviews

Elegant Tuscan apartment in 15th century village

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A bright living space is showcased, featuring a comfortable sofa upholstered in light fabric and a wooden dining table surrounded by chairs. Decorative elements include a vintage-style metal vase with fresh flowers at the center and exposed brick walls that add character to the room.

4.96 out of 5 average rating, 76 reviews

Il Magnifico in Centro Storico

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Superhost

Apartment in Scrofiano

5.0 out of 5 average rating, 4 reviews

Panoramic View New Apartment with Balcony and A/C

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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.

4.94 out of 5 average rating, 71 reviews

Incredible Tuscany House in the Center 120mq

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Superhost

4.89 out of 5 average rating, 54 reviews

Nobile Vineyards | Boho Chic | ‘Il Gelsomino’

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Apartment rentals with a hot tub

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

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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.

4.94 out of 5 average rating, 287 reviews

Appartamento "Red Rose" con vista su Siena.

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The elegantly structured Villa di Geggiano is set amidst lush vineyards and well-maintained gardens. Its classic stone facade and terracotta roof harmonize with the surrounding greenery, while neatly manicured pathways and symmetrical garden beds create a picturesque landscape under a partly cloudy sky.

4.99 out of 5 average rating, 168 reviews

Villa di Geggiano - Alfieri Suite

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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.

4.9 out of 5 average rating, 146 reviews

Villa’Colombaiolo di Marciano',28

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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

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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.

4.98 out of 5 average rating, 107 reviews

Domus Nannini - L' Arco di Matteotti Spa

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Apartment in Monteleone d'Orvieto

An indoor pool is surrounded by rustic stone walls and a vaulted brick ceiling. Soft lighting enhances the tranquil ambiance. A shallow section of the pool is visible, along with steps leading to another area. Cozy cushions are placed nearby, inviting relaxation.

4.96 out of 5 average rating, 85 reviews

Elegant historic Palazzo, views of Tuscan valley

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A charming outdoor terrace is depicted, featuring a small table with two chairs positioned under shade from leafy trees. Surrounding greenery and a well-maintained lawn create a serene environment. A wall-mounted window showcases the interior, complemented by decorative pots for added detail.