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Apartment holiday rentals in Montalcino

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Top-rated apartment rentals in Montalcino

Guests agree: these apartments are highly rated for location, cleanliness and more.

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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 in Montepulciano
4.97 out of 5 average rating, 150 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 bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.
Flat in Montepulciano
4.97 out of 5 average rating, 159 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Guest favourite
A spacious open-plan living area is displayed, featuring a modern kitchen with sleek cabinetry and an island. The dining table is set for meals, and a comfortable sofa is positioned in the background. Natural light fills the room, highlighting the wooden beams overhead.
Flat in Montalcino
4.89 out of 5 average rating, 115 reviews

Bruna's House

LA CASA DI BRUNA A finely renovated apartment, furnished with love and attention to detail, is located inside a historic building The entrance opens onto a living room with a very comfortable sofa connected to a large and comfortable kitchen From the living room, we access the terrace overlooking the fortress where you can enjoy wonderful sunsets On the same floor, there is a bathroom and a bright double bedroom Upstairs is the second bathroom and another comfortable bedroom

Superhost
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 in Montepulciano
4.91 out of 5 average rating, 279 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.

Top guest favourite
A modern kitchen and dining area are featured, with a sleek table and four chairs placed beneath warm lighting. Wooden beams create an inviting atmosphere. A comfortable chair sits in the foreground, while a window reveals greenery outside, enhancing the space's brightness.
Flat in Pienza
4.99 out of 5 average rating, 101 reviews

At the Arch - In the Heart of the Val D'Orcia

Scopri il fascino autentico della Toscana soggiornando in un accogliente e curato appartamento all'ingresso del centro storico situato sulle mura della città di Pienza, nel cuore della splendida Val D'Orcia. Un rifugio perfetto per chi cerca relax, bellezza e atmosfera, circondato da uno dei paesaggi più iconici di Italia. L'appartamento, ideale fino a 3 ospiti, combina semplicità e confort per offrirti un soggiorno piacevole e rilassante.

Top guest favourite
A panoramic view of San Quirico d'Orcia showcases the picturesque village rooftops with their warm, terracotta tiles. In the background, rolling hills extend towards the horizon, framed by a clear blue sky. Stone buildings reflect the region's architectural charm.
Flat in San Quirico d'Orcia
4.95 out of 5 average rating, 117 reviews

La Violetta di San Quirico, Historic Center.

Welcome to the heart of Tuscany, in San Quirico d'Orcia, where your stay will be an unforgettable experience in our apartment, offering the perfect combination of comfort and authentic Tuscan beauty. You'll enjoy the apartment's true magic as you look out the windows and be captivated by the 360-degree views of the majestic Val d'Orcia, its hills, vineyards, olive groves, and rooftops.

Top guest favourite
Flat in Orvieto
5 out of 5 average rating, 117 reviews

Theater House

Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

Guest favourite
A panoramic view of a rustic farmhouse is captured, surrounded by expansive green hills and fields under a bright blue sky. The structure features a traditional tiled roof and is set within a serene countryside landscape, offering a tranquil escape.
Flat in Castiglione d'Orcia
4.93 out of 5 average rating, 109 reviews

"il poderuccio" two-room farmhouse

The IL PODERUCCIO farmhouse has several apartments, for a total of 11 beds, including: a two-room apartment on the ground floor (sleeps 2) complete with double bedroom, private bathroom with shower and living room with double sofa bed, wood-burning fireplace and fully equipped kitchen. A truly comfortable environment, ideal for couples.

Top guest favourite
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.
Flat in Montalcino
4.9 out of 5 average rating, 390 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.

Top guest favourite
An aerial view of the historic ex-convent showcases its rustic architecture surrounded by lush Tuscan countryside. The property is framed by pathways and green fields, revealing manicured gardens and trees. Nearby roads lead into the tranquil landscape, emphasizing the serene setting.
Flat in Monteriggioni
4.9 out of 5 average rating, 109 reviews

Via Senese, Monteriggioni, Siena

“La Senesina” - Enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, 4 km from Siena and 8 km from Monteriggioni. Ideal location from which to explore the most important towns and cities, rich in history, art and culture.

Top guest favourite
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.
Flat in Monticchiello
4.98 out of 5 average rating, 402 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 ...

Superhost
A view of the countryside features an olive grove with lush green trees in the foreground. In the background, a rustic building is partially visible, surrounded by gentle hills and vineyards under a clear blue sky.
Flat in San Quirico
4.8 out of 5 average rating, 320 reviews

"IL COLOMBAIO" Holidays among the Olive Trees

A short walk from San Quirico D'Orcia, located on a gentle hill overlooking the town and in the background the village of Montalcino, is our farm with adjoining Agriturismo, consisting of a charming and cozy apartment.

Popular amenities for Montalcino apartment rentals

When is the best time to visit Montalcino?

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Avg. price$183 SGD$168 SGD$182 SGD$181 SGD$187 SGD$191 SGD$193 SGD$193 SGD$184 SGD$178 SGD$187 SGD$179 SGD
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Quick stats about flat rentals in Montalcino

  • Total holiday rentals

    Explore 370 holiday rentals in Montalcino

  • Nightly prices starting at

    Montalcino holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    350 of Montalcino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montalcino rentals

  • 4.8 Average rating

    Montalcino stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Montalcino
  6. Flat rentals