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Apartment holiday rentals in Monticiano

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Top-rated apartment rentals in Monticiano

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Guest favourite
A cozy living area is adorned with soft natural light from a large window, offering views of the countryside. A light gray sofa and a wooden side table with a lamp create a welcoming space. A decorative planter filled with white flowers adds a touch of greenery.
Flat
4.87 out of 5 average rating, 108 reviews

Le Camelie Suite. Belle Époque Rural Retreat in Siena

Decorated with vintage furniture and offering breath-taking views of the Tuscan Countryside, Suite Le Camelie offers a truly relaxing retreat. Lounge outside in the beautiful gardens and end the day with a bath in the tiled bathroom. Villa Caprera is part of a little village located at the end of a local road. Gardens, yards, olive orchards and fields surround the place where old ladies sit outside the door for chatting and knitting. Suite Le Camelie occupies part of the first floor; thank to the difference in level between the two sides of the villa, the entrance to Suite Le Camelie is comfortably located on the ground floor. Decorated with vintage furniture and modern linens and accessories, feels sophisticated and elegant. Very quiet and with an amazing view. Ideal for a romantic trip. The gardens and yards surrounding the villa are free to access for our guests with the exception of a small private family area reserved for ourselves. Outdoor spaces are not gated or fenced and are shared with other two accommodations; private dining zones are dedicated to each property. My family loves holding conversation with our guests and we are available for any need but we also leave them space to enjoy their time with no interference. The home is in a very traditional area full of family-owned bistros and exquisite boutique shops. Walk through the stunning scenery to visit the church and explore the history of the ancient monastery nearby. Bus stop ten minutes on foot; the bus take you to the city centre. You can get anywhere from there by bus or train. Busses run according to a time table - average every hour. Last run approx 20.00. The road to Siena is not safe to walk. Taxis available to and from the city; very short ride so it is affordable. I recommend a car if you like to get lost in the countryside, but get a driver when you go for winery tours. Private free car park on premises approx 80m from door. The car park is not supervised or gated. Private free car park on premises approx 80m from door so you can enjoy the yards with no parked cars around. The car park is part of our premises but is not supervised or gated; garage available for a fee. We can arrange extra cleaning, cooking lessons or a cook at the house if requested. Cot available on request.

Top guest favourite
Flat
4.92 out of 5 average rating, 194 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

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, 154 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
4.98 out of 5 average rating, 162 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
4.89 out of 5 average rating, 116 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

Top guest favourite
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.
Flat
5 out of 5 average rating, 104 reviews

“La Vittoria” House

Mine is a beautiful apartment for exclusive use in the center of Monticchiello. Equipped with every comfort, fully equipped kitchen. Linens. Bright living room and two comfortable bedrooms, one of which overlooks one of the main squares of the village and enjoys views of the Val d'Orcia and Mount Amiata. A stone's throw from my Ristorante Daria, one of the best in the area where you can taste good traditional dishes revisited impeccably. I look forward to seeing you! Deborah

Top guest favourite
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.
Flat
4.94 out of 5 average rating, 179 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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, 181 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a self-contained, non-shared, single-storey apartment within a villa at the foot of Monticchiello. It comprises 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in a Tuscan style, combining restored, heirloom furniture with contemporary features. The kitchen is fully equipped, and the flat is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

Guest favourite
An aerial view captures the extensive grounds of the agriturismo, showcasing a swimming pool surrounded by tall cypress trees and lush green fields. The rustic buildings are nestled among the natural landscape, with rolling hills visible in the background.
Flat
4.86 out of 5 average rating, 111 reviews

Appaloosa - Apartment for couples and families

Appaloosa apartment accommodates 4–5 guests and offers air conditioning, Wi-Fi and direct access to the panoramic swimming pool. Ideal for couples or families looking for a relaxing stay in the Tuscan countryside. On the ground floor there is a kitchen, living area, a twin bedroom and a bathroom with shower. Upstairs, reached by a spiral staircase, is the double bedroom with an additional single chair bed.

Guest favourite
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.
Flat
4.94 out of 5 average rating, 280 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Guest favourite
The image showcases a sprawling rural landscape viewed from above, featuring a rustic stone building with a terracotta roof. Surrounding areas include lush green fields, trees, and hills in the distance, under a bright blue sky accented by soft, fluffy clouds.
Flat
4.89 out of 5 average rating, 124 reviews

agriturismo il poderuccio "sweet apartment"

The IL PODERUCCIO farmhouse has several apartments, including: -A romantic apartment inaugurated in 2019 consisting of a private bathroom and a single room with a double bed, single sofa bed and equipped kitchen. Independent entrance, private loggia equipped for outdoor dining and a magical window overlooking a breathtaking view.

Guest favourite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Flat
4.89 out of 5 average rating, 184 reviews

Terrace with a view of Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Popular amenities for Monticiano apartment rentals

Quick stats about flat rentals in Monticiano

  • Total holiday rentals

    Explore 20 holiday rentals in Monticiano

  • Nightly prices starting at

    Monticiano holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Monticiano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Monticiano rentals

  • 4.8 Average rating

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

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