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Apartment vacation rentals in Monticiano

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Top-rated apartment rentals in Monticiano

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Guest favorite
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.
Apartment in Siena
4.86 out of 5 average rating, 102 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 favorite
The exterior view reveals a rustic stone building surrounded by lush greenery and vibrant poppies. Olive groves extend into the distance under a clear blue sky. A gravel area features seating for relaxation, enhancing the tranquil atmosphere of the Tuscan countryside.
Apartment in Siena
4.98 out of 5 average rating, 128 reviews

Strada della Befana, the countryside in the city

The accommodation, totally independent and recently renovated, is a portion of the former crows of a nineteenth-century villa immersed in greenery but very close to the center, with an open view of green olive groves and the city. The apartment is part of a recently renovated building, originally stables for a XIX century Villa. Immersed in the Sienese countryside but only a few minutes away from the city centre. It has an independent access and stunning views of Siena and a valley of olive groves.

Top guest favorite
A spacious courtyard bordered by terracotta tiles features several potted plants, including palm trees and shrubs. The walls are painted in warm yellow tones, with green shutters framing the windows. A historic building can be seen in the background, adding to the serene ambiance.
Apartment in Siena
4.87 out of 5 average rating, 466 reviews

Bilocale in ex convento a due passi dal centro

CHECK-IN NO EARLIER THAN 4:00 PM NOT SUITABLE FOR CHILDREN UNDER 12 YEARS OF AGE IT IS NOT POSSIBLE TO LEAVE YOUR LUGGAGE BEFORE CHECK-IN THE PARKING LOT IS NOT SUITABLE FOR CARAVANS OR VAN-TYPE VEHICLES My little apartment is located in a condominium that for centuries was a convent built around a medieval courtyard: very close to the historic center, it is ideal for discovering Siena. In 10-15 minutes, you'll be in Piazza del Campo, the heart of the city. The countryside is also easy to reach.

Top guest favorite
An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.
Apartment in Asciano
4.97 out of 5 average rating, 162 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

Top guest favorite
Apartment in Caminino
4.91 out of 5 average rating, 184 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 favorite
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.
Apartment in Montepulciano
4.97 out of 5 average rating, 136 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 favorite
A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.
Apartment in Siena
4.94 out of 5 average rating, 202 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Top guest favorite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Top guest favorite
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.
Apartment in Monticchiello
4.97 out of 5 average rating, 173 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.

Guest favorite
A serene outdoor area features a swimming pool surrounded by landscaped gardens. A wooden deck with seating overlooks the pool, while a large umbrella provides shade. The two-story villa is positioned above, framed by vibrant greenery and a clear blue sky.
Apartment in Carpineto
4.94 out of 5 average rating, 183 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

Guest favorite
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.
Apartment in Monteroni d'Arbia
4.94 out of 5 average rating, 271 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).

Top guest favorite
A scenic rural landscape captures rolling hills and expansive fields bathed in warm sunset hues. The silhouette of a rustic villa, surrounded by trees and olive groves, is positioned in the foreground, while distant mountain outlines are visible on the horizon.
Apartment in Pienza
4.99 out of 5 average rating, 101 reviews

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves

Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

Popular amenities for Monticiano apartment rentals

Quick stats about apartment rentals in Monticiano

  • Total vacation rentals

    Explore 20 vacation rentals in Monticiano

  • Nightly prices starting at

    Monticiano vacation rentals start at G$10,444 GYD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Monticiano vacation rentals include wi-fi 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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