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Apartment holiday rentals in Asciano

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Top-rated apartment rentals in Asciano

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Top guest favourite
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.
Flat in Siena
4.87 out of 5 average rating, 465 reviews

Two-room apartment in a former convent within walking distance of the center

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 favourite
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.
Flat 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 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, 132 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 compact room features a spacious bed with a rich red coverlet, accompanied by neatly stacked white towels. A small kitchenette is visible with a microwave and seating area. A television is mounted on the wall, enhancing the modern design.
Flat in Sinalunga
4.97 out of 5 average rating, 147 reviews

Resort Panoramic - Free Parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano . Tourist tax 1€ .

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 in Castelnuovo Berardenga
4.93 out of 5 average rating, 168 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.

Superhost
A bright bedroom features a spacious bed with floral bedding and a wooden frame. A wooden chair sits beside a light-colored dresser beneath a wall-mounted television. Two large windows with patterned curtains allow natural light to fill the room.
Flat in Serre di Rapolano
4.87 out of 5 average rating, 400 reviews

Sweet Home Julia

Large and bright apartment with independent entrance consisting of bedroom, kitchen and bathroom. Located in the small medieval village of Serre di Rapolano, in the heart of the Crete Senesi and 5 min away from the famous Terme di Rapolano. Its strategic point makes it ideal as a support to visit tourist gems such as Siena, San Gimignano, Montalcino, Montepulciano, Pienza and the Val d'Orcia. Moreover Valdichiana Outlet Village is only 10 min away.

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 in Monteroni d'Arbia
4.95 out of 5 average rating, 269 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
A shaded seating area features a large umbrella overhead, providing respite from the sun. A white outdoor sofa is positioned in front of a scenic view of rolling green hills, framed by trees and shrubs. Decorative planters with vibrant flowers add a touch of color.
Flat in Castelnuovo Berardenga
4.89 out of 5 average rating, 160 reviews

Independent "Chianti" double bedroom

Immersed in the renowned Sienese hills in a portion of a farmhouse dating back to 1921 and finely restored respecting the architecture and environment of the territory. Large double bedroom, bathroom with full shower, independent heating and independent entrance. 5 min drive from Castelnuovo Berardenga.

Superhost
An outdoor dining area features a wooden table and chairs beneath a sunshade. Surrounding greenery includes flowering plants and potted herbs, creating a tranquil space for meals. The gravel surface adds texture, while a decorative urn and a wooden structure enhance the natural setting.
Flat in Monteroni d'Arbia
4.83 out of 5 average rating, 145 reviews

Ancient Residence in Monteroni d'Arbia

My place is close to art and culture, beautiful views, and restaurants. You'll love my place for these reasons: the high ceilings, the intimacy, and the kitchen. My apartment is suitable for couples, solo adventurers, business travellers, families (with children) and furry friends (pets).

Guest favourite
An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.
Flat in Asciano
4.86 out of 5 average rating, 130 reviews

IL CANTUCCIO

Bright studio with very comfortable double sofa bed, fully equipped kitchen,bathroom with shower, small veranda and garden. Private entrance and private parking. Located 500 meters from the historic center of Asciano, very close to the train station and supermarket. Pets are allowed.

Top guest favourite
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.
Flat 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.

Top guest favourite
A bright living area features a comfortable sofa and a wooden dining table adorned with a bowl of fruit. A window offers a view of the surrounding landscape, while decorative artwork and a lamp enhance the space's character.
Flat in Siena
4.95 out of 5 average rating, 457 reviews

Diacceto19 Siena Apartments Int.2

One of the two splendid apartment ( Int.1-Int.2 ), situated in one of the most beautiful areas of the historic center, decorated in good taste, with an exceptional view and just a few steps from the Piazza del Campo

Popular amenities for Asciano apartment rentals

When is the best time to visit Asciano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$122 SGD$127 SGD$145 SGD$155 SGD$164 SGD$175 SGD$193 SGD$177 SGD$177 SGD$155 SGD$161 SGD$170 SGD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Quick stats about flat rentals in Asciano

  • Total holiday rentals

    Explore 290 holiday rentals in Asciano

  • Nightly prices starting at

    Asciano holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    250 of Asciano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Asciano rentals

  • 4.8 Average rating

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

Destinations to explore

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