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Holiday rentals in Asciano

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Asciano

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

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Top guest favourite
Farm stay
4.92 out of 5 average rating, 320 reviews

Apartment in Tuscan farm house.

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

Guest favourite
Home
4.96 out of 5 average rating, 121 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house
4.97 out of 5 average rating, 213 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 478 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Top guest favourite
A spacious outdoor area features lounge chairs arranged on a concrete patio. Lush green hills stretch into the distance, bordered by tall, slender cypress trees. The sky is filled with dramatic clouds, enhancing the serene landscape.
Apartment
5 out of 5 average rating, 139 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

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
4.97 out of 5 average rating, 163 reviews

Loggiato 1 in agriturismo con piscina condivisa

Appartamento per 2 persone nell'agriturismo Santa Lucia (agriturismo DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi a 10 km da Siena. Situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Composto da camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale. Spazio esterno con tavolo e sedie a disposizione al piano terreno. ARIA CONDIZIONATA in camera A PAGAMENTO secondo il consumo.

Top guest favourite
Aerial view of a charming countryside villa surrounded by rolling hills and vineyards. Olive trees are visible lining the roads, which lead to the home nestled within a serene natural landscape. The colors and textures reflect the characteristic beauty of the Tuscan countryside.
Apartment
4.98 out of 5 average rating, 301 reviews

Celeste - Il colore del cielo d'estate in Toscana

Appartamento si trova al 1 piano composto da 2 camere (possibilità di fare letti singoli o matrimoniali a richiesta ) bagno, soggiorno, cucina attrezzata per cucinare . ( lavatrice a disposizione dalle 9 alle 20 nella lavanderia ) Parcheggio e wifi gratuiti Posizione strategica per visitare i centri turistici della Toscana. Noi siamo in campagna , nel cuore delle Crete Senesi , è consigliata l'auto per essere indipendenti e visitare la magnifica campagna toscana

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay
4.92 out of 5 average rating, 254 reviews

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Guest favourite
A small stone alcove features a wooden table with a potted flower and two red folding chairs. The background reveals a serene view of lush hills, creating a quiet space for relaxation.
Flat
4.98 out of 5 average rating, 481 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita si trova all'interno dell'antico borgo di Civita di Bagnoregio. Lasciata la macchina al parcheggio si dovrà necessariamente procedere a piedi lungo il ponte, unica via di accesso alla nostra "perla di tufo". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

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
4.86 out of 5 average rating, 131 reviews

IL CANTUCCIO

Luminoso monolocale provvisto di comodissimo divano letto matrimoniale, cucina completamente attrezzata,bagno con doccia, piccola veranda e giardino. Entrata indipendente e parcheggio privato. Situato a 500 mt dal centro storico di Asciano, vicinissimo a stazione ferroviaria e supermercato. Ammessi animali domestici.

Top guest favourite
An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.
Guest house
4.97 out of 5 average rating, 119 reviews

Casale Santa Barbara - Exclusive Apartment

Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Top guest favourite
The aerial view captures the historic structure nestled among rolling green hills, framed by tall trees. The stone walls reflect medieval architecture, while a terrace offers an inviting space below. The surrounding landscape showcases farms and cypress trees against a clear blue sky.
Home
4.98 out of 5 average rating, 202 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Popular amenities for Asciano holiday rentals

When is the best time to visit Asciano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£81£92£95£107£109£113£127£124£115£107£108£121
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Frequently Asked Questions

  • What are the best places to stay in Asciano?

    Asciano has welcoming stays in countryside villas, stone farmhouses, and central town apartments. Many accommodations let you experience the area’s rural charm and scenic surroundings, while some are near historic piazzas or offer views of rolling hills.

  • What are the best things to do in Asciano with kids?

    Explore local parks, discover interactive exhibits at small museums, or join family-friendly cooking classes. Many visitors enjoy walking in the Tuscan countryside and visiting olive groves around Asciano.

  • What are some of the best things to do in Asciano?

    Explore the Abbey of Monte Oliveto Maggiore, stroll Asciano’s medieval streets, and visit museums highlighting Etruscan and local art. Enjoy tasting traditional Tuscan dishes at village trattorias, and wander among the scenic cypress-lined landscapes.

  • How is the weather in Asciano?

    Asciano has mild winters, with January temperatures around 33–49°F (0–9°C), and warm summers peaking at 89°F (31°C) in July and August. Expect wetter months in spring and autumn, with drier, sun-filled days in summer.

  • When is the best time to visit Asciano?

    Late spring and early autumn are often recommended for comfortable temperatures and vibrant landscapes. Many visitors appreciate the fields turning green or golden, and some festivals take place as the seasons change.

  • What are the best places to visit in Asciano?

    Frequently suggested sites include the Abbey of Monte Oliveto Maggiore, the Museo Civico Archeologico e d'Arte Sacra, and the Church of Sant’Agata. The historic town center is known for its quiet streets and local markets.

  • What are some hiking trails in Asciano?

    Asciano has trails that wind through the Crete Senesi hills and among cypress groves, with routes suitable for various fitness levels. Many visitors enjoy exploring paths near Monte Oliveto Maggiore and the surrounding countryside.

  • What are some family activities we can do in Asciano?

    Visit small museums with interactive displays, explore farm visits where children can see animals, and walk through the historic town center together. Some families enjoy taking part in workshops showcasing traditional crafts or foods.

  • What are some of the best day trip ideas from Asciano?

    Consider exploring nearby villages known for their medieval streets, visiting thermal baths, or discovering historic abbeys and Tuscan wineries. Siena and Val d'Orcia are frequently suggested for a blend of art, history, and countryside beauty.

  • Are there any pet friendly accommodations available in Asciano?

    Many accommodations in the Asciano area welcome guests with pets, especially in countryside farmhouses or rentals with outdoor spaces. Walking trails and open fields around town make it easy to explore with your companion animal.

  • What are some local tips for visiting Asciano?

    Try local olive oil and pecorino cheese at village markets, and carry a light layer for cooler evenings, especially in spring and autumn. Walking shoes are useful for exploring both historic streets and countryside trails.

  • What is Asciano known for?

    Asciano is known for its medieval heritage, striking Crete Senesi landscapes, and traditional Tuscan cuisine. Historic abbeys, art-filled churches, and the area’s winding cypress-lined roads are often highlighted by visitors.

  • What are the best hidden gems to explore in Asciano?

    The small Church of San Francesco with its frescoes, artisan workshops in quiet backstreets, and lesser-known walking paths through the hills are often suggested as hidden gems. Local cafés offer a glimpse of daily life in Asciano.

  • What are the best foods to try in Asciano?

    Frequent favorites include handmade pici pasta, pecorino cheese, and dishes prepared with local saffron. Regional sweets such as ricciarelli and cantucci are often enjoyed with a glass of Vin Santo dessert wine.

  • What should I bring for a trip to Asciano?

    Pack comfortable walking shoes, layered clothing for fluctuating spring or autumn temperatures, and a sun hat for the summer months. A camera is helpful for capturing the unique landscapes and local architecture.

  • What is the nightlife in Asciano like?

    Asciano’s nightlife is typically low-key, with wine bars, village cafés, and occasional live music. Many visitors enjoy relaxed evenings trying regional wines or joining local community events in the main square.

  • What are the most popular events or festivals in Asciano?

    Asciano has recurring celebrations, including harvest festivals, traditional food fairs, and cultural events often held in the main piazza during spring and autumn. Some festivals highlight local music, crafts, or agricultural traditions.

  • Are there family friendly vacation rentals in Asciano?

    Asciano has a variety of family-friendly vacation rentals, including spacious countryside homes and central apartments with kitchen facilities. Outdoor spaces and child-friendly amenities are frequently found in these accommodations.

Quick stats about holiday rentals in Asciano

  • Total holiday rentals

    Explore 760 holiday rentals in Asciano

  • Nightly prices starting at

    Asciano holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 15,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    450 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    500 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    670 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