
Holiday rentals in Asciano
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Top-rated holiday rentals in Asciano
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Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Casa al Gianni - Hut
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!

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Charming home Crete Senesi
Less than 15 kilometers from Siena, the terratetto apartment is located in a characteristic Tuscan village on the hill that leads to the suggestive "Site Transitoire". The property is completed by a nice garden overlooking Siena and a comfortable pool.

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.
Popular amenities for Asciano holiday rentals
Other great holiday rentals in Asciano

Charming House Rental with infinity pool

Luxury Medieval Tower - Penthouse

Crete Senesi - Asciano Cavoni Hut

Agriturismo Tenuta La Campana Apartment Selva

Podere on the Crete Senesi

Luxury Penthouse w/ view over Piazza del campo

"Il Glicine" apartment with pool

Elegant farmhouse overlooking Pienza
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £81 | £92 | £95 | £107 | £109 | £113 | £127 | £124 | £115 | £107 | £108 | £121 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°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!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Lake Bolsena
- Basilica of Santa Maria Novella
- Strozzi Palace
- Del Chianti
- Cala Violina
- Cascate del Mulino
- Mercato Centrale
- Basilica Di San Miniato A Monte
- Eremo Di Camaldoli
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Avignonesi Winery Fattoria Le Capezzine
- Things to do Asciano
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