
Vacation rentals in Asciano
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Quick stats about vacation rentals in Asciano

Total vacation rentals
Explore 780 vacation rentals in Asciano

Nightly prices starting at
Asciano vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 16,670 verified reviews to help you choose

Family-friendly vacation rentals
450 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 390 rentals that welcome pets

Vacation rentals with a pool
480 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
700 of Asciano vacation rentals include wi-fi 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!
Top-rated vacation rentals in Asciano
Guests agree: these stays are highly rated for location, cleanliness, and more.

Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

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.

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.

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.

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Romantic Tuscan Holiday House
Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic glamping for adults, in the heart of the Tuscan countryside. Silver 35 m² yurt tent + 7 m² private en-suite bathroom + private outdoor wood-fired hot tub* (*EXTRA CHARGE), private relaxation veranda. Heating in the winter and air conditioning in the summer. Dinners with delivery directly to the Yurt, available for an even tastier experience (*SURCHARGE*). - Private parking, WiFi - Kitchen with refrigerator, microwave, (NO STOVE) + private outdoor barbecue.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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 vacation rentals
Other great vacation rentals in Asciano

Villa Canina - charm and rural life in the Crete Senesi

Family Forest - Pool in the Crete Senesi

Tuscany Breath - Panoramic Pool & Tennis Court

Penthouse in small medieval castle near Florence

Farmhouse Crete Senesi. Pool+magnificent view

Comfy country home in Asciano with tennis and pool

Farmhouse in the Crete Senesi

Luxury Penthouse overlooking Piazza del Campo
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 536 | ﺩ.ﺇ 540 | ﺩ.ﺇ 529 | ﺩ.ﺇ 533 | ﺩ.ﺇ 540 | ﺩ.ﺇ 562 | ﺩ.ﺇ 632 | ﺩ.ﺇ 617 | ﺩ.ﺇ 569 | ﺩ.ﺇ 533 | ﺩ.ﺇ 536 | ﺩ.ﺇ 602 |
| 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.
Destinations to explore
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- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Stazione Santa Maria Novella
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Centro Storico Orvieto
- Cascate del Mulino
- Medici Chapel
- Things to do Asciano
- Things to do Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Sightseeing Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
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- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
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