
Holiday houses 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.

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

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.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Casale Santa Barbara - Exclusive Apartment
At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 to 20 which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and Wi-Fi Strategic location for visiting Tuscany and Umbria.

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.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

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

Charming House Rental with infinity pool

Panoramic apartment, with garden and swimming pool

In_Bangaia

Farm Holiday in Tuscany, Crete Senesi, A/C, swimming pool

Casa Biancospino Crete Senesi | Fossaccio Farm

Agriturismo Tenuta la Campana Appartamento Istrice

Relax Palazzo Monaci – House with a view and 2 swimming pools

Podere la costa
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 AUD | $190 AUD | $196 AUD | $222 AUD | $225 AUD | $235 AUD | $264 AUD | $258 AUD | $238 AUD | $216 AUD | $195 AUD | $184 AUD |
| 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
Are there pet-friendly vacation rentals in Asciano?
Four-legged friends are welcome in Asciano. Choose from more than 400 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Asciano?
Yes! Work meets play with ease at over 240 vacation rentals in Asciano featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Asciano vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 560 vacation homes with pools in Asciano, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Asciano?
Asciano has more than 470 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do castle rentals in Asciano have free parking?
Absolutely! We offer over 10 castle rentals with free parking in Asciano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Asciano have wifi?
Absolutely! We offer over 80 house rentals with wifi in Asciano. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Asciano?
Experience the best of Asciano with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Asciano have a kitchen?
Absolutely! We offer over 60 condo rentals with a kitchen in Asciano. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Asciano have air conditioning?
Absolutely! We offer over 10 serviced apartment rentals with air conditioning in Asciano. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Farmstay Rentals in Asciano?
Enhance your stay in our Farmstay Rentals with the most popular amenities: over 90 homes with a kitchen, over 40 homes with air conditioning, over 70 homes with free parking, over 100 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Asciano

Total holiday rentals
Explore 820 holiday rentals in Asciano

Verified guest reviews
Over 15,170 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 400 rentals that welcome pets

Holiday rentals with a pool
560 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
740 of Asciano holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Bed and breakfasts Asciano
- Rentals with outdoor seating Asciano
- Condo rentals Asciano
- Rentals with a fire pit Asciano
- Villa rentals Asciano
- Holiday home rentals Asciano
- Pet-friendly rentals Asciano
- Rentals with an EV charger Asciano
- Smoking-friendly rentals Asciano
- House rentals Asciano
- Rentals with a patio Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Rentals with pools Asciano
- Farmstay rentals Asciano
- Fitness-friendly rentals Asciano
- Family-friendly rentals Asciano
- Rentals with a fireplace Asciano
- Rentals with breakfast Asciano
- Rentals with a washing machine and dryer Asciano
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Lake Bolsena
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Tenuta Le Velette
- Stadio Artemio Franchi
- Palazzo Vecchio
- Cala Di Forno
- Basilica di Santa Croce




