
Holiday houses in Asciano
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Top-rated holiday rentals in Asciano
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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.

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.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

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.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with all the families in this home. The farmhouse consists of two independent apartments with a living room, kitchen, bedroom and bathroom. You will not have to share anything with the other guests, as we have arranged everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. Nearby Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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 a.m. to 8 p.m. 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 wifi Strategic location for visiting Tuscany and Umbria.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
Popular amenities for Asciano holiday rentals
Other great holiday rentals in Asciano

Apartment "Le Arcate" in an 18th century farmhouse

Panoramic apartment, with garden and swimming pool

Casa Tòrta - comfort room

Casa Biancospino Crete Senesi | Fossaccio Farm

Podere Scuroli Capanna Farmhouse

Agriturismo Tenuta la Campana Appartamento Istrice

Enjoy Amazing View in Tuscany in Our Country House

Relax Palazzo Monaci – House with a view and 2 swimming pools
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 NZD | $221 NZD | $228 NZD | $258 NZD | $262 NZD | $273 NZD | $306 NZD | $299 NZD | $276 NZD | $251 NZD | $226 NZD | $214 NZD |
| 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!
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- 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
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Tenuta Le Velette
- Palazzo Vecchio
- Cala Di Forno
- Stadio Artemio Franchi
- Castiglion del Bosco Winery




