Asciano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Asciano vacation rentals

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is CA $309
CA $348 total
includes taxes & fees
Apr 21 - Apr 22
Albergo Diffuso Borgo Santo

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is CA $122
CA $144 total
includes taxes & fees
May 4 - May 5
iConic Wellness Resort

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (26 reviews)
"Pleasant place"
France
Claude
The price is CA $159
CA $181 total
includes taxes & fees
Apr 13 - Apr 14
A Casa Mastacchi

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is CA $219
CA $241 total
includes taxes & fees
May 7 - May 8
Villa di Sotto

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (91 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
The price is CA $230
CA $260 total
includes taxes & fees
Apr 21 - Apr 22
Meublé Il Riccio

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (53 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
The price is CA $149
CA $204 total
includes taxes & fees
Apr 17 - Apr 18
Affitacamere Maria Gabriella

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is CA $134
CA $154 total
includes taxes & fees
Apr 16 - Apr 17
Il Pozzo di Sant'Andrea

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (198 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is CA $164
CA $186 total
includes taxes & fees
Apr 12 - Apr 13
B&B Il Corso

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (64 reviews)
"Great stay but can feel a bit captive to their restaurant for dinner. Min 2 courses mandatory per person and dessert doesn’t count "
Canada
Shelley
The price is CA $226
CA $261 total
includes taxes & fees
Apr 12 - Apr 13
Villa Curina Resort

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (140 reviews)
"A wonderful hotel - great location, friendly staff, comfortable rooms. "
United States
beverly
The price is CA $289
CA $327 total
includes taxes & fees
Apr 17 - Apr 18
Hotel San Gregorio

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $154
CA $176 total
includes taxes & fees
Apr 14 - Apr 15
B&B Le Scalette di Piazza

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (170 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is CA $146
CA $165 total
includes taxes & fees
Apr 16 - Apr 17
Abbadia Sicille Relais

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (134 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is CA $219
CA $247 total
includes taxes & fees
Apr 21 - Apr 22
La Locanda di San Francesco

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is CA $176
CA $200 total
includes taxes & fees
Apr 12 - Apr 13
B&B Piccolo Hotel

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (430 reviews)
"Nice place!"
United States
Pavel
The price is CA $145
CA $165 total
includes taxes & fees
Apr 12 - Apr 13
Siena Vip

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful "
United States
Rocio Q
The price is CA $246
CA $277 total
includes taxes & fees
Apr 11 - Apr 12
Delcorto Suites

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is CA $200
CA $335 total
includes taxes & fees
Apr 28 - Apr 29
Borgo Il Poggiaccio

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is CA $217
CA $252 total
includes taxes & fees
Apr 20 - Apr 21
L' Eroico

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is CA $225
CA $247 total
includes taxes & fees
Apr 12 - Apr 13
Villa Cassia di Baccano

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is CA $116
CA $132 total
includes taxes & fees
Apr 12 - Apr 13
Casa di Campagna in Toscana
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Asciano Hotel Reviews

Find out more about Asciano

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Asciano. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Asciano?

Yes, we give you a choice of vacation rentals close to popular local attractions in Asciano, or you can choose a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the countryside in Asciano. Make sure you have time to check out the wineries and coffeehouses during your trip.

What's the top vacation rental that Asciano has to offer?

Borgo Argiano: This vacation home rental near Asciano is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Asciano?

Expedia has 24 vacation rentals for your stay in Asciano.

What can I see and do in Asciano?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. Other places in town to visit include Monte Oliveto Maggiore Abbey and Museo Cassioli.

What are vacation rentals like in Asciano?

Vacation rentals are private properties you can reserve for several days or more in Asciano. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.