A village with stone buildings and a road leading up a hill.

Ascoli Piceno Holiday Rentals

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Our top choices for Ascoli Piceno holiday rentals

1. Di Sabatino Resort

Di Sabatino Resort
Centro Storico
9.0 out of 10, Wonderful, (98 reviews)
"Beginning with the welcome and helpful advance call from Valerio and Yassmine, my stay only got better. Valerio arranged for tours and conveniences and Yassmine ensured that my dining experience was superb! All staff, including the dining room hostess, were marvelous. The property is perfectly located and convenient, very clean, and comfortable. I will return!"
United States
Nicholas
The price is NZ$183
includes taxes & fees
30 Sept - 1 Oct
Di Sabatino Resort

2. THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
Centro Storico
10.0 out of 10, Exceptional, (5 reviews)
"Easy to find, easy entry, great communication, very very clean, cosy and great beds too! The location is terrific and the town is a real gem."
United States
Joanna B.
The price is NZ$243
includes taxes & fees
7 Oct - 8 Oct
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

3. Description of apartments

Description of apartments
Centro Storico
The price is NZ$237
includes taxes & fees
29 Oct - 30 Oct
Description of apartments

4. Ver Sacrum - Downtown Apartment

Ver Sacrum - Downtown Apartment
Centro Storico
The price is NZ$335
includes taxes & fees
29 Oct - 30 Oct
Ver Sacrum - Downtown Apartment

5. Mimi and Cocò Country House

Mimi and Cocò Country House
Ascoli Piceno
The price is NZ$459
includes taxes & fees
6 Oct - 7 Oct
Mimi and Cocò Country House

6. Residenza delle Grazie

Residenza delle Grazie
Cossignano
The price is NZ$174
includes taxes & fees
13 Oct - 14 Oct
Residenza delle Grazie

7. Vacation House The Laurels

Vacation House The Laurels
Venarotta
9.6 out of 10, Exceptional, (5 reviews)
"Maria and her husband were cordial and the place was perfect. Peace and quiet. And close enough to Ascoli Piceno and other highways when you need to travel around. I enjoyed it"
United States
Anonymous traveller
The price is NZ$278
includes taxes & fees
30 Sept - 1 Oct
Vacation House The Laurels

8. Casali Costadoro

Casali Costadoro
Acquaviva Picena
9.0 out of 10, Wonderful, (2 reviews)
"Location stupenda Comfort e gentilezza "
Italy
Melis
The price is NZ$153
includes taxes & fees
6 Oct - 7 Oct
Casali Costadoro

9. Smeraldo Suites & Spa

Smeraldo Suites & Spa
4.0 star property
San Benedetto del Tronto
9.2 out of 10, Wonderful, (402 reviews)
"Excellent location, convenient parking, accommodating staff and impressive breakfast spread."
United States
Frank
The price is NZ$185
includes taxes & fees
11 Oct - 12 Oct
Smeraldo Suites & Spa

10. A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
The price is NZ$231
includes taxes & fees
1 Oct - 2 Oct
A DUE PASSI

11. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
The price is NZ$113
includes taxes & fees
23 Oct - 24 Oct
Affittacamere Castelmanardo

12. Villa Road Sibillini Mountains

Villa Road Sibillini Mountains
Serra
10.0 out of 10, Exceptional, (3 reviews)
"My wife, two teenage children, and two other teenage traveling companions visited Montefortino and it was an all around amazing time and experience! The host and his wife treated us all like family the moment we arrived and he wouldn't rest until he knew everyone was feeling perfectly bliss. They cooked and fed us like kings and queens our entire stay. He insisted on obliging us on any question or simple inquiry to learn more about and enjoy everything in the absolutely beautiful region and...
United States
Brant I.
The price is NZ$138
includes taxes & fees
13 Oct - 14 Oct
Villa Road Sibillini Mountains

13. Incantea Resort

Incantea Resort
3.0 star property
Tortoreto
9.4 out of 10, Exceptional, (29 reviews)
"Great staff, nice room, fantastic pool"
Canada
Garth
The price is NZ$145
includes taxes & fees
1 Oct - 2 Oct
Incantea Resort

14. The Sibillini Chalet

The Sibillini Chalet
Sossasso
10.0 out of 10, Exceptional, (1 review)
"Great place, we will come back soon"
France
Joanna C.
The price is NZ$197
includes taxes & fees
5 Oct - 6 Oct
The Sibillini Chalet

15. Valentino SPA Resort

Valentino SPA Resort
4.0 star property
Grottammare
9.2 out of 10, Wonderful, (36 reviews)
"Beautiful location close to pool beach restaurants. Very clean rooms well maintained. Breakfast was a nice variety. Staff was very helpful and friendly i would love to visit again in the near future."
Canada
Yolanda
The price is NZ$213
includes taxes & fees
4 Oct - 5 Oct
Valentino SPA Resort

16. SNB003 - Grottammare, apartment in a scenic area

SNB003 - Grottammare, apartment in a scenic area
Grottammare
The price is NZ$378
includes taxes & fees
30 Sept - 1 Oct
SNB003 - Grottammare, apartment in a scenic area

17. Agave Resort

Agave Resort
Massignano
The price is NZ$395
includes taxes & fees
19 Oct - 20 Oct
Agave Resort

18. Apartment/ flat - Monterubbiano

Apartment/ flat - Monterubbiano
Monterubbiano
9.0 out of 10, Wonderful, (8 reviews)
"We rented a pet-friendly apartment with a pool. We were given an apartment that contained sticky, incomplete dishes, extremely stained mattresses, unusable blankets, a non-functioning oven, a broken shower head, a dirty shower, very unkempt grounds, broken garden furniture, and green, diseased pool water. We couldn't let our dogs out of the house because the landlord's aggressive dog kept attacking, biting, and injuring them. We couldn't walk them. The landlord continued to let the dog run free...
Germany
Mandy H.
The price is NZ$199
includes taxes & fees
5 Oct - 6 Oct
Apartment/ flat - Monterubbiano

19. Villa Yucca - Luxury Glamping in Abruzzo

Villa Yucca - Luxury Glamping in Abruzzo
Abruzzo
The price is NZ$344
includes taxes & fees
1 Oct - 2 Oct
Villa Yucca - Luxury Glamping in Abruzzo

20. Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites
Altidona
10.0 out of 10, Exceptional, (2 reviews)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is NZ$180
includes taxes & fees
4 Oct - 5 Oct
Vicolo Malavolta 7 Rooms and Suites
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.
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Top Ascoli Piceno Hotel Reviews

Find out more about Ascoli Piceno

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ascoli Piceno holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ascoli Piceno. 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 Ascoli Piceno. Seeing all the best attractions is bound to make you fall in love with Ascoli Piceno. Who knows, you may even be tempted to extend your 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 holiday 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 Ascoli Piceno short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Ascoli Piceno?

Yes, there are holiday rentals close to the most popular sights in Ascoli Piceno, or you can select a more secluded option if you're looking for a relaxing stay. Ascoli Piceno is known for its monuments and museums. Make sure you have time to check out the churches and theatres during your trip.

What are some of the best holiday rentals that Ascoli Piceno has to offer?

Exclusive Use Private 2 BR Villa - Swimming Pool, Large Garden & Great Views: This holiday home rental outside of Ascoli Piceno is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a terrace and a garden so that you can immerse yourself in your holiday.

How many holiday rentals are there in Ascoli Piceno?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Ascoli Piceno stay.

What can I see and do in Ascoli Piceno?

Cultural attractions include Ventidio Basso Theater and Museo Pinacoteca Diocesana, whereas Gioia Canis is one spot to enjoy nature. Other places in town to visit include Piazza del Popolo and Piazza Arringo.

What are holiday rentals like in Ascoli Piceno?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ascoli Piceno. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.