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Ascoli Piceno Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Ascoli Piceno holiday rentals

Couples treatment room(s), sauna, hot tub, steam room
Di Sabatino Resort

Di Sabatino Resort

Di Sabatino Resort
Centro Storico
9.0 out of 10, Wonderful, (88)
"Perfect place, spotless"
United States
Christian
Di Sabatino Resort
Laptop workspace, soundproofing, free WiFi
Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites
Altidona
10.0 out of 10, Exceptional, (2)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is S$106
includes taxes & fees
25 Dec - 26 Dec
Vicolo Malavolta 7 Rooms and Suites
Exterior
La Retara Affittacamere

La Retara Affittacamere

La Retara Affittacamere
San Benedetto del Tronto
9.4 out of 10, Exceptional, (13)
"We had such a great stay! Close to the train station, close to groceries, cafe breakfast was great, the place was clean and beautiful. The host was very accommodating and the check in/out process was a breeze. We’d absolutely stay again!"
Canada
Nicole
La Retara Affittacamere
Interior entrance
Smeraldo Suites & Spa

Smeraldo Suites & Spa

Smeraldo Suites & Spa
4.0 star property
San Benedetto del Tronto
9.2 out of 10, Wonderful, (382)
"Very nice resort area. Only stayed a short time to enjoy everything. Would come back "
Canada
Felice
The price is S$126
includes taxes & fees
16 Jan - 17 Jan, 2026
Smeraldo Suites & Spa
Front of property
Palazzo Rossi

Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
The price is S$155
includes taxes & fees
12 Jan - 13 Jan, 2026
Palazzo Rossi
Beach
Valentino Resort

Valentino Resort

Valentino Resort
4.0 star property
Grottammare
9.0 out of 10, Wonderful, (28)
"Great location, nice pool, good breakfast and friendly staff."
Canada
Rozalia
The price is S$165
includes taxes & fees
2 Jan - 3 Jan, 2026
Valentino Resort
Private beach, white sand
Vela Azzurra Holiday Home

Vela Azzurra Holiday Home

Vela Azzurra Holiday Home
Grottammare
The price is S$205
includes taxes & fees
7 Jan - 8 Jan, 2026
Vela Azzurra Holiday Home
Desk, laptop workspace, blackout curtains, soundproofing
Affittacamere Casa Lilibet

Affittacamere Casa Lilibet

Affittacamere Casa Lilibet
San Benedetto del Tronto
9.6 out of 10, Exceptional, (5)
"Gentilezza da parte del proprietario ci ritorneremo sicuramente al più presto."
Italy
Angela
The price is S$117
includes taxes & fees
19 Jan - 20 Jan, 2026
Affittacamere Casa Lilibet
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

Hotel 900

Hotel 900

10/10 Excellent
"Tutto bene"
Antea 1-night trip
Posted 3 weeks ago
Hotel 900

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.

How many holiday rentals are there in Ascoli Piceno?

With 3 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 Forte Malatesta, whereas Gioia Canis is one spot to enjoy nature. Other places in town to visit include Piazza del Popolo and Pinacoteca Civica.

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.