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

Ascoli Piceno Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Ascoli Piceno vacation rentals

A spa area with a hot tub, wooden steps, and lounge chairs.

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
$91 nightly
The price is $105
Oct 5 - Oct 6
Total with taxes and fees
Di Sabatino Resort
A narrow balcony with potted plants and a tiled floor.

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.
$133 nightly
The price is $137
Oct 14 - Oct 15
Total with taxes and fees
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
A hallway with a wall mural of a castle and a heart symbol with text.

3. Description of apartments

Description of apartments
Centro Storico
$134 nightly
The price is $134
Oct 4 - Oct 5
Total with taxes and fees
Description of apartments
A bed with a patterned quilt, two pillows, a bedside table with a lamp, and a wall-mounted picture.

4. Ver Sacrum - Downtown Apartment

Ver Sacrum - Downtown Apartment
Centro Storico
$185 nightly
The price is $189
Oct 6 - Oct 7
Total with taxes and fees
Ver Sacrum - Downtown Apartment
A covered balcony with brick arches, a metal railing, and potted plants.

5. Mimi and Cocò Country House

Mimi and Cocò Country House
Ascoli Piceno
$255 nightly
The price is $262
Oct 10 - Oct 11
Total with taxes and fees
Mimi and Cocò Country House
A garden with a variety of flowers, a pathway, and a building with large windows.

6. Residenza delle Grazie

Residenza delle Grazie
Cossignano
$95 nightly
The price is $105
Oct 9 - Oct 10
Total with taxes and fees
Residenza delle Grazie
A stone building with a balcony, surrounded by greenery and a clear sky.

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 traveler
$169 nightly
The price is $169
Oct 28 - Oct 29
Total with taxes and fees
Vacation House The Laurels
A swimming pool with lounge chairs and a view of rolling hills.

8. Casali Costadoro

Casali Costadoro
Acquaviva Picena
9.0 out of 10, Wonderful, (2 reviews)
"Location stupenda Comfort e gentilezza "
Italy
Melis
$78 nightly
The price is $86
Oct 8 - Oct 9
Total with taxes and fees
Casali Costadoro
A glass-enclosed area with a pool, palm trees, and a view of the beach.

9. Smeraldo Suites & Spa

Smeraldo Suites & Spa
4.0 star property
San Benedetto del Tronto
9.2 out of 10, Wonderful, (404 reviews)
"Excellent location, convenient parking, accommodating staff and impressive breakfast spread."
United States
Frank
$91 nightly
The price is $104
Oct 4 - Oct 5
Total with taxes and fees
Smeraldo Suites & Spa
A modern kitchen with a central island, a dining area with a sofa, and a flat-screen TV mounted on the wall.

10. A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
$116 nightly
The price is $130
Oct 14 - Oct 15
Total with taxes and fees
A DUE PASSI
A stone building with a wooden door, shutters, and a tiled roof.

11. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
$58 nightly
The price is $64
Oct 23 - Oct 24
Total with taxes and fees
Affittacamere Castelmanardo
A cozy living room with a stone fireplace, a television, and a Christmas tree decorated with lights.

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.
$78 nightly
The price is $78
Oct 11 - Oct 12
Total with taxes and fees
Villa Road Sibillini Mountains
A pool area with a checkered sun lounger, a gazebo, and a view of distant mountains at dusk.

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
$73 nightly
The price is $82
Oct 7 - Oct 8
Total with taxes and fees
Incantea Resort
A narrow stone staircase flanked by stone walls, ascending to a building entrance.

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.
$111 nightly
The price is $111
Oct 14 - Oct 15
Total with taxes and fees
The Sibillini Chalet
A wooden walkway lined with palm trees and beach umbrellas, leading to a beach area with sun loungers and umbrellas.

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
$96 nightly
The price is $105
Oct 7 - Oct 8
Total with taxes and fees
Valentino SPA Resort
A bedroom with a bed, a wooden chair, and a white built-in wardrobe with multiple shelves.

16. SNB003 - Grottammare, apartment in a scenic area

SNB003 - Grottammare, apartment in a scenic area
Grottammare
$175 nightly
The price is $213
Oct 6 - Oct 7
Total with taxes and fees
SNB003 - Grottammare, apartment in a scenic area
A private pool with lounge chairs, surrounded by lush greenery and a hill with a castle-like structure in the background.

17. Agave Resort

Agave Resort
Massignano
$203 nightly
The price is $223
Oct 15 - Oct 16
Total with taxes and fees
Agave Resort
A swimming pool with a view of rolling hills and a clear sky.

18. Apartment/ flat - Monterubbiano

Apartment/ flat - Monterubbiano
Monterubbiano
9.0 out of 10, Wonderful, (8 reviews)
$112 nightly
The price is $112
Oct 8 - Oct 9
Total with taxes and fees
Apartment/ flat - Monterubbiano
Exterior detail

19. Villa Yucca - Luxury Glamping in Abruzzo

Villa Yucca - Luxury Glamping in Abruzzo
Abruzzo
$194 nightly
The price is $194
Oct 2 - Oct 3
Total with taxes and fees
Villa Yucca - Luxury Glamping in Abruzzo
A bedroom with a bed, bedside table, and a small desk with a chair.

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
$90 nightly
The price is $99
Oct 11 - Oct 12
Total with taxes and fees
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

Valentino SPA Resort

Valentino SPA Resort

10/10 Excellent
"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."
Yolanda 12-night trip
Posted 4 days ago
Valentino SPA Resort

Find out more about Ascoli Piceno

Everything you need to know about Ascoli Piceno vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ascoli Piceno vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ascoli Piceno vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ascoli Piceno vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ascoli Piceno. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ascoli Piceno in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $75 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ascoli Piceno rentals

At Expedia, we put the best Ascoli Piceno vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ascoli Piceno rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ascoli Piceno vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ascoli Piceno. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Ascoli Piceno?

Yes, we offer vacation rentals close to the most popular sights in Ascoli Piceno, or you can choose a more remote 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 theaters during your trip.

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

Exclusive Use Private 2 BR Villa - Swimming Pool, Large Garden & Great Views: This vacation home rental near Ascoli Piceno is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can immerse yourself in your vacation.

How many vacation rentals are there in Ascoli Piceno?

With 5 Expedia vacation rentals, you're sure 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 vacation rentals like in Ascoli Piceno?

Vacation rentals are private accommodations you can stay in for a short or long stay in Ascoli Piceno. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.