A church with a bell tower, surrounded by buildings and a hilly landscape in the background.

Province of Ascoli Piceno Holiday Rentals

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Top Cities in Province of Ascoli Piceno

A cobblestone street lined with historic buildings, a fountain, and bicycles parked along the sidewalk.
Holiday RentalsHoliday Rentals

San Benedetto del Tronto

San Benedetto del Tronto

Our top choices for Province of Ascoli Piceno holiday rentals

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

1. Di Sabatino Resort

Di Sabatino Resort
Centro Storico
8.8 out of 10, Excellent, (100 reviews)
"Ideally located in the city center. Nice casual hotel"
France
Philippe
The price is AU$134
includes taxes & fees
27 Oct - 28 Oct
Di Sabatino Resort
A glass-enclosed area with a pool, palm trees, and a view of the beach.

2. Smeraldo Suites & Spa

Smeraldo Suites & Spa
4.0 star property
San Benedetto del Tronto
9.2 out of 10, Wonderful, (406 reviews)
"Excellent location, convenient parking, accommodating staff and impressive breakfast spread."
United States
Frank
The price is AU$146
includes taxes & fees
8 Nov - 9 Nov
Smeraldo Suites & Spa
A hallway with a central door leading to a garden, flanked by ornate columns and lit by wall sconces.

3. Borgo Storico Seghetti Panichi

Borgo Storico Seghetti Panichi
Castel di Lama
The price is AU$100
includes taxes & fees
27 Oct - 28 Oct
Borgo Storico Seghetti Panichi
A swimming pool with lounge chairs and umbrellas, surrounded by potted plants and greenery.

4. Residenza delle Grazie

Residenza delle Grazie
Cossignano
The price is AU$172
includes taxes & fees
27 Oct - 28 Oct
Residenza delle Grazie
A pool area with lounge chairs and umbrellas, surrounded by flowers and palm trees.

5. Valentino SPA Resort

Valentino SPA Resort
4.0 star property
Grottammare
9.2 out of 10, Wonderful, (40 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 AU$166
includes taxes & fees
25 Nov - 26 Nov
Valentino SPA Resort
A hallway with a wall mural of a castle and a heart symbol with text.

6. Description of apartments

Description of apartments
Centro Storico
The price is AU$191
includes taxes & fees
27 Oct - 28 Oct
Description of apartments
A private pool with lounge chairs, surrounded by lush greenery and a hill with a castle-like structure in the background.

7. Agave Resort

Agave Resort
Massignano
The price is AU$313
includes taxes & fees
27 Oct - 28 Oct
Agave Resort
A living room with a sofa, a table, and a hanging plant.

8. Ver Sacrum - Downtown Apartment

Ver Sacrum - Downtown Apartment
Centro Storico
The price is AU$190
includes taxes & fees
27 Oct - 28 Oct
Ver Sacrum - Downtown Apartment
A modern kitchen with a central island, a dining area with a sofa, and a flat-screen TV mounted on the wall.

9. A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
The price is AU$186
includes taxes & fees
27 Oct - 28 Oct
A DUE PASSI
A stone building with a balcony, surrounded by greenery and a clear sky.

10. 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 AU$239
includes taxes & fees
27 Oct - 28 Oct
Vacation House The Laurels
A garden with a variety of plants and flowers, a wooden pergola, and a tall tower in the background.

11. 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, (6 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 AU$245
includes taxes & fees
29 Oct - 30 Oct
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
A modern hotel room with a bed, a small kitchenette, a TV, and a walk-in closet.

12. Sanbenedetto Apartment

Sanbenedetto Apartment
San Benedetto del Tronto
10.0 out of 10, Exceptional, (1 review)
"Proprietaria molto coridale e struttra tenuta per bene, nuova e pulita. Consigliatissima"
Italy
Stefano D.
The price is AU$170
includes taxes & fees
27 Oct - 28 Oct
Sanbenedetto Apartment
A swimming pool with a small boat, a staircase leading to a second floor, and outdoor seating with umbrellas.

13. Fully furnished studio in a complex with a garden and pool, just 5 minutes from the beach

Fully furnished studio in a complex with a garden and pool, just 5 minutes from the beach
Marche
The price is AU$191
includes taxes & fees
27 Oct - 28 Oct
Fully furnished studio in a complex with a garden and pool, just 5 minutes from the beach
A bedroom with a bed, a bedside lamp, a hanging light fixture, and a door leading to a bathroom.

14. Small, modern apartment 300 meters from the ocean with all the necessary amenities

Small, modern apartment 300 meters from the ocean with all the necessary amenities
Cupra Marittima
The price is AU$263
includes taxes & fees
27 Oct - 28 Oct
Small, modern apartment 300 meters from the ocean with all the necessary amenities
A covered balcony with brick arches, a metal railing, and potted plants.

15. Mimi and Cocò's Country House

Mimi and Cocò's Country House
Ascoli Piceno
The price is AU$365
includes taxes & fees
27 Oct - 28 Oct
Mimi and Cocò's Country House
A view through a window of a backyard with a swimming pool, a chair, and surrounding greenery.

16. Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
Cupra Marittima
10.0 out of 10, Exceptional, (5 reviews)
"It's a lovely remote location, quiet but close enough to the village and the beach. The contact with the owner is great, he really took care for us, so we would enjoy the holiday even more. We were with a party of 5 adults and a big dog, and none of us has something to complain about. It was just super!"
Netherlands
Terence K.
The price is AU$387
includes taxes & fees
30 Oct - 31 Oct
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
A table set outdoors with a cup of coffee, a glass of juice, pastries, and a plate of food.

17. New Listing

New Listing
Marche
The price is AU$484
includes taxes & fees
1 Nov - 2 Nov
New Listing
A compact kitchen with a refrigerator, cabinets, and a sink.

18. Apartment 'Bright 300 M From Sea' with Private Terrace

Apartment 'Bright 300 M From Sea' with Private Terrace
Grottammare
The price is AU$348
includes taxes & fees
27 Oct - 28 Oct
Apartment 'Bright 300 M From Sea' with Private Terrace
A rural landscape with a brick wall, a building, and a view of green fields and distant hills.

19. Sweet Home Offida

Sweet Home Offida
Offida
The price is AU$581
includes taxes & fees
27 Oct - 28 Oct
Sweet Home Offida
A balcony with a view of a street and buildings, a table with a tablecloth, and a chair.

20. Holiday Home 'Sun Max - Near The Sea' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Sun Max - Near The Sea' with Sea View, Wi-Fi and Air Conditioning
San Benedetto del Tronto
The price is AU$422
includes taxes & fees
2 Nov - 3 Nov
Holiday Home 'Sun Max - Near The Sea' with Sea View, Wi-Fi and Air Conditioning
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 Province of Ascoli Piceno Hotel Reviews

Castel di Luco

Castel di Luco

10/10 Excellent
"Absolutely magical stay and the highlight of our month long trip. This place is amazing and remarkably affordable this time of year (late September) Staying in an 11th century castle with suites rooms that have had the essentials very cleverly modernised without losing the stunning authenticity of the castle. Paolo took us on a wonderful tour of the castle including into its depths explaining all the history. Francesco was wonderful in making sure we were taken care of and Laura is an amazing chef. The breakfast has to be seen to be believed. This is a family owned property they have inherited and they have done an incredibly job of preserving and enhancing it. You wake up in the morning and have to pinch yourself to make sure you are not still dreaming. It even has EV charging in the car park which was great for us. (you don't want to pay European petrol prices!) We enjoyed ourselves so much we are making it our anniversary holiday stay every year from now on."
David 3-night trip
Posted 5 days ago
Castel di Luco

Find out more about Province of Ascoli Piceno

Everything you need to know about Province of Ascoli Piceno holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Province of Ascoli Piceno holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Province of Ascoli Piceno holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Province of Ascoli Piceno holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Province of Ascoli Piceno holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Province of Ascoli Piceno holiday rentals we have chosen for you start as low as AU$134 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Province of Ascoli Piceno rentals

At Expedia, we put the best Province of Ascoli Piceno holiday 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 Province of 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 Province of Ascoli Piceno holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Province of 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.