Province of Ascoli Piceno Vacation Rentals from CA $86: Short-Term Rentals for 2026

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Top cities in Province of Ascoli Piceno

A promenade lined with palm trees and yellow flowers, a bar, and a clear blue sky.

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Our top choices for Province of Ascoli Piceno vacation rentals

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

1. Di Sabatino Resort

Centro Storico

Philippe

CA $127 total

includes taxes & fees

Nov 10 - Nov 11

A hallway with a central door leading to a garden, flanked by ornate columns and lit by wall sconces.

2. Borgo Storico Seghetti Panichi

Castel di Lama

CA $95 total

includes taxes & fees

Nov 6 - Nov 7

A glass-enclosed area with a pool, palm trees, and a view of the beach.

3. Smeraldo Suites & Spa

San Benedetto del Tronto

Frank

CA $122 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with lounge chairs and umbrellas, surrounded by potted plants and greenery.

4. Residenza delle Grazie

Cossignano

CA $169 total

includes taxes & fees

Nov 5 - Nov 6

A bedroom with a large bed, a radiator, a window, and a wooden floor.

5. mare in pineta

San Benedetto del Tronto

CA $151 total

includes taxes & fees

Dec 1 - Dec 2

A wooden walkway lined with palm trees and beach umbrellas, leading to a beach area with sun loungers and umbrellas.

6. Valentino SPA Resort

Grottammare

Yolanda

CA $166 total

includes taxes & fees

Nov 13 - Nov 14

A hallway with a wall mural of a castle and a heart symbol with text.

7. Description of apartments

Centro Storico

CA $159 total

includes taxes & fees

Nov 5 - Nov 6

A private pool with lounge chairs, surrounded by lush greenery and a hill with a castle-like structure in the background.

8. Agave Resort

Massignano

CA $308 total

includes taxes & fees

Nov 5 - Nov 6

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

Piattoni-Villa Sant'Antonio

CA $157 total

includes taxes & fees

Nov 7 - Nov 8

A living room with a sofa, a table, and a hanging plant.

10. Ver Sacrum - Downtown Apartment

Centro Storico

CA $209 total

includes taxes & fees

Nov 5 - Nov 6

A narrow balcony with potted plants and a tiled floor.

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

Centro Storico

Joanna B.

CA $179 total

includes taxes & fees

Nov 29 - Nov 30

A stone building with a balcony, surrounded by greenery and a clear sky.

12. Vacation House The Laurels

Venarotta

Anonymous traveller

CA $222 total

includes taxes & fees

Nov 7 - Nov 8

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

Marche

CA $174 total

includes taxes & fees

Nov 6 - Nov 7

A modern bathroom with a glass shower enclosure, a white sink, and a marble-tiled wall.

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

Cupra Marittima

CA $243 total

includes taxes & fees

Nov 7 - Nov 8

A covered balcony with brick arches, a metal railing, and potted plants.

15. Mimi and Cocò's Country House

Ascoli Piceno

CA $347 total

includes taxes & fees

Nov 7 - Nov 8

A patio with a table and chairs under a canopy, surrounded by greenery and a view of the countryside.

16. New Listing

Marche

CA $466 total

includes taxes & fees

Nov 10 - Nov 11

A compact kitchen with a refrigerator, cabinets, and a sink.

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

Grottammare

CA $343 total

includes taxes & fees

Nov 5 - Nov 6

A rural landscape with a brick wall, a building, and a view of green fields and distant hills.

18. Sweet Home Offida

Offida

CA $562 total

includes taxes & fees

Nov 5 - Nov 6

A balcony with a view of a street and buildings, a table with a tablecloth, and a chair.

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

San Benedetto del Tronto

CA $433 total

includes taxes & fees

Dec 1 - Dec 2

A spacious living room with a large window, a dining area with a table and chairs, and a hallway leading to a door.

20. ‘Ischia 233 Holiday Home Grottammare’ Apartment with Air Conditioning

Grottammare

CA $604 total

includes taxes & fees

Nov 10 - Nov 11

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Top Province of Ascoli Piceno Hotel Reviews

A stone building with red and white flowers in pots and hanging vines.

B&B Villa Filetta

Roccafluvione

10/10 Excellent

Anonymous traveller

A gated entrance with a sign for 'Villanori' property, surrounded by trees and a stone pathway.

Villa Anitori Prestige Relais & Spa

Loro Piceno

10/10 Excellent

Anonymous traveller

A spacious interior with a high ceiling, stone columns, and a staircase leading to an upper level.

Palazzo dei Mercanti - Historical Residence

Centro Storico

10/10 Excellent

Barry E.

A medieval castle with multiple buildings, a central tower, and a surrounding moat.

Castel di Luco

Acquasanta Terme

10/10 Excellent

John

Valentino SPA Resort

Grottammare

10/10 Excellent

Amanda

A beach with rows of umbrellas and chairs, palm trees, and a clear view of the ocean.

Relais Concorde

Grottammare

10/10 Excellent

Anonymous traveller

A red building with a central entrance, surrounded by well-maintained lawns and trees.

Hotel Villa Pigna

Folignano

10/10 Excellent

MICHELANGELO

Find out more about Province of Ascoli Piceno

Everything you need to know about Province of 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 Province of Ascoli Piceno vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Province of Ascoli Piceno vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Province of Ascoli Piceno vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Province of Ascoli Piceno vacation rentals we have selected for you start as low as CA $86 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 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 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 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 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.

Province of Ascoli Piceno Vacation Rentals

Change your mind

Treat yourself

Be picky

Top cities in Province of Ascoli Piceno

San Benedetto del Tronto

Check prices for these dates

Our top choices for Province of Ascoli Piceno vacation rentals

1. Di Sabatino Resort

2. Borgo Storico Seghetti Panichi

3. Smeraldo Suites & Spa

4. Residenza delle Grazie

5. mare in pineta

6. Valentino SPA Resort

7. Description of apartments

8. Agave Resort

9. A DUE PASSI

10. Ver Sacrum - Downtown Apartment

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

12. Vacation House The Laurels

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

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

15. Mimi and Cocò's Country House

16. New Listing

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

18. Sweet Home Offida

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

20. ‘Ischia 233 Holiday Home Grottammare’ Apartment with Air Conditioning

Find vacation rentals that suit your style

Top Province of Ascoli Piceno Hotel Reviews

B&B Villa Filetta

10/10 Excellent

Find out more about Province of Ascoli Piceno

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

How to find incredible deals on Province of Ascoli Piceno rentals