Ascoli Piceno Holiday Rentals
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.23 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
807 ft²
Ocean View
Balcony/Terrace
View
Kitchen
£103/Night
7 Nights - £720
New
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.46 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
12 Guests
226.05 ft²
Air Conditioner
Internet
Child Friendly
Security/Safety
£81/Night
7 Nights - £566
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 2.54 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
Breakfast
Parking
Pool- Balcony/Terrace
£102/Night
7 Nights - £715
House
- Marche
- ·
- Ascoli Piceno
- 3.82 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Kitchen
- Internet
£187/Night
7 Nights - £1,310
New
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.03 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
430.56 ft²
- Internet
Pet Friendly- Child Friendly
- Security/Safety
£79/Night
7 Nights - £553
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.31 mi to center
9.6Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
861 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£130/Night
7 Nights - £911
Villa
- Marche
- ·
- Ascoli Piceno
- 1.30 mi to center
5 Bedrooms
4 Baths
10 Guests
3767 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
£519/Night
7 Nights - £3,631
Apartment
- Marche
- ·
- Ascoli Piceno
- 1.22 mi to center
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£336/Night
7 Nights - £2,355
New
House
- Marche
- ·
- Ascoli Piceno
- 2.29 mi to center
10 Bedrooms
12 Baths
19 Guests
2691 ft²
- Private Pool
- Parking
- Pool
- Kitchen
£335/Night
7 Nights - £2,343
Luxury Holiday Rentals in Ascoli Piceno
Over 187+ Luxury Holiday Rentals in or Near Ascoli Piceno
House
- Marche
- ·
- Ascoli Piceno
- 2.29 mi to center
10 Bedrooms
12 Baths
19 Guests
2690.98 ft²
- Parking
- Pool
- Internet
- Pet Friendly
£614/Night
7 Nights - £4,300
Hotel
- Ascoli Piceno
- ·
- Centro Storico
- 0.10 mi to center
9.1Exceptional
(667 Reviews)
5 Baths
275.56 ft²
Hot Tub- Breakfast
- Parking
Spa
£161/Night
7 Nights - £1,128
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.11 mi to center
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
936.46 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£154/Night
7 Nights - £1,075
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.11 mi to center
9.5Exceptional
(116 Reviews)
2 Bedrooms
1 Bath
6 Guests
753.47 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
£153/Night
7 Nights - £1,071
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.03 mi to center
9.8Exceptional
(32 Reviews)
2 Bedrooms
2 Baths
5 Guests
1399.31 ft²
- Air Conditioner
- Internet
- Child Friendly
- Security/Safety
£143/Night
7 Nights - £1,003
Bed & Breakfast
- Ascoli Piceno
- ·
- Centro Storico
- 0.15 mi to center
9.1Exceptional
(114 Reviews)
6 Bedrooms
4 Baths
8 Guests
207.2 ft²
- Breakfast
- Air Conditioner
- Internet
- Child Friendly
£142/Night
7 Nights - £997
House
- Marche
- ·
- Ascoli Piceno
- 3.79 mi to center
3 Bedrooms
2 Baths
6 Guests
1937.5 ft²
Oceanfront- Parking
- Pool
- Ocean View
£141/Night
7 Nights - £987
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 0.72 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Internet
£139/Night
7 Nights - £974
House
- Marche
- ·
- Ascoli Piceno
- 3.07 mi to center
7.0Very Good
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1076.39 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£138/Night
7 Nights - £965
Top-Rated Holiday Rentals with a Pool in Ascoli Piceno
Over 14+ The Best Private Villas and Holiday Rentals in Ascoli Piceno with a Pool
Bed & Breakfast
- Ascoli Piceno
- ·
- Centro Storico
- 0.34 mi to center
9.6Exceptional
(120 Reviews)
3 Bedrooms
3 Baths
8 Guests
251.16 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
£115/Night
7 Nights - £806
Bed & Breakfast
- Ascoli Piceno
- ·
- Centro Storico
- 0.34 mi to center
9.6Exceptional
(72 Reviews)
3 Bedrooms
3 Baths
6 Guests
254.74 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
£123/Night
7 Nights - £863
Bed & Breakfast
- Ascoli Piceno
- ·
- Colle San Marco
- 0.62 mi to center
9.5Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
161.46 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£80/Night
7 Nights - £560
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 1.96 mi to center
9.4Exceptional
(82 Reviews)
8 Bedrooms
9 Baths
22 Guests
250.26 ft²
- Oceanfront
EV Charge Station- Parking
- Pool
£120/Night
7 Nights - £839
Resort
- Marche
- ·
- Ascoli Piceno
- 4.85 mi to center
9.2Exceptional
(741 Reviews)
12 Baths
36 Guests
322.02 ft²
- EV Charge Station
- Parking
- Pool
- Balcony/Terrace
£110/Night
7 Nights - £767
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 2.51 mi to center
9.1Exceptional
(234 Reviews)
7 Bedrooms
8 Baths
15 Guests
589.32 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
£61/Night
7 Nights - £430
Apartment
- Ascoli Piceno
- ·
- Campolungo
- 1.68 mi to center
9.1Exceptional
(158 Reviews)
10 Bedrooms
5 Baths
11 Guests
336.38 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£61/Night
7 Nights - £429
House
- Marche
- ·
- Ascoli Piceno
- 4.12 mi to center
8.8Fabulous
(4 Reviews)
3 Bedrooms
1 Bath
4 Guests
1937.5 ft²
- Parking
- Pool
- Balcony/Terrace
- View
£83/Night
7 Nights - £579
House
- Marche
- ·
- Ascoli Piceno
- 2.75 mi to center
8.5Fabulous
(2 Reviews)
4 Bedrooms
1 Bath
2 Guests
236.81 ft²
- Parking
- Pool
- Balcony/Terrace
- View
£25/Night
7 Nights - £175
Pet-Friendly Holiday Rentals in Ascoli Piceno
Over 73+ Pet-Friendly Holiday Rentals in or Near Ascoli Piceno
House
- Marche
- ·
- Ascoli Piceno
- 4.15 mi to center
3 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£113/Night
7 Nights - £791
House
- Marche
- ·
- Ascoli Piceno
- 6.76 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pet Friendly
- Child Friendly
- Security/Safety
£63/Night
7 Nights - £441
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.13 mi to center
8.8Fabulous
(90 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
£65/Night
7 Nights - £458
House
- Marche
- ·
- Ascoli Piceno
- 7.00 mi to center
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Child Friendly
Laundry
Bedding/Linens
£109/Night
7 Nights - £765
Apartment
- Marche
- ·
- Ascoli Piceno
- 2.92 mi to center
9.7Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
1184.03 ft²
- Parking
- View
- Air Conditioner
- Internet
£109/Night
7 Nights - £762
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.39 mi to center
1 Bedroom
1 Bath
4 Guests
484 ft²
- Breakfast
- Kitchen
- Air Conditioner
- Internet
£96/Night
7 Nights - £675
Apartment
- Marche
- ·
- Ascoli Piceno
- 0.62 mi to center
1 Bedroom
1 Bath
2 Guests
431 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£65/Night
7 Nights - £452
Villa
Tenuta Rosara, ancient farmhouse and villa with private pool and jacuzzi, just 5 km from Ascoli Pice
- Marche
- ·
- Ascoli Piceno
- 2.47 mi to center
9.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2691 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£253/Night
7 Nights - £1,770
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.13 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Balcony/Terrace
- Kitchen
£78/Night
7 Nights - £544
Large Holiday Rentals and Private Villas in Ascoli Piceno
Over 26+ Large Holiday Rentals and Private Villas in or Near Ascoli Piceno
Villa
- Marche
- ·
- Ascoli Piceno
- 2.41 mi to center
6 Bedrooms
3 Baths
14 Guests
2960 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£646/Night
7 Nights - £4,525
Apartment
- Marche
- ·
- Ascoli Piceno
- 2.94 mi to center
9.6Exceptional
(92 Reviews)
4 Bedrooms
4 Baths
10 Guests
645.84 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£48/Night
7 Nights - £338
Villa
- Marche
- ·
- Ascoli Piceno
- 2.29 mi to center
10 Bedrooms
10 Baths
19 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
£560/Night
7 Nights - £3,917
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 1.98 mi to center
9.5Exceptional
(54 Reviews)
3 Bedrooms
3 Baths
11 Guests
157.87 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£89/Night
7 Nights - £620
Bed & Breakfast
- Ascoli Piceno
- ·
- Centro Storico
- 0.24 mi to center
3 Bedrooms
3 Baths
12 Guests
- Air Conditioner
- Internet
- Child Friendly
- Bedding/Linens
£235/Night
7 Nights - £1,645
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.17 mi to center
9.5Exceptional
(40 Reviews)
5 Bedrooms
4 Baths
10 Guests
349.83 ft²
- EV Charge Station
- Parking
- Balcony/Terrace
- Kitchen
£107/Night
7 Nights - £746
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.02 mi to center
9.4Exceptional
(181 Reviews)
4 Bedrooms
4 Baths
10 Guests
861.11 ft²
- Breakfast
- EV Charge Station
- Parking
- Balcony/Terrace
£105/Night
7 Nights - £736
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.39 mi to center
9.4Exceptional
(127 Reviews)
5 Bedrooms
2 Baths
7 Guests
360.59 ft²
- Breakfast
- Air Conditioner
- Internet
- Pet Friendly
£57/Night
7 Nights - £401
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 0.42 mi to center
9.3Exceptional
(521 Reviews)
6 Bedrooms
6 Baths
19 Guests
353.41 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
£79/Night
7 Nights - £555
Wheelchair Accessible Holiday Homes in Ascoli Piceno
Over 22+ Wheelchair Accessible Holiday Homes in or Near Ascoli Piceno
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 3.80 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1292 ft²
- Breakfast
- Parking
- Spa
- Balcony/Terrace
£103/Night
7 Nights - £722
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 2.47 mi to center
9.6Exceptional
(90 Reviews)
1 Bedroom
1 Bath
3 Guests
269.1 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
£59/Night
7 Nights - £415
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.10 mi to center
9.6Exceptional
(182 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Parking
- Spa
- Air Conditioner
£113/Night
7 Nights - £793
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.11 mi to center
1 Bedroom
1 Bath
4 Guests
753 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
£77/Night
7 Nights - £538
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 0.34 mi to center
9.4Exceptional
(234 Reviews)
1 Bedroom
1 Bath
2 Guests
161.46 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
£61/Night
7 Nights - £429
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.04 mi to center
8.8Fabulous
(33 Reviews)
1 Bedroom
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£86/Night
7 Nights - £605
House
- Ascoli Piceno
- ·
- Colle San Marco
- 0.62 mi to center
9.4Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
5 Guests
1205.56 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£90/Night
7 Nights - £633
Resort
- Marche
- ·
- Ascoli Piceno
- 2.04 mi to center
9.1Exceptional
(71 Reviews)
3 Baths
8 Guests
251.16 ft²
- Breakfast
- Parking
Skiing- Balcony/Terrace
£99/Night
7 Nights - £696
Bed & Breakfast
- Marche
- ·
- Ascoli Piceno
- 0.85 mi to center
9.0Exceptional
(69 Reviews)
3 Bedrooms
3 Baths
7 Guests
147.11 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£71/Night
7 Nights - £500
Ascoli Piceno Private Villas and Holiday Homes Under $200
Over 139+ Ascoli Piceno Private Villas and Holiday Homes Under $200
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.08 mi to center
1 Bedroom
1 Bath
4 Guests
538 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£103/Night
7 Nights - £719
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.37 mi to center
9.8Exceptional
(55 Reviews)
2 Bedrooms
2 Baths
6 Guests
371.36 ft²
- Parking
- View
- Air Conditioner
- Internet
£93/Night
7 Nights - £654
Hotel
- Marche
- ·
- Ascoli Piceno
- 3.21 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Breakfast
- Air Conditioner
- Internet
- Child Friendly
£66/Night
7 Nights - £462
New
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.07 mi to center
1 Bedroom
2 Baths
2 Guests
323 ft²
- Internet
- Bedding/Linens
Wellness Facilities- Security/Safety
£93/Night
7 Nights - £648
House
- Ascoli Piceno
- ·
- Centro Storico
- 0.09 mi to center
9.8Exceptional
(23 Reviews)
3 Bedrooms
1 Bath
5 Guests
1151.74 ft²
- Balcony/Terrace
- Air Conditioner
- Internet
- Child Friendly
£71/Night
7 Nights - £498
Apartment
- Marche
- ·
- Ascoli Piceno
- 2.95 mi to center
1 Bedroom
1 Bath
2 Guests
431 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£81/Night
7 Nights - £566
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.10 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Internet
- Child Friendly
TV
£128/Night
7 Nights - £897
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.10 mi to center
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Kitchen
- Internet
- Child Friendly
- Laundry
£129/Night
7 Nights - £900
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.12 mi to center
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Internet
- Child Friendly
- Laundry
£125/Night
7 Nights - £878
Instantly Bookable Holiday Homes in Ascoli Piceno
Over 6+ Instantly Bookable Holiday Homes in or Near Ascoli Piceno
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.11 mi to center
2 Bedrooms
1 Bath
6 Guests
753 ft²
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
£176/Night
7 Nights - £1,230
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.02 mi to center
3 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£107/Night
7 Nights - £746
Apartment
- Marche
- ·
- Ascoli Piceno
- 3.29 mi to center
2 Bedrooms
1 Bath
4 Guests
- Breakfast
- Air Conditioner
- Internet
- Child Friendly
£105/Night
7 Nights - £736
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.29 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Internet
- Laundry
- TV
£84/Night
7 Nights - £591
Apartment
- Marche
- ·
- Ascoli Piceno
- 2.94 mi to center
1 Bedroom
1 Bath
3 Guests
484 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£50/Night
7 Nights - £349
Apartment
- Ascoli Piceno
- ·
- Centro Storico
- 0.23 mi to center
1 Bedroom
1 Bath
2 Guests
431 ft²
- Kitchen
- TV
- Bedding/Linens
- Wellness Facilities
£45/Night
7 Nights - £312
Book a Last Minute Place to Stay in Ascoli Piceno
About Casai's Private Villas and Holiday Rentals in Ascoli Piceno
Discover more than 196 vacation rentals available in Ascoli Piceno. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ascoli Piceno.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ascoli Piceno, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ascoli Piceno. On average, places to stay near Ascoli Piceno offer 491.29 ft², with nightly prices averaging £98.
With Casai, finding and comparing holiday rentals in Ascoli Piceno is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Ascoli Piceno
| Type | Count |
|---|---|
| Holiday Apartments | 77 |
| Vacation Homes | 38 |
| Villas | 4 |
Use these Quick Filters to Find a Holiday Rental in Ascoli Piceno
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Ascoli Piceno.
Top Attractions Around Ascoli Piceno, IT
Casai offers a large selection of top attractions around Ascoli Piceno . Research things to do on your vacation before you visit Ascoli Piceno.
Other Places to Stay in Ascoli Piceno, IT
Frequently Asked Questions About Ascoli Piceno?
What are the top holiday rentals in Ascoli Piceno?
With numerous options available in Ascoli Piceno, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ascoli Piceno:
- B&B Case Pacifici
- THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
- B&B Lo Squarcia
- House with pool in the open countryside - At Aunt Daniela's House, Oasis in Silence.
- Giardino del Sole
- Ver Sacrum - Appartamento in centro
- B&B Hotel Ascoli Piceno
- La casetta nel bosco
- Villino Mari Camere con Parcheggio Privato Gratuito
- Re House Suite & Deluxe Apartament
Which holiday homes in Ascoli Piceno are best for families?
If you're searching for a family-friendly holiday home in Ascoli Piceno, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Ascoli Piceno:
- 2 bedroom apartment steps from Ascoli's stunning Piazza del Popolo
- Dimora Storica Nella Torre Bed & Breakfast
- Albergo Sant'Emidio
How many Casai.uk holiday rentals are available in Ascoli Piceno?
As of 2026, Casai boasts over 196 properties listed in the Ascoli Piceno area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ascoli Piceno.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Centro Storico Vacation Rentals in Ascoli Piceno, Marche | 159 |
Map
