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Holiday apartments and houses in Ascoli Piceno & surrounding area

43 offers for your holiday in Ascoli Piceno & surrounding area

Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
Il Vecchio Acero - Girasole
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Montalto delle Marche

Il Vecchio Acero - Girasole

5 guests
80 m2
2 bedrooms

Agriturismo surrounded in the green hills of the Apennines in the background and a few kilometers from the Adriatic coast

from 140 / night
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
Casa Lilith
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Monteprandone

Casa Lilith

9 guests
230 m2
4 bedrooms

Villa with pool and outbuilding in a secluded location 7km to long sandy beach of San Benedetto. 4 bedrooms 3 bathrooms, Panoramic view.

from 285 / night
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Villa dei Limoni
Ripatransone

Villa dei Limoni

13 guests
360 m2
6 bedrooms

Villa dei Limoni is a roomy villa with pool in the hills of Ripatransone, just 15 minutes from the Adriatic sea.

Free cancellation
from 462 / night
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Villa La Fonte
Ripatransone

Villa La Fonte

18 guests
400 m2
7 bedrooms
1 review

Wonderful villa with pool perfect for families and groups of friends, lovely sea views, just few kilometers from the beautiful beaches of Grottammare and San Benedetto del Tronto.

Free cancellation
from 371 / night
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Villa delle Rose
Montalto delle Marche

Villa delle Rose

16 guests
350 m2
7 bedrooms
1 review

Villa with panoramic pool in the hills of the Piceno, just 20 minutes from the beaches of Cupra Marittima, up to 16 people, ideal for families with children.

Free cancellation
from 311 / night
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
Villa Greta
San Benedetto del Tronto

Villa Greta

9 guests
250 m2
4 bedrooms

Private villa with pool and jacuzzi located in Monte Giberto in Le Marche, just 20 km from the beaches of Porto San Giorgio. Wi-Fi, air conditioning and a large garden are present.

from 298 / night
15%
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Villa Anna Maria
Monteprandone

Villa Anna Maria

15 guests
700 m2
7 bedrooms

Elegant villa with pool near Monteprandone, in the South of Le Marche, just 15 minutes from the beach of San Benedetto del Tronto

-15% discount 05/01/2025 - 09/30/2025

Free cancellation
from 340 / night
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Villa Montefiore
Montefiore dell'Aso

Villa Montefiore

14 guests
200 m2
8 bedrooms

Beautiful and spacious villa with private pool and large garden, located in Montefiore dell'Aso, just a few kilometres from the Adriatic coast.

Free cancellation
from 392 / night
15%
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Villa Torre
Ripatransone

Villa Torre

12 guests
240 m2
5 bedrooms

Villa with heated pool with 4 hydro-massage seats, air conditioning, wellness area with sauna and whirlpool bathtub, stunning panoramic view, just 10 minutes from the sea

-15% discount 05/03/2025 - 06/06/2025

Free cancellation
from 285 / night
5%
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Tenuta Rosara
Ascoli Piceno

Tenuta Rosara

10 guests
250 m2
5 bedrooms

Tenuta Rosara, ancient farmhouse and villa with private pool and jacuzzi, just 5 km from Ascoli Piceno and 30 minutes from the beaches of San Benedetto del Tronto.

-5% discount 01/29/2025 - 09/30/2025

Free cancellation
from 251 / night
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Villa Calanchi
Cossignano

Villa Calanchi

12 guests
200 m2
4 bedrooms

Villa with pool, air conditioning and wonderful panorama in the southern part of the Marche, 20 minutes from the Adriatic Sea.

Free cancellation
from 300 / night
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Villa Lerant
Acquaviva Picena

Villa Lerant

9 guests
160 m2
4 bedrooms

Wonderful villa in the hills with heated pool, wellness area and air conditioning, just 10 minutes from the beach of San Benedetto del Tronto

Free cancellation
from 471 / night
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Villa la Vista
Ripatransone

Villa la Vista

11 guests
110 m2
6 bedrooms

Villa la Vista is a stylish villa near the beach with swimming pool and walking distance from the charming town of Ripatransone

from 195 / night
20%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
4 guests
31 m2
2 bedrooms
2 reviews

up to -20% discount 05/22/2025 - 08/02/2025

from 132 / night
20%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
4 guests
42 m2
2 bedrooms
2 reviews

up to -20% discount 05/22/2025 - 08/02/2025

from 96 / night
20%
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
Porto Sant'Elpidio
Holiday flat family holiday Porto Sant'Elpidio
6 guests
32 m2
3 bedrooms
2 reviews

up to -20% discount 05/22/2025 - 08/02/2025

from 168 / night
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Villa Vincenzo
Civitanova Marche

Villa Vincenzo

4 guests
40 m2
2 bedrooms

Villa Vincenzo: A modern holiday home with swimming pool just a few minutes from the beach in Le Marche

from 142 / night
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
Belvilla by OYO Liquirizia
San Benedetto del Tronto
Belvilla by OYO Liquirizia
5 guests
95 m2
2 bedrooms
1 review

Mezzanine: (bedroom(single bed, single bed, single bed, air conditioning)) On the 1st floor: (open kitchen(stove, electric kettle, toaster, oven, microwave, dishwasher, fridge, wa...

Free cancellation
from 68 / night
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Belvilla by OYO Cardo
Acquaviva Picena
Belvilla by OYO Cardo
2 guests
40 m2
1 bedroom
1 review

Ground floor: (open kitchen(stove, electric kettle, toaster, coffee machine, oven, microwave, dishwasher, fridge, washing machine)

Free cancellation
from 38 / night
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Belvilla by Oyo Gardenia
Ascoli Piceno
Belvilla by Oyo Gardenia
2 guests
43 m2
1 bedroom
1 review

On the 1st floor: (open kitchen(TV, dining table, stove, seating area, electric kettle, toaster, coffee machine, microwave, dishwasher, fridge, washing machine)

Free cancellation
from 35 / night
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Belvilla by Oyo Peperoncino
Ascoli Piceno
Belvilla by Oyo Peperoncino
3 guests
90 m2
1 bedroom
1 review

Ground floor: (open kitchen(stove, toaster, microwave, dishwasher, fridge-freezer, washing machine), Living/diningroom(TV, dining table, fireplace, seating area)

Free cancellation
from 68 / night
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Belvilla by OYO Villa Faggio
Amandola
Belvilla by OYO Villa Faggio
10 guests
300 m2
4 bedrooms
20 reviews

Ground floor: (Living room(TV), storage, washing machine, ironing board, iron) On the 1st floor: (Living room(TV, fireplace, seating area), dining room(dining table)

Free cancellation
from 244 / night
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Belvilla by OYO Casale le Querce
Cossignano
Belvilla by OYO Casale le Querce
8 guests
170 m2
4 bedrooms
1 review

On the 1st floor: (Kitchen(toaster, coffee machine, espresso machine, oven, microwave, dishwasher, fridge-freezer, tumble dryer, ironing board, iron)

Free cancellation
from 141 / night
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Belvilla by OYO Enticing Apartment with Pool
Ascoli Piceno
Belvilla by OYO Enticing Apartment with Pool
2 guests
40 m2
1 bedroom
2 reviews

Ground floor: (open kitchen(dining table, stove, electric kettle, toaster, coffee machine, microwave, dishwasher, fridge, washing machine), bedroom(double bed, TV, seating area)

Free cancellation
from 32 / night
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Belvilla by OYO Fattoria 19
Amandola
Belvilla by OYO Fattoria 19
19 guests
430 m2
8 bedrooms
2 reviews

Ground floor: (Living room(TV, seating area), Large kitchen(TV, dining table, stove, electric kettle, coffee machine, espresso machine, oven, microwave, dishwasher, fridge-freezer)

Free cancellation
from 472 / night

Guest Reviews of Vacation Rentals in Ascoli Piceno & surrounding area

These accommodations are rated the best by vacationers

December 2024

4.2

beautiful campsite

Holiday flat family holiday Porto Sant'Elpidio

Porto Sant'Elpidio

View German

beautiful campsite

Beautifully furnished mobile home, very bright and spacious. Nice staff.


from 133€ night

December 2024

4.4

very beautiful

Holiday flat family holiday Porto Sant'Elpidio

Porto Sant'Elpidio

View German

very beautiful

Great camping, clean and well-maintained. Beach nearby and plenty of shopping options.


from 96€ night

December 2024

4.6

beautiful vacation

Holiday flat family holiday Porto Sant'Elpidio

Porto Sant'Elpidio

View German

beautiful vacation

Very nice accommodation, the surroundings are very beautiful, and you are right by the beach.


from 96€ night

Vacation ideas for your holiday home vacation in Ascoli Piceno & surrounding area

Rent out now on Ferienhausmiete.de

Are you still looking for the right holidaymakers for your holiday home or apartment?

43 dreamy accommodations in the most beautiful places Ascoli Piceno & vicinity

Other popular regions for your holiday in Ascoli Piceno & surrounding area

Travel guide Ascoli Piceno & vicinity

Good to know for vacationers

What do you need to experience in Ascoli Piceno & surrounding area?

Experience cultural highlights and beautiful nature

Spend your vacation in a holiday home or apartment from private owners in Ascoli Piceno & Surroundings in a charming landscape. The province stretches from the fine sandy beaches of the Adriatic Sea to a gentle hill range and the mighty mountains of the Apennines. During your stay in a private accommodation in the Marche region, you should definitely visit the Gran Sasso Laga National Park and the Sibillini Mountains. In addition to well-developed hiking trails, there are also mountain bike routes for sporty holiday guests. For a hiking holiday in Ascoli Piceno & Surroundings, a private holiday apartment or holiday home is perfect because you are not dependent on predetermined meal times, as is the case in hotels. Although Ascoli Piceno itself is about 30 kilometers from the coast, the city offers numerous attractions. It is perched on a hill above the rivers Castellano and Tronto and impresses with a picturesque old town with imposing buildings. Another popular destination is the coastal towns of Grottamare and San Benedetto del Tronto. In addition to plenty of bathing fun, there are medieval attractions to marvel at in the local museums. Take a boat trip and admire the beautiful landscape from the water. If you want to treat yourself, we recommend a stay in Acquasanta Terme, already a popular relaxation resort with its healing thermal water during Roman times.

What can you experience in Ascoli Piceno & surrounding area with children?

Nature experiences in Ascoli Piceno & Surroundings

Spend your vacation with a pool in Ascoli Piceno & Surroundings in a diverse landscape that offers numerous leisure activities for young and old. Ascoli Piceno is the city of art and culture and impresses with historical buildings, streets, and squares that tell many stories. At the foot of the mountain landscape, there are numerous hiking trails with varying levels of difficulty. Climbing Monte Vettore is worthwhile, where you can marvel at the legendary Pilatus Lake at an altitude of 1,941 m. With a diameter of 500 m, it is quite small but is an important biotope for the unique 10 mm long freshwater shrimp. The entire summit region is also known for its legends and myths. According to a legend, one of ten Sibyls worked in the hard-to-reach caves. If you rent a holiday apartment or holiday home from a private owner in the summer months in Ascoli Piceno or Monteprandone, a day at the beach is a must. Here you can relax in the sun while your children build sandcastles and splash in the water.

Where can I eat out in Ascoli Piceno & surrounding area?

Enjoy culinary delights

Like many Italian cuisines, the cuisine of Ascoli Piceno & Surroundings is considered down-to-earth. The ingredients are always freshly processed and depend on the season. One of the most popular dishes in the area is fish soup, which contains over 13 different types of fish. While the maritime cuisine takes center stage in the coastal areas, there are also numerous meat dishes in the hinterland, which are predominantly based on meat. Pasta in various forms as well as truffles and local wine can be found on every menu. Another delicacy is olives from the region, which are often served fried or stuffed.

How do I come to Ascoli Piceno & vicinity?

La dolce vita - Your journey to the holiday home

Ascoli Piceno & Surroundings is a popular area in the Marche region and is located about 30 kilometers from the coast. In addition to the car, you can reach your holiday apartment or holiday home by private train via the line Rome – San Benedetto del Tronto. Once you arrive at S. Benedetto del Tronto station, continue by regional train or bus to your accommodation. For guests arriving by plane, the airports of Pescara, Ancona, and Rome are available.

Information about holiday homes & apartments in Ascoli Piceno & surrounding area

Helpful Information

Available vacation rentals
43 offers
Possible discounts
up to 20%
Min. price per night
from 75 €
Popular amenities
dog friendly vacation, TV, Wifi, garden and swimming pool
Pets allowed
23 offers
Accommodations with pool
39 offers

Frequently asked questions

FAQs

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