Apartments in Province of Ascoli Piceno and Houses – Holiday Lettings - Holiday Rentals Province of Ascoli Piceno

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Acquaviva Picena
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Cossignano
7 properties
Massignano
6 properties
Carassai
5 properties
Monteprandone
5 properties

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666 Holiday homes

20

2 bedroom apartment in Grottammare from £45/night | balcony / terrace & air conditioning

Province of Ascoli Piceno / Grottammare

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.15 km
  • Child friendly
  • Car not necessary

from £45 / night

£314 / week

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from £45 / night

(6) Excellent 

25

Villa accommodation in Carassai with swimming pool

Province of Ascoli Piceno / Carassai

4 9 1 night min

  • 4 bedrooms
  • sleeps 9
  • 1 night min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £150 / night

£1,050 / week

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from £150 / night

22

Appignano del Tronto holiday apartment rental

Province of Ascoli Piceno / Appignano del Tronto

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £112 / night

£785 / week

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from £112 / night

16

B&b in Ascoli Piceno from £49/night | 2 bedrooms, sleeps 9, beach / lakeside relaxation

Province of Ascoli Piceno / Ascoli Piceno

2 9 1 night min

  • 2 bedrooms
  • sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Ski
  • Child friendly

from £50 / night

£269 / week

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from £50 / night

(3) Excellent 

24

Fantastic rental in Montefiore dell'Aso, Province of Ascoli Piceno - Great for beach or lakeside relaxation and golf within 30mins drive | swimming pool

Province of Ascoli Piceno / Montefiore dell'Aso

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

from £52 / night

£332 - £467 / week

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Responds fast!
avg. 1 hour 0 minutes

from £52 / night

3

B&b in Colli Del Tronto with bicycles available | mountain views, cycling holidays & horse riding | From £67/night

Province of Ascoli Piceno / Colli Del Tronto

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 15 km
  • Child friendly
  • Air conditioning

from £68 / night

£471 / week

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from £68 / night

11

Grottammare apartment great for city breaks, balcony / terrace from £76/night

Province of Ascoli Piceno / Grottammare

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £77 / night

£673 / week

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Responds fast!
avg. 3 hours 43 minutes

from £77 / night

20

Villa with wi-fi, garden, solarium / roof terrace & more in Grottammare

Province of Ascoli Piceno / Grottammare

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £71 / night

£494 - £594 / week

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from £71 / night

16

Ideal b&b in Cossignano from £64/night | 4 bedrooms, sleeps 6, beach / lakeside relaxation

Province of Ascoli Piceno / Cossignano

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £64 / night

£448 / week

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from £64 / night

21

Province of Ascoli Piceno - Check out this amazing 4 bedrooms b&b with balcony / terrace in Roccafluvione

Province of Ascoli Piceno / Roccafluvione

4 6 1 night min

  • 4 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £18 / night

£126 / week

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from £18 / night

5

Holiday villa with swimming pool in Monteprandone

Province of Ascoli Piceno / Monteprandone

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £269 / night

£1,253 - £1,790 / week

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from £269 / night

(8) Excellent 

19

Holiday apartment with swimming pool in Offida

Province of Ascoli Piceno / Offida

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £108 / night

£718 - £987 / week

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from £108 / night

20

Hotel apartment with 2 bedrooms in Cupra Marittima, Province of Ascoli Piceno | balcony / terrace, fishing & water sports

Province of Ascoli Piceno / Cupra Marittima

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £45 / night

£234 - £269 / week

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from £45 / night

(2) Excellent 

27

Self-catering apartment in Offida with air conditioning & wi-fi - Great for horse riding

Province of Ascoli Piceno / Offida

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Child friendly
  • Car not necessary

from £45 / night

£296 / week

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from £45 / night

6

Pet friendly accommodation in Monteprandone with wi-fi, sleeps 6, mountain views

Province of Ascoli Piceno / Monteprandone

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £41 / night

£283 / week

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from £41 / night

16

Apartment in Porto d'Ascoli with garden - from £90/night, beach / lakeside relaxation

San Benedetto Del Tronto / Porto d'Ascoli

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £90 / night

£404 - £454 / week

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from £90 / night

(5) Excellent 

27

Self-catering holiday rental in Montefiore dell'Aso, Province of Ascoli Piceno | satellite tv and solarium / roof terrace - pet friendly property

Province of Ascoli Piceno / Montefiore dell'Aso

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £84 / night

£563 - £1,014 / week

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Responds fast!
avg. 1 hour 0 minutes

from £84 / night

(1) Average 

14

Stay at this condo in Grottammare with balcony / terrace, wi-fi & sea view from £90/night

Province of Ascoli Piceno / Grottammare

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £90 / night

£494 / week

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from £90 / night

27

Child friendly rental - 1 bedroom in Montalto delle Marche, Province of Ascoli Piceno with balcony / terrace

Province of Ascoli Piceno / Montalto delle Marche

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Child friendly

from £54 / night

£377 - £597 / week

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from £54 / night

17

Experience a home from home at this house in Porto d'Ascoli | air conditioning & balcony / terrace

San Benedetto Del Tronto / Porto d'Ascoli

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning

from £36 / night

£251 / week

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from £36 / night

(1) Excellent 

17

Escape to San Benedetto Del Tronto, Province of Ascoli Piceno in this beautiful holiday apartment | Sleeps 4, 1 bedroom

Province of Ascoli Piceno / San Benedetto Del Tronto

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £52 / night

£359 - £718 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £52 / night

(6) Very Good 

30

Ripatransone - house with a very good review rating | fireplace & balcony / terrace | cycling holidays

Province of Ascoli Piceno / Ripatransone

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £144 / night

£967 - £1,092 / week

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from £144 / night

14

Holiday apartment in San Benedetto Del Tronto, Province of Ascoli Piceno, from £80/night. With air conditioning, balcony / terrace and much more!

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £80 / night

£560 / week

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Responds fast!
avg. 1 hour 37 minutes

from £80 / night

12

Holiday apartment with 2 bedrooms and balcony / terrace in Grottammare

Province of Ascoli Piceno / Grottammare

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary

from £42 / night

£289 / week

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from £42 / night

16

Enjoy tennis in town and horse riding in Colli Del Tronto at this b&b from £31/night

Province of Ascoli Piceno / Colli Del Tronto

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £32 / night

£220 / week

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from £32 / night

15

Townhouse in Ripatransone with children's pool from £67/night - Perfect for tennis in town, horse riding & city breaks

Province of Ascoli Piceno / Ripatransone

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Private garden

from £68 / night

£449 - £637 / week

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Responds fast!
avg. 2 hours 13 minutes

from £68 / night

19

Apartment in San Benedetto Del Tronto with balcony / terrace from £63/night - Great for walking holidays

Province of Ascoli Piceno / San Benedetto Del Tronto

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £63 / night

£440 / week

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from £63 / night

17

2 bedroom accommodation in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

from £90 / night

£628 / week

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from £90 / night

10

Ripatransone self-catering b&b from £98/night. Pet friendly with swimming pool / beach or lakeside relaxation

Province of Ascoli Piceno / Ripatransone

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £99 / night

£689 / week

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Responds fast!
avg. 3 hours 48 minutes

from £99 / night

6

Holiday rental in Montefiore dell'Aso from £63/night. Sleeps 20, 5 bedrooms

Province of Ascoli Piceno / Montefiore dell'Aso

5 20 1 night min

  • 5 bedrooms
  • sleeps 20
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £63 / night

£440 / week

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from £63 / night

7

B&b rental in Cossignano with shared pool

Province of Ascoli Piceno / Cossignano

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £117 / night

£815 / week

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from £117 / night

17

Affordable house rental in Province of Ascoli Piceno – 2 bedrooms from £31/night

Province of Ascoli Piceno / Offida

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 17 km
  • Child friendly

from £32 / night

£220 / week

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from £32 / night

26

Child friendly apartment in San Benedetto Del Tronto, Province of Ascoli Piceno - 1 bedroom | city breaks

Province of Ascoli Piceno / San Benedetto Del Tronto

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £36 / night

£180 - £673 / week

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Responds fast!
avg. 3 hours 58 minutes

from £36 / night

(9) Excellent 

29

Apartment rental in San Benedetto Del Tronto with wi-fi, air conditioning, beach or lakeside relaxation from £72/night

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £72 / night

£494 - £854 / week

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Responds fast!
avg. 2 hours 36 minutes

from £72 / night

13

Comfortable condo in Province of Ascoli Piceno. Sleeps 5 in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £59 / night

£404 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £59 / night

(1) Excellent 

31

Top rated holiday condo in San Benedetto Del Tronto | beach / lakeside relaxation | Sleeps 3 | nightlife | Nearest beach 1 km

Province of Ascoli Piceno / San Benedetto Del Tronto

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £50 / night

£346 / week

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Responds fast!
avg. 3 hours 26 minutes

from £50 / night

(1) Excellent 

8

Private apartment with 5 bedrooms in Ascoli Piceno | wi-fi, city breaks and more

Province of Ascoli Piceno / Ascoli Piceno

5 5 1 night min

  • 5 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly

from £45 / night

£216 - £718 / week

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from £45 / night

21

Looking for pet friendly accommodation in Cupra Marittima? Rent this apartment from £49/night

Province of Ascoli Piceno / Cupra Marittima

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £49 / night

£360 / week

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Responds fast!
avg. 1 hour 18 minutes

from £49 / night

24

Holiday tower in Montefiore dell'Aso

Province of Ascoli Piceno / Montefiore dell'Aso

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £107 / night

£781 - £1,032 / week

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from £107 / night

(1) Excellent 

10

Ascoli Piceno holiday apartment rental

Province of Ascoli Piceno / Ascoli Piceno

2 7 1 night min

  • 2 bedrooms
  • sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly

from £108 / night

£432 - £809 / week

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Responds fast!
avg. 3 hours 7 minutes

from £108 / night

Top Destination reviews

La culla dei Sabini
Excellent appartment in the city center

Clean and nice well equiped appartment in the city center of Ascoli Piceno. The owners are really helpfull and their homemade cake is delicious. … see more
Il Teatro
We left our heart in Montalto

The month of June in Montalto. It was like out of a novel about Italy! Incredible, spectacular! The best food, people, scenery…. and the lovely Maria! She made our stay and the trip would not have been the same without her enthusiasm for the people and towns of the Le Marche region. Wine-tasting, festivals, suggestions on where to eat, what to see, what to do, plus learning how to make fresh pasta! Overall a fantastic adventure. We will return to Le Marche!see more
Villa Moltini
I really felt at home!

Machiel is a great host - he is kind, attentive and very open. The villa is very big and therefore really gives you the sense of privacy when you need it. The atmosphere is warm and I really felt at home. The views are breathtaking and the surrounding area is full of places of interest and beautiful nature. The great thing about Villa Moltini is that you feel free to do whatever you feel like. I can also imagine this being the ideal location for a group holiday since it's spacious and very homely at the same time. Machiel can arrange excursions, visits and other activities to make your stay into an unforgettable one. Would I recommend this vacation rental to a friend? Absolutely YES!see more
Casa Graziosa
Such a beautiful setting, and so relaxing.

Such a beautiful setting, and so relaxing, Casa Graziosa was exactly what our family needed. The house is so welcoming - beautifully done and extremely clean. The perfect place for children and adults. We had another fantastic holiday, the peace and quiet, and sampling the real Italy. Marek 2011 … see more
Country house Tenuta Cocci Grifoni
Beautiful place with fantastic view to discover the marche.

Our family ( parents and 4 children) liked that place on the vinery very much, not only for the fantastic view. We never had such a clean and good furnished appartemet with good equipment in Italy. The host family is extremely friendly, helpful and reachable all time and the best, we had a nice wine tasting for free.see more
Casa italia
Top villa, well presented

We have just returned from 2 weeks holiday here. Having used Holiday Lettings over the last 10 years this is probably the best villa we have had. The photos don't do the view justice! It is very well equipped - for living there rather than just visiting. I like the no breakage deposit but add to fund - we did not break anything but it engenders the right feel and respect. Really good house notes sent prior to going on holiday and the listing gives a really fair representation. The only downside is that restaurants and bigger shops are all 20 minutes drive away- but boy are the restaurants worth it! Great local food, sourced locally as were the wines - so people very much in touch with their traditions and environment. Pool was lovely, the balcony a joy to sit at with that open view. Really efficient dealings with the owners too. I highly recommend this for people who want to chill and eat well,particularly if you like truffles!see more