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

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Province of Ascoli Piceno

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642 Holiday homes

5

Holiday villa rental

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 £261 / night

£1,218 - £2,174 / week

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from £261 / night

21

Holiday apartment in Cupra Marittima

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 £47 / night

£345 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £47 / night

21

Apartment accommodation in Grottammare

Province of Ascoli Piceno / Grottammare

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly

from £70 / night

£322 - £870 / week

Book View

Responds fast!
avg. 3 hours 45 minutes

from £70 / night

(5) Excellent 

26

Holiday farmhouse in Offida

Province of Ascoli Piceno / Offida

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Child friendly

from £57 / night

£383 - £522 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £57 / night

(8) Excellent 

13

B&b rental in Monteprandone

Province of Ascoli Piceno / Monteprandone

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Pet friendly

from £31 / night

£213 - £305 / week

Book View

Responds fast!
avg. 48 minutes

from £31 / night

(1) Very Good 

16

Apartment rental in Porto d'Ascoli

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 £87 / night

£392 - £1,127 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £87 / night

15

San Benedetto Del Tronto holiday apartment rental

Province of Ascoli Piceno / San Benedetto Del Tronto

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £62 / night

£435 - £826 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £62 / night

13

Holiday apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning

from £61 / night

£522 - £1,522 / week

Book View

from £61 / night

(3) Excellent 

27

Holiday apartment in Montefiore dell'Aso

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 £81 / night

£545 - £982 / week

Book View

Responds fast!
avg. 53 minutes

from £81 / night

(2) Very Good 

26

Holiday apartment in Montefiore dell'Aso

Province of Ascoli Piceno / Montefiore dell'Aso

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 11 km
  • Swimming pool
  • Child friendly

from £60 / night

£401 - £642 / week

Book View

Responds fast!
avg. 53 minutes

from £60 / night

18

Holiday apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £44 / night

£305 - £992 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £44 / night

31

Holiday condo in San Benedetto Del Tronto

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 £37 / night

£256 / week

Book View

Responds fast!
avg. 2 hours 0 minutes

from £37 / night

(6) Excellent 

27

Holiday apartment in Offida

Province of Ascoli Piceno / Offida

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 15 km
  • Child friendly
  • Car not necessary

from £44 / night

£287 / week

Book View

from £44 / night

(2) Excellent 

19

San Benedetto Del Tronto holiday apartment rental

Province of Ascoli Piceno / San Benedetto Del Tronto

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly

from £48 / night

£335 - £783 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from £48 / night

(3) Excellent 

23

Holiday villa in Ascoli Piceno

Province of Ascoli Piceno / Ascoli Piceno

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly

from £53 / night

£366 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £53 / night

21

Holiday apartment in Ripatransone

Province of Ascoli Piceno / Ripatransone

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £40 / night

£274 - £574 / week

Book View

from £40 / night

25

Holiday apartment rental

Province of Ascoli Piceno / Montefiore dell'Aso

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £87 / night

£609 / week

Book View

from £87 / night

23

Holiday apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £44 / night

£348 - £1,074 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £44 / night

(5) 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 £140 / night

£980 / week

Book View

from £140 / night

(1) Excellent 

14

Holiday apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

from £65 / night

£455 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from £65 / night

20

Ripatransone holiday b&b rental

Province of Ascoli Piceno / Ripatransone

5 14 1 night min

  • 5 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £44 / night

£305 / week

Book View

from £44 / night

(2) Very Good 

11

San Benedetto Del Tronto holiday apartment rental

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 km
  • Child friendly

from £61 / night

£305 - £853 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £61 / night

(6) Excellent 

6

Monteprandone holiday b&b rental

Province of Ascoli Piceno / Monteprandone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £35 / night

£244 / week

Book View

Responds fast!
avg. 46 minutes

from £35 / night

(6) Excellent 

24

Holiday apartment in Montefiore dell'Aso

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 £50 / night

£322 - £453 / week

Book View

Responds fast!
avg. 53 minutes

from £50 / night

(2) Excellent 

16

Holiday condo rental

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 Min stay varies

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

from £61 / night

£392 - £1,087 / week

Book View

from £61 / night

(1) Very Good 

14

Townhouse rental in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £52 / night

£302 / week

Book View

Responds fast!
avg. 53 minutes

from £52 / night

(2) Excellent 

26

Holiday cottage in Ascoli Piceno

Province of Ascoli Piceno / Ascoli Piceno

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 36 km
  • Child friendly

from £87 / night

£566 - £783 / week

Book View

from £87 / night

(2) Very Good 

13

Ascoli Piceno holiday b&b rental

Province of Ascoli Piceno / Ascoli Piceno

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 30 km
  • Child friendly

from £35 / night

£261 - £718 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £35 / night

8

Holiday apartment in Porto d'Ascoli

San Benedetto Del Tronto / Porto d'Ascoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly

from £99 / night

£690 / week

Book View

from £99 / night

(1) Excellent 

12

Holiday apartment in Grottammare

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Ask owner if suitable for children

from £31 / night

£174 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £31 / night

22

Holiday apartment with shared pool in Appignano del Tronto

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 £109 / night

£761 / week

Book View

from £109 / night

23

San Benedetto Del Tronto holiday home rental

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Child friendly

from £53 / night

£366 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £53 / night

(1) Very Good 

10

Holiday b&b in Ripatransone

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 £95 / night

£664 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £95 / night

(1) Excellent 

19

Holiday condo rental

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 Min stay varies

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

from £61 / night

£435 - £1,305 / week

Book View

from £61 / night

26

San Benedetto Del Tronto holiday apartment accommodation

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.6 km
  • Child friendly
  • Car not necessary

from £44 / night

£392 - £826 / week

Book View

from £44 / 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 £105 / night

£418 - £783 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £105 / night

14

Holiday apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £113 / night

£348 - £957 / week

Book View

from £113 / night

22

Holiday apartment in Cupra Marittima

Province of Ascoli Piceno / Cupra Marittima

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly

from £79 / night

£870 - £1,305 / week

Book View

from £79 / night

(3) Very Good 

23

Holiday townhouse in Montalto delle Marche

Province of Ascoli Piceno / Montalto delle Marche

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets

from £39 / night

£260 / week

Book View

Responds fast!
avg. 34 minutes

from £39 / night

13

Holiday apartment rental

Province of Ascoli Piceno / Grottammare

2 4 13 nights min

  • 2 bedrooms
  • Sleeps 4
  • 13 nights min
  • Nearest beach 0.15 km
  • Child friendly
  • Car not necessary

from £31 / night

£213 / week

Book View

from £31 / 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
Villa Rosmarino
A MEMORABLE VACATION IN A WONDERFUL COUNTRY SIDE LOCATION, WITH HOSTSMAKING YOU FEEL LOKE YOU ARE AT HOME.

We had a very warm welcome and found our apartment very comfortable, well equipped and spotlessly clean. A few steps to the pool and garden with Olive,Persimmon and walnut trees. The views of the surrounding countryside of rolling hills with ancient Towns atop, simply "Magnificent". The owners were there if we needed them but gave us as much privacy as we could have wanted. As we did not want to eat out too often we took the offer of having meals cooked by the owner and we were absolutely delighted with his culinary skills. A very relaxing but most enjoyable time and happy to go there again. Ein wunderbarer Urlaub und wir werden wiederkommen im naechsten Jahr.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
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