50 Best Vacation Rentals in Province of Ascoli Piceno - Holiday Lettings - Cabins

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San Benedetto Del Tronto
73 properties
Ascoli Piceno
42 properties
Grottammare
30 properties
Cupra Marittima
20 properties
Offida
17 properties
Cossignano
16 properties
Montalto delle Marche
16 properties
Montefiore dell'Aso
16 properties
Ripatransone
13 properties
Montedinove
8 properties
Colli Del Tronto
7 properties
Carassai
6 properties

Province of Ascoli Piceno

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273 Vacation rentals

(1) Very Good 

16

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 mi
  • Child friendly

 …see more

from $108 / night

$486 - $1338 / week

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from $108 / night

(5) Excellent 

5

Province of Ascoli Piceno / Monteprandone

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

 …see more

from $27 / night

$189 / week

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from $27 / night

(1) Excellent 

24

Offida Vacation villa rental

Province of Ascoli Piceno / Offida

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Villa Carlo is a large luxury Villa among olives trees and wineyards with private heated swimming pool (13 x 4 mts), glass house in the garden with spa and hot tube (jacuzzi up to 6 people), sauna (up to 6 people). Nature, quiet, wonderful view. Free organic wine &  …see more

from $524 / night

$3667 - $4529 / week

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from $524 / night

(1) Excellent 

28

Province of Ascoli Piceno / Montalto delle Marche

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $65 / night

$453 - $680 / week

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from $65 / night

13

Province of Ascoli Piceno / Cupra Marittima

3 5 7 nights min

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

 …see more

from $70 / night

$486 - $1240 / week

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from $70 / night

(2) Excellent 

21

Province of Ascoli Piceno / Ascoli Piceno

2 5 2 nights min

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

 …see more

from $44 / night

$324 - $777 / week

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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 mi
  • Swimming pool
  • Child friendly
A well furnished villa with a private swimming pool and stunning views. Peaceful and relaxing surroundings where you can while away the hours around the pool or from the beautiful terrace, eating and drinking the local produce whilst admiring the wonderful surroundings  …see more

from $174 / night

$1216 / week

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from $174 / night

21

Province of Ascoli Piceno / Grottammare

2 7 Min stay varies

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

 …see more

from $87 / night

$399 - $971 / week

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from $87 / night

10

Apartment rental in Grottammare

Province of Ascoli Piceno / Grottammare

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Appartamento prima fila mare in zona meravigliosa. Composto da 1 camera matrimoniale. 1 camera con 2 letti singoli. 2 bagni con doccia. Soggiorno e cucina con Pinguino e Tv. L'Appartamento è posto all'ottavo piano (con ascensore) e gode di una splendid  …see more

from $93 / night

$647 / week

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from $93 / night

31

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 0.4 mi
  • Child friendly

 …see more

from $76 / night

$550 / week

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from $76 / night

9

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

 …see more

from $77 / night

$486 / week

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from $77 / night

(1) Excellent 

7

Province of Ascoli Piceno / Ascoli Piceno

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 33 mi
  • Air conditioning

 …see more

from $49 / night

$313 / week

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from $49 / night

12

Province of Ascoli Piceno / Grottammare

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $33 / night

$216 / week

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from $33 / night

7

Province of Ascoli Piceno / Cupra Marittima

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $70 / night

$486 - $1240 / week

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from $70 / night

(2) Very Good 

11

Province of Ascoli Piceno / Grottammare

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $76 / night

$432 - $594 / week

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from $76 / night

(1) Excellent 

40

Province of Ascoli Piceno / Offida

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Child friendly

 …see more

from $71 / night

$491 / week

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from $71 / night

(1) Excellent 

20

Province of Ascoli Piceno / Cupra Marittima

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $54 / night

$281 - $1219 / week

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from $54 / night

(6) Excellent 

27

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

 …see more

from $87 / night

$486 - $1025 / week

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from $87 / night

21

Province of Ascoli Piceno / Cupra Marittima

3 7 Min stay varies

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

 …see more

from $135 / night

$944 / week

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from $135 / night

(4) Excellent 

17

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

 …see more

from $65 / night

$378 - $809 / week

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from $65 / night

10

San Benedetto Del Tronto / Porto d'Ascoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $87 / night

$346 - $1122 / week

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from $87 / night

(5) Excellent 

16

Vacation 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 mi
  • Swimming pool
Villa Rosa Bianca is a beautiful restored `casale' set in a tranquil location, yet only 12km from the sea and safe bathing areas, and 3km from Montefiore Dell'Aso, famous for its `infiorata' when the streets are covered with pictures made from flowers. Ap  …see more

from $60 / night

$389 - $534 / week

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from $60 / night

(1) Good 

15

Province of Ascoli Piceno / San Benedetto Del Tronto

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $65 / night

$205 / week

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from $65 / night

(3) Excellent 

19

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

 …see more

from $76 / night

$432 - $917 / week

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from $76 / night

(3) Very Good 

24

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 0.7 mi
  • Child friendly

 …see more

from $49 / night

$324 - $1116 / week

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from $49 / night

10

Offida / Contrada Tesino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

26

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 mi
  • Child friendly

 …see more

from $44 / night

$216 - $809 / week

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from $44 / night

20

Province of Ascoli Piceno / Appignano del Tronto

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $135 / night

$944 / week

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from $135 / night

(2) Excellent 

17

Townhouse rental in Montedinove

Province of Ascoli Piceno / Montedinove

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Suitable for children age 5+
Our house is in the village of Montedinove in the lovely region of Le Marche on the Adriatic coast. We are twenty minutes from the coast and thirty minutes from the SibiliniMountains. The nearest coastal towns to our house are Cupra Maritima, Pedaso and Grottmare. On th  …see more

from $69 / night

$434 / week

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from $69 / night

30

Province of Ascoli Piceno / Ripatransone

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $321 / night

$2243 - $4517 / week

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from $321 / night

42

Province of Ascoli Piceno / Grottammare

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $73 / night

$421 - $2049 / week

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from $73 / night

(8) Very Good 

30

Vacation home in Ripatransone

Province of Ascoli Piceno / Ripatransone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Casa Graziosa is a spacious, two-storey country house, with a floor area of approx. 200 sq.meter. The farmhouse, perfectly located between the Adriatic Sea and the Apennine Mountains, is surrounded by rolling hills, beautiful vineyards and stunning medieval towns, away  …see more

from $118 / night

$754 - $970 / week

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from $118 / night

17

Province of Ascoli Piceno / Grottammare

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from $54 / night

$216 - $777 / week

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from $54 / night

20

Province of Ascoli Piceno / San Benedetto Del Tronto

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $46 / night

$318 / week

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from $46 / night

(8) Excellent 

19

Vacation 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 mi
  • Swimming pool
The apartment is part of a large Liberty listed villa, dating back to the 15th century and recently restored with the help of local artisans to a high standard, set within extensive private grounds. The apartment is completely private and self-contained, with its own e  …see more

from $173 / night

$1187 - $1850 / week

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from $173 / night

(1) Very Good 

17

San Benedetto Del Tronto / Porto d'Ascoli

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min

 …see more

from $151 / night

$1057 / week

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from $151 / night

19

Cupra Marittima Vacation villa rental

Province of Ascoli Piceno / Cupra Marittima

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 500 mi
  • Child friendly
Villa Cupra is an old building located in the ancient medieval suburb of Cupra Marittima , next to the church of Annunziata and just outside the Gate of the Sun. The property is overlooking the beautiful coastline of the Adriatic Sea and the surrounding hills covered in  …see more

from $216 / night

$1402 - $1931 / week

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from $216 / night

6

Province of Ascoli Piceno / Ascoli Piceno

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

 …see more

from $151 / night

$1057 / week

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from $151 / night

21

Province of Ascoli Piceno / Cupra Marittima

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.2 mi
  • Child friendly
  • Pet friendly

 …see more

from $59 / night

$432 / week

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from $59 / night

(2) Very Good 

20

Vacation home with swimming pool, golf nearby in Ascoli Piceno

Province of Ascoli Piceno / Ascoli Piceno

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Le Marche:Charming farmhouse, surrounded by rolling hills, with spectacular views of the country side and the mountains; short driving distance to the sea. .Recently remodeled; sleeps twelve. Two separate kitchens, living rooms and private entrances, allows simu  …see more

from $232 / night

$1618 - $20487 / week

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from $232 / night

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