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

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San Benedetto Del Tronto
72 properties
Ascoli Piceno
42 properties
Grottammare
29 properties
Cupra Marittima
19 properties
Offida
18 properties
Cossignano
16 properties
Montalto delle Marche
16 properties
Montefiore dell'Aso
16 properties
Ripatransone
9 properties
Montedinove
8 properties
Colli Del Tronto
7 properties
Carassai
6 properties

Province of Ascoli Piceno

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267 Vacation rentals

(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 $150 / night

$1050 / week

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from $150 / night

(2) Excellent 

21

Province of Ascoli Piceno / Ascoli Piceno

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 mi
  • Child friendly
  • Pet friendly

 …see more

from $64 / night

$371 - $816 / week

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from $64 / 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 $53 / night

$276 - $1198 / week

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from $53 / night

(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 $43 / night

$212 - $795 / week

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from $43 / night

14

Province of Ascoli Piceno / Grottammare

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $64 / night

$212 - $530 / week

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from $64 / 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 $85 / night

$530 - $583 / week

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from $85 / 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 $515 / night

$3602 - $4450 / week

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from $515 / 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 $85 / night

$477 - $1007 / week

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from $85 / 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 $212 / night

$1378 - $1897 / week

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from $212 / 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 $85 / night

$392 - $954 / week

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from $85 / 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 $133 / night

$927 / week

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from $133 / 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 $75 / night

$541 / week

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from $75 / night

25

Province of Ascoli Piceno / San Benedetto Del Tronto

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $60 / night

$416 / week

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from $60 / night

4

Province of Ascoli Piceno / Ascoli Piceno

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 28 mi
  • Child friendly

 …see more

from $75 / night

$424 - $647 / week

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from $75 / night

(5) Excellent 

18

Province of Ascoli Piceno / Offida

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $53 / night

$371 - $530 / week

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from $53 / night

(2) Very Good 

13

Province of Ascoli Piceno / Ascoli Piceno

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 30 mi
  • Child friendly

 …see more

from $43 / night

$318 - $652 / week

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from $43 / 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 $64 / night

$445 - $668 / week

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from $64 / night

16

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 mi
  • Child friendly

 …see more

from $106 / night

$636 - $1484 / week

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from $106 / 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 $48 / night

$308 / week

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from $48 / night

(2) Excellent 

17

Province of Ascoli Piceno / Grottammare

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $59 / night

$382 / week

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from $59 / 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 $64 / night

$371 - $795 / week

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from $64 / 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 $58 / night

$424 / week

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from $58 / 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 $69 / night

$477 - $1219 / week

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from $69 / night

(3) Excellent 

16

Province of Ascoli Piceno / Grottammare

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.15 mi
  • Child friendly
  • Air conditioning

 …see more

from $53 / night

$371 / week

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from $53 / 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 $59 / night

$382 - $525 / week

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from $59 / 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 $85 / night

$339 - $1102 / week

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from $85 / 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 $64 / night

$202 / week

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from $64 / night

(1) Very Good 

8

Province of Ascoli Piceno / San Benedetto Del Tronto

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $69 / night

$477 - $901 / week

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from $69 / night

(1) Very Good 

15

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $48 / night

$317 - $668 / week

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from $48 / night

18

Province of Ascoli Piceno / Stella di Monsampolo

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $75 / night

$371 / week

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from $75 / 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 $227 / night

$1589 - $20128 / week

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from $227 / 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 $116 / night

$741 - $953 / week

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from $116 / night

21

Province of Ascoli Piceno / San Benedetto Del Tronto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Suitable for children age 5+

 …see more

from $43 / night

$244 - $469 / week

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from $43 / night

(5) Excellent 

4

Province of Ascoli Piceno / Colli Del Tronto

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Child friendly

 …see more

from $80 / night

$557 / week

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from $80 / night

(1) Excellent 

19

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 mi
  • Child friendly

 …see more

from $96 / night

$583 - $1484 / week

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from $96 / night

(1) Excellent 

16

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 mi
  • Child friendly

 …see more

from $80 / night

$424 - $1272 / week

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from $80 / night

13

San Benedetto Del Tronto / Porto d'Ascoli

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $80 / night

$477 / week

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from $80 / night

(2) Very Good 

30

Home rental in Grottammare

Province of Ascoli Piceno / Grottammare

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Large apartment, 5 minutes from the sea, with 8 beds including 2 double bedrooms and a sofa bed matrimoniale.L'appartamento is located on the first floor of a quiet building at 5 minutes walk from the seafront in Grottammare, and 2 minutes walk Clock from the shopp  …see more

from $39 / night

$265 - $901 / week

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from $39 / night

24

Province of Ascoli Piceno / Acquasanta Terme

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Ski

 …see more

from $69 / night

$477 / week

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from $69 / 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 $91 / night

$636 / week

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from $91 / night