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

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San Benedetto Del Tronto
83 properties
Ascoli Piceno
47 properties
Grottammare
29 properties
Cupra Marittima
22 properties
Offida
18 properties
Montefiore dell'Aso
16 properties
Cossignano
16 properties
Montalto delle Marche
14 properties
Ripatransone
11 properties
Montedinove
8 properties
Colli Del Tronto
7 properties
Carassai
6 properties

Province of Ascoli Piceno

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276 Vacation rentals

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 & ol  …see more

from $519 / night

$3629 - $4483 / week

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from $519 / 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 $49 / night

$320 - $673 / week

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from $49 / 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

$321 - $657 / week

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from $43 / 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

$427 / week

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from $58 / 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 $54 / night

$374 - $673 / week

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from $54 / 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

$481 - $908 / week

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from $69 / night

(8) Excellent 

12

Province of Ascoli Piceno / Ascoli Piceno

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 31 mi
  • Child friendly
  • Pet friendly

 …see more

from $107 / night

$534 / week

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from $107 / 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 $86 / night

$481 - $1014 / week

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from $86 / 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

$374 - $801 / week

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from $65 / 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. Apartment Adriati  …see more

from $59 / night

$385 - $529 / week

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from $59 / 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 $86 / night

$395 - $961 / week

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from $86 / night

(5) Excellent 

21

Province of Ascoli Piceno / Monteprandone

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Pet friendly

 …see more

from $38 / night

$262 - $374 / week

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from $38 / night

(3) Very Good 

20

Province of Ascoli Piceno / Grottammare

2 6 5 nights min

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

 …see more

from $85 / night

$587 - $707 / week

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from $85 / 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 $75 / night

$427 - $908 / week

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from $75 / 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 $171 / night

$1174 - $1831 / week

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from $171 / 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 $86 / night

$534 - $801 / week

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from $86 / night

(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
  • Child friendly
  • Air conditioning

 …see more

from $107 / night

$481 - $1324 / week

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from $107 / 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

$310 / week

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from $49 / night

20

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 $214 / night

$1388 - $1911 / week

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from $214 / night

(1)  

6

Province of Ascoli Piceno / San Benedetto Del Tronto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation

 …see more

from $49 / night

$139 / week

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from $49 / night

(11) Excellent 

15

Apartment rental in Montalto delle Marche with swimming pool

Province of Ascoli Piceno / Montalto delle Marche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 22 mi
  • Swimming pool
  • Child friendly
Our converted farmhouse lies in the valley of the Aso river, 20 minutes from beaches at Pedaso and 45 minutes from skiing in Sibilini mountains. We have two comfortable studio apartments with all facilities. For those who like to self cater there is use of an adjacen  …see more

from $161 / night

$1068 - $1281 / week

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from $161 / 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 $81 / night

$427 - $1281 / week

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from $81 / 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 $229 / night

$1601 - $20278 / week

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from $229 / night

(3) Excellent 

16

Province of Ascoli Piceno / Grottammare

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.15 mi
  • Child friendly
  • Ask about pets

 …see more

from $46 / night

$321 / week

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from $46 / night

(1) Good 

16

Province of Ascoli Piceno / San Benedetto Del Tronto

2 5 3 nights min

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

 …see more

from $43 / night

$246 - $545 / week

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from $43 / night

(1) Excellent 

9

Province of Ascoli Piceno / San Benedetto Del Tronto

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $92 / night

$641 / week

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from $92 / 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 $117 / night

$746 - $960 / week

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from $117 / night

(1) Very Good 

14

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

 …see more

from $65 / night

$374 / week

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from $65 / night

5

Province of Ascoli Piceno / San Benedetto Del Tronto

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from $43 / night

$203 / 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 $65 / night

$214 - $534 / week

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from $65 / 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

$278 - $1206 / week

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from $54 / 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 

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 $97 / night

$587 - $1495 / week

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from $97 / 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 $81 / night

$561 / week

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from $81 / 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 $76 / night

$481 / week

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from $76 / night

(2) Very Good 

26

Province of Ascoli Piceno / Ripatransone

5 13 1 night min

  • 5 bedrooms
  • Sleeps 13
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool

 …see more

from $161 / night

$534 / week

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from $161 / night

(1) Excellent 

8

Vacation apartment in Ascoli Piceno

Province of Ascoli Piceno / Ascoli Piceno

5 5 1 night min

  • 5 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
The Bed and Breakfast "La culla dei Sabini" is located in the historic city center, just steps from the Renaissance Piazza del Popolo. Staying here means to live in independence and comfort, the charm of Ascoli Piceno. The B & B is an open space with a mez  …see more

from $54 / night

$257 - $854 / week

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from $54 / 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 $81 / night

$485 / week

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from $81 / night

(4) Excellent 

14

Cupra Marittima / Contrada San Michele

1 4 Min stay varies

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

 …see more

from $43 / night

$299 / week

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from $43 / night

13

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
  • Ask about pets

 …see more

from $75 / night

$374 - $1046 / week

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from $75 / night