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

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San Benedetto Del Tronto
71 properties
Ascoli Piceno
44 properties
Grottammare
34 properties
Cupra Marittima
19 properties
Offida
17 properties
Cossignano
16 properties
Montalto delle Marche
16 properties
Montefiore dell'Aso
16 properties
Ripatransone
13 properties
Montedinove
12 properties
Colli Del Tronto
7 properties
Carassai
6 properties
Monteprandone
5 properties

Province of Ascoli Piceno

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282 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 $180 / night

$1255 / week

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from $180 / night

(1) Excellent 

11

Province of Ascoli Piceno / Grottammare

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $52 / night

$334 / week

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from $52 / night

21

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
  • Suitable for children age 5+

from $38 / night

$263 - $550 / week

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from $38 / night

(3) Very Good 

23

Vacation 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
Beautiful views all around and a sense of living history. Le Marche is a stunningly beautiful region of Italy on the eastern side of the country on the Adriatic coast. Inland, the breathtaking mountains form a pastoral idyll with rolling hills and striking hillto …see more

from $48 / night

$322 / week

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from $48 / 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

from $44 / night

$302 / week

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from $44 / 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

from $65 / night

$452 - $678 / week

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from $65 / night

13

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from $87 / night

$431 - $1184 / week

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from $87 / night

14

Province of Ascoli Piceno / Acquasanta Terme

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 48 mi
  • Ask about children
  • Ask about pets

Pricing unknown

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Pricing unknown

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

from $76 / night

$549 / 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

from $49 / night

$323 - $1114 / week

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from $49 / night

(1) Good 

15

Province of Ascoli Piceno / San Benedetto Del Tronto

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly

from $65 / night

$205 - $528 / week

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from $65 / 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

from $86 / night

$480 - $1014 / week

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from $86 / 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

from $70 / night

$490 / week

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from $70 / 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 $60 / night

$388 - $533 / week

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from $60 / 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 splendida vista sul borgo …see more

from $93 / night

$646 / week

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from $93 / night

11

Province of Ascoli Piceno / Acquasanta Terme

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly

Pricing unknown

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Pricing unknown

(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

from $44 / night

$323 - $662 / week

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from $44 / 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

from $60 / night

$388 / week

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from $60 / 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

from $27 / night

$187 / week

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from $27 / night

(1) Very Good 

14

Province of Ascoli Piceno / San Benedetto Del Tronto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

from $65 / night

$377 - $560 / week

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from $65 / night

(2) Very Good 

13

Province of Ascoli Piceno / Montefiore dell'Aso

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

(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

from $76 / night

$431 - $915 / week

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from $76 / 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 & ol …see more

from $523 / night

$3658 - $4518 / week

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from $523 / night

(5) Excellent 

18

Province of Ascoli Piceno / Offida

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

from $65 / night

$377 - $538 / week

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from $65 / 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
  • Nearest beach 0 mi
  • Child friendly

from $108 / night

$485 - $1334 / week

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from $108 / night

24

Vacation apartment in Montefiore dell'Aso

Province of Ascoli Piceno / Montefiore dell'Aso

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly
Villa Rosa Bianca is a beautiful restored `casale' set in a tranquil location, yet only 12km from the sea and safe bathing areas of Pedaso, and 4km from Montefiore Dell'Aso, famous for its `infiorata' when the streets are covered with pictures made from flowers. Apartm …see more

from $75 / night

$511 / week

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from $75 / 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

from $49 / night

$312 / week

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from $49 / night

8

Province of Ascoli Piceno / Ascoli Piceno

1 9 1 night min

  • 1 bedroom
  • Sleeps 9
  • 1 night min

from $32 / night

$204 / week

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from $32 / night

(2) Excellent 

26

Vacation 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 mi
  • Child friendly
La Casetta is a self-contained single storey stone cottage situated on the side of Monte Piselli with views down over Ascoli Piceno and the Tronto valley right the way down to the Adriatic coast. Comprising three bedrooms, a family bathroom, a large lounge/dining room/k …see more

from $108 / night

$700 - $969 / week

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from $108 / night

(1) Excellent 

21

Vacation 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
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 Sibilli …see more

from $108 / night

$674 - $1103 / week

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from $108 / night

12

Province of Ascoli Piceno / Cupra Marittima

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Suitable for children age 5+

from $173 / night

$1184 / week

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from $173 / night

13

Townhouse rental in Force

Province of Ascoli Piceno / Force

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
Two storey 'lock-up and go' town house located in the centre of Force, a hilltop town in the southern Marche region, Italy's best kept secret ! Features: Excellent condition and fully furnished with open fireplace and natural gas central heating ( winter) Close …see more

from $38 / night

$216 / week

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from $38 / 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

from $44 / night

$216 - $807 / week

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from $44 / 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

from $70 / night

$485 / week

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from $70 / night

(1) Very Good 

6

Province of Ascoli Piceno / San Benedetto Del Tronto

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly

from $76 / night

$538 / week

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from $76 / 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

from $49 / night

$322 - $678 / week

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from $49 / night

9

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from $76 / night

$366 - $1044 / week

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from $76 / night

(1) Good 

14

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 $108 / night

$592 / week

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from $108 / 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

from $135 / night

$942 / week

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from $135 / night

22

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

from $46 / night

$317 / week

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from $46 / night

1