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

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San Benedetto Del Tronto
80 properties
Ascoli Piceno
36 properties
Grottammare
36 properties
Cupra Marittima
19 properties
Montalto delle Marche
17 properties
Offida
17 properties
Montefiore dell'Aso
16 properties
Ripatransone
14 properties
Montedinove
10 properties
Cossignano
8 properties
Carassai
6 properties
Monteprandone
6 properties

Province of Ascoli Piceno

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264 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 $182 / night

$1274 / week

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from $182 / night

(1) Excellent 

13

Vacation apartment in Grottammare

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Lively, warm and refined taste. Breath-taking view! The apartment "Il Timone" has an incredible view of the sea. The balcony overlooking right on the beach allows you to enjoy beautiful days and evenings in the company of blue sea and the splendor of the stars. spectacu …see more

from $94 / night

$492 - $1289 / week

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Responds fast!
avg. 2 hours 4 minutes

from $94 / night

(1) Very Good 

14

Townhouse rental in San Benedetto Del Tronto

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
Two-roomed apartment situated near by sea at Porto d'ascoli about 500 m from the seafront. The apartment is part of a newly built complex with shops and activities on the ground floor. Composed of a living-room/kitchenette, hallway, bathroom with shower and double bedro …see more

from $71 / night

$410 - $610 / week

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Responds fast!
avg. 39 minutes

from $71 / night

(1) Very Good 

15

San Benedetto Del Tronto Vacation apartment rental

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
SAN BENEDETTO DEL TRONTO (AP) Porto d'Ascoli in the area served and quiet side street of Via del Mare about 700 meters from the beach, for short-term rent apartment, 92 square meters for up to 6 people, on the ground floor: entrance hall, living room with sofa bed, kitc …see more

from $53 / night

$351 - $738 / week

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Responds fast!
avg. 2 hours 51 minutes

from $53 / night

(1) Very Good 

8

Vacation 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
  • Child friendly
  • Air conditioning
Near the center, a few steps from the sea, an apartment, spacious and quiet, on the first floor of a building of 3 floors, with all services at hand (prepared foods, supermarket, bicycle shop, pharmacy, etc. ). The apartment consists of 2 large bedrooms, a dining room w …see more

from $47 / night

$352 - $586 / week

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Responds fast!
avg. 3 hours 36 minutes

from $47 / night

(1) Excellent 

23

Porto d'Ascoli Vacation apartment rental

San Benedetto Del Tronto / Porto d'Ascoli

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
House of Irma is a structure suitable for families for long or short periods of holidays by the sea, convenient to walk to the beach and central to all the services of banks, restaurants pubs and supermarkets. Just 5min drive from the motorway exit, the Irma House offer …see more

from $65 / night

$410 - $1312 / week

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from $65 / night

21

Vacation b&b in Roccafluvione

Province of Ascoli Piceno / Roccafluvione

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Il B&B si trova in ROCCAFLUVIONE (AP) terra del pregiato Tartufo Nero vicino al "PARCO DEI MONTI SIBILLINI" in uno degli angoli più tranquilli della "COLLINA MARCHIGIANA" Le stanze sono graziose,ospitali e comode, cosi composte 1 CAMERA Matrimoniale + un Bagno con fine …see more

from $24 / night

$164 / week

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Responds fast!
avg. 3 hours 56 minutes

from $24 / night

(1) Excellent 

26

Vacation apartment in San Benedetto Del Tronto

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
Elegant one bedroom apartment with sea views, fully furnished, located in the second row on the sea. The beach is accessible on foot (100m from the beach) and all structures located on the Adriatic coast (the Riviera). free parking and supermarket within walking distanc …see more

from $47 / night

$235 - $879 / week

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Responds fast!
avg. 2 hours 52 minutes

from $47 / night

15

Grottammare Vacation apartment rental

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
GROTTAMMARE (AP) Summer Holidays 2017 rent apartment 4 beds (double + sofa bed), with balcony. unique position 50 mt. from the bike path that runs along the sea for many kilometers and connects Grottammare to San Benedetto del Tronto and Cupra Marittima. The beach is on …see more

from $82 / night

$293 - $528 / week

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from $82 / night

(7) Excellent 

29

Apartment accommodation 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
  • Child friendly
  • Car not necessary
A delightful apartment with all comforts, ideal to spend your summer holidays by the sea in San Benedetto del Tronto (in the province of Ascoli Piceno Marche -Italy) or even for a period of residence or work in the city. Completely renovated in 2015, is on the first fl …see more

from $94 / night

$528 - $1113 / week

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Responds fast!
avg. 2 hours 30 minutes

from $94 / night

18

San Benedetto Del Tronto Vacation apartment accommodation

Province of Ascoli Piceno / San Benedetto Del Tronto

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
RENT Cute and equipped 90 sqm apartment just 600 meters from the Sea. An environment Elegant and Comfortable Ideal for Families or Couples for a holiday of relaxation and wellness. The apartment is on the third floor and consists of a double sofa bed (located in the lar …see more

from $59 / night

$457 - $762 / week

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from $59 / 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 $101 / night

$703 / week

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from $101 / night

13

Porto d'Ascoli Vacation condo rental

San Benedetto Del Tronto / Porto d'Ascoli

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Apartment located in San Benedetto del Tronto, in the front row with a splendid sea view from the terrace. The apartment is new and well decorated. It has a double bedroom with four-poster bed and a bedroom with two single beds that through a sliding door can be transfo …see more

from $88 / night

$528 / week

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from $88 / night

9

Grottammare Vacation townhouse rental

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
Apartment with beautiful terrace and equipped, situated in a newly built building, located a few meters from the sea, directly on the promenade and close to the town centre. The accommodation consists of living room with kitchenette and double sofa bed, a double bedroo …see more

from $84 / night

$528 / week

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from $84 / night

(5) Excellent 

17

San Benedetto Del Tronto Vacation 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
  • Child friendly
  • Car not necessary
A lovely apartment with all comforts, ideal to spend your summer holidays by the sea in San Benedetto del Tronto (Ascoli Piceno in the province of Marche--Italy) or even for a period of residence or work in the city. Completely renovated in 2015, it is on the first floo …see more

from $71 / night

$410 - $879 / week

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Responds fast!
avg. 2 hours 30 minutes

from $71 / night

30

Villa rental in Ripatransone

Province of Ascoli Piceno / Ripatransone

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
At Villa Chatoe the guest is at home. The Villa, inserted in the rolling hills of Piceno, has a sea view which enchants the soul. A refined and at the same time familiar, with bright and spacious interiors, where every detail has been chosen with love. Chatoe villa is s …see more

from $348 / night

$2437 - $4907 / week

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from $348 / night

14

Vacation 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
  • Child friendly
  • Air conditioning
La Rotonda sul Mare is a comfortable and contemporary 90m2 apartment. Perfect for couples or family who want to enjoy a relaxing holiday by the sea. Sleeps 5 adults and child under 3 in travel cot. The apartment is in a small and quiet building without a lift, but with …see more

from $78 / night

$546 / week

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Responds fast!
avg. 1 hour 51 minutes

from $78 / night

15

Grottammare Vacation farmhouse rental

Province of Ascoli Piceno / Grottammare

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Apartment casale farmhouse with large gardens at 5 km from the sea. Patty House is a renovated old stone farmhouse and placed on top of a hill at 5 km from the sea in a perfectly flat area with gardens and walks. Just 10 minutes from the motorway exit of Grottammare (AP …see more

from $159 / night

$1113 / week

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Responds fast!
avg. 1 hour 48 minutes

from $159 / night

(1) Excellent 

9

Vacation apartment in Grottammare

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Colorful, vibrant, lively and comfortable apartment on the sea! The apartment "La Vela" has an incredible view of the picturesque village of Grottammare Alta. The particular shower room makes this very special apartment. Located in one of the most beautiful villas of th …see more

from $82 / night

$422 - $1137 / week

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Responds fast!
avg. 2 hours 4 minutes

from $82 / night

6

Vacation apartment in San Benedetto Del Tronto

Province of Ascoli Piceno / San Benedetto Del Tronto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
APPARTAMENTO CON. INGRESSO AUTONOMO PIANO RIALZATO LATO MARE CON CORTE E GIARDINO PRIVATO.INGRESSO SU CUCINA ABITABILE CORRIDOIO UNA CAMERA MATRIMONIALE UNA CAMERETTA CON LETTO A CASTELLO.UN BAGNO CON PIATTO DOCCIA E FINESTRA.TUTTI I LOCALI DEL APPARTAMENTO SI AFFACIANO …see more

from $176 / night

$937 - $2226 / week

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from $176 / night

(1) Excellent 

8

Ascoli Piceno Vacation studio rental

Province of Ascoli Piceno / Ascoli Piceno

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 32 mi
  • Child friendly
  • Air conditioning
With its privileged location between the Duomo and the Baptistery, in the old palace Former Episcopal Seminary in 1600, the studio can accommodate 2 guests and is equipped with kitchen, air conditioning, washer-dryer. The studio apartment on the third floor with lift, …see more

from $53 / night

$340 / week

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from $53 / night

12

Vacation apartment in Grottammare

Province of Ascoli Piceno / Grottammare

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
- Affittasi mesi estivi casetta indipendente di 6 posti letto. Dista 300 mt. ca. dalla spiaggia libera e 100 mt. ca. dalla pista ciclabile che costeggia il mare. Soluzione unica nel suo genere in mezzo al verde e nella totale tranquillità. Nessun problema di parcheggio. …see more

from $42 / night

$293 - $703 / week

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from $42 / night

18

Vacation apartment in Grottammare

Province of Ascoli Piceno / Grottammare

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
FOR STAYS OF 3 WEEKS APPLY FOR DISCOUNTED QUOTE. The apartment has been restored in its interior, in March 2017 and has an area of ​​approximately 40 m²; It has ceilings over 3 meters high, thick walls, shuttered windows and shutters with adjustable blades and is rented …see more

from $52 / night

$235 / week

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Responds fast!
avg. 1 hour 3 minutes

from $52 / 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
new apartment just steps from downtown and the beach with a large terrace overlooking the sea third floor 2 bedrooms, 2 bathrooms large living room with fireplace, kitchen, living room with sofa bed. Very well maintained furnishings. Washing machine, dishwasher, wifi, a …see more

from $94 / night

$434 - $1172 / week

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from $94 / night

(5) Excellent 

18

Offida Vacation penthouse rental

Province of Ascoli Piceno / Offida

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
It is a small apartment situated in the heart of the old town of Offida, behind the splendid Piazza del Popolo, with a wonderful panoramic terrace on the six towers of the churches of the old town, the rooftops of Offida and Marche countryside. The colors, materials and …see more

from $71 / night

$410 - $492 / week

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from $71 / night

16

Vacation apartment in Montefiore dell'Aso

Province of Ascoli Piceno / Montefiore dell'Aso

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
A wonderful structure immersed in the hills of the Marche at 10 min. from the sea and 5 min. walk from the village centre: Casa vacanze Patrizia offers relaxation, a large garden, with more than 2.500 sq.m. available, where guests, immersed in the Green, can enjoy the b …see more

from $82 / night

$574 / week

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from $82 / 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 mi
  • Child friendly
A holiday colored with The Little Mermaid! sunny apartment 6 beds, a few steps from the sea. It consists of living room / kitchen with sofa bed, a double bedroom, a twin bedroom, two bathrooms with shower and a large terrace overlooking the sea perfect for eating out …see more

from $118 / night

$528 - $1453 / week

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Responds fast!
avg. 2 hours 33 minutes

from $118 / night

(5) Very Good 

10

Vacation b&b in Cupra Marittima

Province of Ascoli Piceno / Cupra Marittima

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Casa per ferie Maria Immacolata Cupra Marittima, where you can spend unforgettable days, if you are interested in a vacation for body and spirit, in the charming territory of Cupra Marittima where is located our hotel. Waiting for the warm welcome, all the comforts of …see more

from $47 / night

$74 - $516 / week

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from $47 / night

21

Farmhouse accommodation in Massignano

Province of Ascoli Piceno / Massignano

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Pet friendly
The farm is a typical Marche country house recently restored in full respect of the tradition of the place, is intended for the accommodation only, it consists of 2 independent units, surrounded by an olive grove and overlooking the sea. And 'it situated in the territor …see more

from $46 / night

$317 - $506 / week

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from $46 / night

(3) Excellent 

19

Vacation apartment in San Benedetto Del Tronto

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
A delightful apartment with all comforts, ideal to spend your summer holidays by the sea in San Benedetto del Tronto (in the province of Ascoli Piceno Marche -Italy) or even for a period of residence or work in the city. Completely renovated in 2015, is on the first fl …see more

from $82 / night

$469 - $996 / week

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Responds fast!
avg. 2 hours 30 minutes

from $82 / night

(2) Excellent 

16

Vacation 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 mi
  • Child friendly
La SUITE TIFFANY è il più piccolo dei ns appartamenti misurando infatti 75mq ma sempre con sei posti letto; è ubicato all'ultimo piano di una palazzina, dotata di ascensore, di nuovissima costruzione in prima fila mare sul lato sud ed ovest dell'edificio, cioè sul retro …see more

from $88 / night

$528 - $1406 / week

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from $88 / night

(2) 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 $569 / night

$3982 - $4919 / week

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from $569 / night

(3) Very Good 

30

Ripatransone Vacation farmhouse rental

Province of Ascoli Piceno / Ripatransone

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Situated only one kilometer from the center of Ripatransone, The House in the Woods is set in an oasis of tranquility, away from any prying eyes. The structure stands on a natural terrace where you can admire a magnificent view, one of a kind: the Gran Sasso and Monti d …see more

from $176 / night

$703 - $2577 / week

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Responds fast!
avg. 2 hours 46 minutes

from $176 / night

28

Home rental in Montalto delle Marche with swimming pool

Province of Ascoli Piceno / Montalto delle Marche

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
rustic cottage on two floors with independent entrance surrounded by 6000 sqm, garden with driveway, pool and gazebo with kitchen and porch from 35 sqm. It is located in the countryside from 500 meters from the village. Wide panoramic. 25 km from the sea and 30 from Mou …see more

from $277 / night

$1933 / week

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from $277 / night

(2) Very Good 

13

Apartment rental in Montefiore dell'Aso with shared pool

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
The structure dipped in the hills of the Marche at 10 min. from the sea and 5 min. walk from the village centre: Casa vacanze Patrizia offers relaxation, a large garden, with more than 2.500 sq.m. available, where guests, immersed in the Green, can enjoy the beautiful s …see more

Pricing unknown

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Pricing unknown

14

Grottammare Vacation apartment rental

Province of Ascoli Piceno / Grottammare

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
appartamento nuovo a 50 m dal mare e 300 dal centro, balcone abitabile vista mare, terzo piano con ascensore, aria condizionata. dall'8 agosto al 31 agosto 400 euro/sett giugno,settembre,pasqua,natale 300 euro/sett da ottobre a maggio 250 euro/sett per periodi lunghi …see more

from $71 / night

$235 - $586 / week

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from $71 / night

(3) Excellent 

27

Vacation apartment in Offida

Province of Ascoli Piceno / Offida

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Car not necessary
"Abode of small lace makers" in the historical center of Offida, one of the most beautiful towns in Italy. It 'a small attic of a former bishop's palace of the fifteenth century. The dwelling consists of a living room with kitchenette, double bedroom, bathroom with show …see more

from $59 / night

$387 / week

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from $59 / night

(3) Very Good 

20

Vacation villa in Grottammare

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
Apartment in villa renovated in 2014 of approximately 200 sqm on the ground floor with large private fenced garden, 1 bedroom, 1 double room, sofa bed in living room, 2 bathrooms, one with bath, kitchen, dining room with wood burning fireplace, large living room with TV …see more

from $93 / night

$645 - $776 / week

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from $93 / night

(1) Excellent 

27

Home rental in Grottammare

Province of Ascoli Piceno / Grottammare

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
Apartment 5 min from the sea, with 6 beds including 1 spacious double bedroom (with two double beds) and a double sofa bed in the living room. The apartment is located on the first floor of a quiet building at 5 minutes walk from the seafront in Grottammare, and a 2-mi …see more

from $43 / night

$293 - $879 / week

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from $43 / night

(1) Excellent 

28

Montalto delle Marche Vacation home rental

Province of Ascoli Piceno / Montalto delle Marche

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Child friendly
Structure farm nestled in the green hills in the background of the Apennines and a few kilometers from the Adriatic coast. A large garden and swimming pool will be a beautiful setting for your holiday in the Marche. The old stone farmhouse, beautifully restored, consist …see more

from $71 / night

$492 - $738 / week

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from $71 / night