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

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San Benedetto Del Tronto
77 properties
Ascoli Piceno
41 properties
Grottammare
34 properties
Cupra Marittima
19 properties
Offida
17 properties
Montalto delle Marche
17 properties
Cossignano
16 properties
Montefiore dell'Aso
16 properties
Ripatransone
13 properties
Montedinove
11 properties
Carassai
6 properties
Monteprandone
5 properties

Province of Ascoli Piceno

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268 Vacation rentals

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
  • 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 $34 / night

$225 / week

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from $34 / 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 $183 / night

$1275 / week

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from $183 / 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 $89 / night

$617 - $742 / week

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from $89 / night

(6) Excellent 

27

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 $90 / night

$505 - $1066 / week

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from $90 / night

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 $90 / night

$449 - $1234 / week

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from $90 / night

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 $79 / night

$382 - $1088 / week

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from $79 / night

(4) Excellent 

14

Vacation b&b in Cupra Marittima

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
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 $41 / night

$283 / week

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from $41 / night

(1) Excellent 

13

Townhouse rental in Grottammare

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
ASK ESTIMATE DISCOUNTED FOR STAYS OVER 20 DAYS. Notice for SUMMER 2017: outside the building there is a scaffolding construction. But there are NO jobs in progress. The apartment, about 35 m², has high ceilings and large windows with shutters. And 'situated in front of …see more

from $54 / night

$348 / week

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from $54 / 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 $97 / night

$673 / week

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from $97 / night

25

Vacation apartment rental

Province of Ascoli Piceno / Montefiore dell'Aso

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
One bedroom apartment fully furnished and equipped, for weekly stays (max 4 persons), double bedroom, bathroom, living room with sofa bed, fully equipped kitchen, dining area and porch equipped with table and chairs, surrounded by greenery, with equipped area for BBQs a …see more

from $113 / night

$785 / week

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from $113 / night

(1) Excellent 

12

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 0.2 mi
  • Ask about children
FOR STAYS OF 3 WEEKS DISCOUNTED ASK FOR QUOTATION. The apartment, about 40 m², on the first floor of a small building; It has ceilings over 3 meters high, thick walls in the kitchen and bathroom windows with blinds and shutters. And 'in vacation rental estive.E' compris …see more

from $32 / night

$220 / week

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from $32 / night

(2) Excellent 

18

Vacation townhouse in Grottammare

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
ASK ESTIMATE FOR DISCOUNTED STAYS AT LEAST 20 DAYS! Notice for SUMMER 2017: outside the building there is a scaffolding construction. But there are NO jobs in progress. Completely renovated and furnished in July 2015. The apartment, about 50 m², it has high ceilings and …see more

from $62 / night

$404 / week

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from $62 / night

4

Vacation townhouse in Ascoli Piceno

Province of Ascoli Piceno / Ascoli Piceno

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
Apartment in Ascoli Piceno, Parignano, mq. 100, floor ideal for short business stays, summer vacation, holidays or weekends throughout the year. Located in a small building in via Nazario Sauro, 19/A in a central area of the city very peaceful and quiet. It consists of …see more

from $90 / night

$337 / week

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from $90 / night

21

San Benedetto Del Tronto Vacation home 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
  • Suitable for children age 5+
Vacation rental just steps from the beach or equipped (' chalet ' or ' baths ') and the promenade of the riviera delle palme. Characterized by a sandy beach and a bike path that stretches from Cupra Marittima (North) to Porto d'ascoli (South). Multilevel building (stair …see more

from $40 / night

$274 - $574 / week

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from $40 / night

(1) Excellent 

20

Vacation hotel apartment in Cupra Marittima

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
Ideal for families with children, to a seaside holiday comfortable and relaxing. The Apartment "Stella Marina" on the seafront in Cupra Marittima, is right at the beach front, separated only by a small and shady garden. It is also positioned in the middle of Cupra Mari …see more

from $57 / night

$292 - $1446 / week

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from $57 / night

(2) Excellent 

19

San Benedetto Del Tronto Vacation apartment rental

Province of Ascoli Piceno / San Benedetto Del Tronto

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
MaVip is a recently built tourist town located in San Benedetto del Tronto (AP) a few steps from the sea and the Riviera delle Palme. The residence is situated in a quiet and well served area where you can easily reach all the necessary services to make your holiday mor …see more

from $48 / night

$330 - $953 / week

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from $48 / 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
appartamento nuovo a due passi dalla spiaggia con una grande terrazza vista mare terzo piano con ascensore 2 camere matrimoniali, 2 bagni ampio soggiorno con camino, cucinino, salotto con divano letto matrimoniale. Molto curato nell'arredamento. da ottobre a maggio 37 …see more

from $90 / night

$416 - $1010 / week

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from $90 / night

7

Cupra Marittima Vacation apartment rental

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
Residence Marano is a lovely newly built property located in the town of Cupra Marittima, just 500 mt. the fine white beach and on the slopes of the old medieval village of Marano, from which you can enjoy the enchanting view towards the sea and the medieval family. The …see more

from $73 / night

$505 - $1290 / week

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from $73 / night

21

Vacation apartment in Cupra Marittima

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
La villa in questione , sita a Cupra Marittima in Via Rossini n.12 , è di complessivi circa 370metri quadri è composta da un piano terra con relativo accesso di ingresso indipendente e da un primo piano con relativo accesso di ingresso indipendente .Tale villa dista cir …see more

from $61 / night

$449 / week

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from $61 / night

18

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
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Appartamento di ca. 70mq al piano terra situato in una tranquilla e storica via della città a due passi dall'isola pedonale ed a ca. di 10 minuti di cammino dalla spiaggia.  Arredato con stile e completo di tutti i comfort, dispone di un'ampia sala con due divani e tel …see more

from $57 / night

$393 - $1278 / week

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from $57 / 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 $45 / night

$225 - $841 / week

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from $45 / night

20

Vacation apartment with shared pool in Appignano del Tronto

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
Apartment ' VISTA MARE ' is located on the East side of the villa. In the morning sun you can here on your private terrace or enjoy your breakfast under the covered Gazebo. You have a great view over the rolling hills and the typical ' typical and beautiful Calanghi for …see more

from $141 / night

$982 / week

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from $141 / 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 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, it is on the first …see more

from $68 / night

$393 - $842 / week

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from $68 / night

(1) Excellent 

12

Montefiore dell'Aso Vacation farmhouse rental

Province of Ascoli Piceno / Montefiore dell'Aso

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
One bedroom apartment fully furnished and equipped, for weekly stays (max 4 persons), double bedroom, bathroom, living room with sofa bed, fully equipped kitchen, dining area and porch equipped with table and chairs, surrounded by greenery, with equipped area for BBQs a …see more

from $113 / night

$785 / week

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from $113 / 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 $62 / night

$404 - $555 / week

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from $62 / 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 $78 / night

$533 / week

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from $78 / night

(3) Very Good 

24

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 0.7 mi
  • Child friendly
Delicious, light, functional and comfortable apartment of approx. 57mq, located in the shopping street of San Benedetto del Tronto and at two steps from the sea. The 4° floor with elevator, in a building newly constructed luxury it is more central area of the city. Fur …see more

from $51 / night

$337 - $1161 / week

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from $51 / 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 $79 / night

$427 - $954 / week

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from $79 / 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 $68 / night

$471 - $707 / week

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from $68 / night

12

Apartment rental in Grottammare

Province of Ascoli Piceno / Grottammare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Wonderful apartment on the sea! The apartment "L'Ancora" is a brand new, elegant apartment conveniently placed. Located in the pedestrian area of ​​Groton, downtown and along the seafront. Bars, supermarkets, restaurants, excellent bars and pizzerias, shops ... It's all …see more

from $90 / night

$427 - $1109 / week

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from $90 / night

(5) Excellent 

4

Vacation b&b rental

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
Mellon è un edificio rurale risalente agli inizi del ‘900, profondamente ristrutturato nel corso del 2015 all’insegna della sostenibilità. L’efficientamento energetico, l’ampio impiego del legno per solai e coperture, l’edificio interamente alimentato dall’energia elett …see more

from $85 / night

$589 / week

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from $85 / night

(1) 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 $57 / night

$359 - $371 / week

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from $57 / night

7

Vacation b&b in Offida

Province of Ascoli Piceno / Offida

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets
B & B Casa Carducci is located in Offida (Ascoli Piceno) (Marche), in the center of one of the most beautiful towns in Italy. The structure is new, recently renovated and tastefully decorated in retro style. Very nice, clean, with all amenities. The rooms are very spaci …see more

from $55 / night

$325 / week

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from $55 / 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 $80 / night

$505 / week

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from $80 / 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 $113 / night

$729 - $1009 / week

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from $113 / night

11

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
  • Nearest beach 0 mi
  • Child friendly
Una colorata vacanza con Nemo e Dory! Luminoso bilocale a pochissimi passi dal mare. Composto da soggiorno/cucina con divano letto, una camera matrimoniale, bagno e un ampio terrazzo perfetto per mangiare fuori nelle calde serate estive. La cucina è attrezzata di …see more

from $79 / night

$393 - $1100 / week

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from $79 / 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 $68 / night

$393 - $583 / week

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from $68 / night

16

Vacation b&b in Colli Del Tronto

Province of Ascoli Piceno / Colli Del Tronto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly
Mellon is a country house dating back to the early '900, deeply restructured during 2015 in sustainable ways. The energy efficiency, the wide use of wood for floors and roofs, the building completely powered from the electricity produced by the photovoltaic system, and …see more

from $40 / night

$275 / week

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from $40 / night

(1) Excellent 

19

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
The HORTENSIA is a bright apartment situated on the top floor of a building with elevator, recently built in the front row and a wonderful sea view. The apartment is approximately 87mq. Upon entering we find a wide and bright living room with kitchenette with all applia …see more

from $101 / night

$617 - $1569 / week

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from $101 / night

12

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 $79 / night

$337 - $673 / week

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from $79 / night

1