
House holiday rentals in Cupra Marittima
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Top-rated house rentals in Cupra Marittima
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Laura's Country House
The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

Farmhouse with garden and pool for exclusive use of wifi
Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

3 Bedroom home, Private Pool, HotTub&Home Theater
Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

Cocoon of Gran Sasso
"O blissful solitudo, or alone bliss" Immersed in the tranquility of nature and a few meters from the Annorsi Fountain and its precious spring water, the "Rifugio del Gran Sasso" was a barn for sheep. After years of abandonment, converted for residential and receptive use, he found a second life thanks to a skilful renovation that, despite respecting the context, has used the latest technologies such as the floor-to-ceiling thermal system or the ventilated structure of the roof

Mini apartment with pool Villa Cerqueto
The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

"Casa Cinill" - A little slice of paradise
Take a break and unwind at this peaceful oasis. Immersed in nature, equipped with all comforts, away from the daily hustle and bustle, you can relax under the gaze of the Gran Sasso or explore the surrounding nature by walking under the trees of the forest and, with a few minutes by car, reach your favorite destinations, between the sea and the mountains to discover the wonderful Abruzzo! Large, fenced and private outdoor courtyard perfect for 4-legged friends!

JANNAMARE - Jannamaro's house by the sea
A cozy and bright house on the beach of Francavilla al Mare, on the border with Pescara. Finely furnished and equipped with all amenities. Consisting of a large living room with sofa bed, TV and fireplace, kitchen, three bedrooms, three bathrooms with shower, one of which is external. Large terrace on the beach. Air conditioning and underfloor heating. Ideal for enjoying the summer nightlife of the Riviera and the peace and tranquility of the sea in winter.

Dimora nel Borgo - A Relaxing Home
The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

villa Strada
NEW IN 2026: Equi-Friendly Structure: we have equipped boxes and paddocks to accommodate your horses. SUMMER 26: Option of carriage rides along the 'strade bianche' (white roads) of Montefortino. In the heart of the Sibillini Mountains, Villa Strada offers a breathtaking view of Monte Vettore and the Sibilla. An elegant 1990s residence, it combines antique charm and modern comfort, with cosy and harmonious rooms surrounded by nature.
Popular amenities for house rentals in Cupra Marittima
House rentals with a pool

Charming Casa Capriola - Panoramic views

Historic Residence San Cassella 7+

Pool house, relax in the olive trees garden

Former farmhouse with swimming pool – nature and relaxation

The Goddess Terraces Cottage

Villa with pool

A little house in the woods - Rustico Ceppino -

Seaside tavern
Weekly house rentals

Claire's house SIROLO CENTRO

River Garden: Relaxation just 10 minutes from the city centre

TYPICAL HOUSE IN SMALL VILLAGE

"Da zia Concetta", a vacation home surrounded by greenery

Casa Marina

a real gem abruzzo Citta’Sant’Angelo

Da Vice Vacation Home

Terraces overlooking the village
Private house rentals

S. Giacomo Vacation home

"Al Borghetto" holiday home

Casa Etra

the shards of the castle vacation home

La Roverella, a house in the countryside

From Cosimo and Franca

Medieval Tower – View of Gran Sasso – Apartment 1

Villa Iulia | VIBRA
Quick stats about house rentals in Cupra Marittima

Nightly prices starting at
Cupra Marittima holiday rentals start at £37 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupra Marittima rentals
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- Rentals with outdoor seating Cupra Marittima
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- Rentals with a washing machine and dryer Cupra Marittima
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- House rentals Ascoli Piceno
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Sibillini Mountains National Park
- Shrine of the Holy House
- Tennis Riviera Del Conero
- Spiaggia di San Michele
- Sibillini Mountains
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Spiaggia Urbani
- Centro Commerciale Megalò
- Porto Turistico Marina Di Pescara
- Torre Di Cerrano
- Ponte del Mare
- Spiaggia della Torre
- Basilica Santa Rita da Cascia
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Sferisterio di Macerata
- Riserva Naturale Regionale Sentina
- Cathedral of San Ciriaco
- Palazzo Buonaccorsi
- Gole Dell Infernaccio





