
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 😉😉

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.

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.

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.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

"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!

La Casetta - tranquility between the sea and the mountains
Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

CASA GALLO ROSSO relaxation & privacy
Enchanting Panoramic View Perfect for your vacation, this country house guarantees absolute freedom and privacy. Immersed in a breathtaking landscape, it is just 25 minutes from the sea and 40 minutes from the mountains. With a swimming pool for exclusive use and no shared space, it is ideal for a relaxing and unforgettable vacation. Enjoy spectacular sunsets and the unique atmosphere of the Abruzzo countryside!

Casale Biancopecora, Casa Acorn
Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.

Country House with Pool and Garden
Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

[Very central] 5-minute walk to the sea + Balcony
Ludo & Chiara welcome you to their "Casa in Riviera" in the heart of San Benedetto del Tronto. 📍 Where we are: - 5-minute walk to the sea - Bars, restaurants, shops and services at your fingertips - 350 m from the train station - 100 m from the Piazza Nardone bus stop (airport and suburban connections)
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

Farmhouse with swimming pool, formerly an agritourism, nature and relaxation

Dolce Canto Mogliano - Casale con piscina privata

The Goddess Terraces Cottage

A little house in the woods - Rustico Ceppino -

Seaside tavern
Weekly house rentals

Claire's house SIROLO CENTRO

S. Giacomo Vacation home

Casalmare Giulianova Scirocco

"Al Borghetto" holiday home

CasaMare is an House on the beach in central Italy

Terraces overlooking the village

The House of the Swallows

Villa Iulia | VIBRA
Private house rentals

Casa Etra

Sunset Breath

the shards of the castle vacation home

La Casa Rossa - Countryhouse with swimmingpool

From Cosimo and Franca

Villa Ophite: 3 bedrooms and pool

Medieval Tower – Gran Sasso View – Apartment 1

Casa Eola Semi detached two bedroom rural cottage.
Quick stats about house rentals in Cupra Marittima

Nightly prices starting at
Cupra Marittima holiday rentals start at $64 SGD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupra Marittima rentals
Destinations to explore
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- House rentals Ascoli Piceno
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- Riviera del Conero
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Shrine of the Holy House
- Sibillini Mountains National Park
- Tennis Riviera Del Conero
- Spiaggia di San Michele
- Sibillini Mountains
- Teatro delle Muse
- Due Sorelle
- Spiaggia Urbani
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Centro Commerciale Megalò
- Lame Rosse
- Torre Di Cerrano
- Porto Turistico Marina Di Pescara
- Ponte del Mare
- Spiaggia della Torre
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Basilica Santa Rita da Cascia
- Sferisterio di Macerata
- Riserva Naturale Regionale Sentina





