
House holiday rentals in Cupra Marittima
Find and book unique houses on Airbnb
Quick stats about house rentals in Cupra Marittima

Nightly prices starting at
Cupra Marittima holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupra Marittima rentals
Top-rated house rentals in Cupra Marittima
Guests agree: These houses are highly rated for location, cleanliness and more.

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 😉😉

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.

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.

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.

Private Pool, HotTub, Home Theater!(3 Bedroom)
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.

"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!

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.

The Goddess Terraces Cottage
Villa with above-ground pool located on the first hill close to the sea. The property can be reached from the sea by following an uphill road of 600 meters. The 144-square-meter house consists of a living room with a kitchenette. In this room there is a sofa bed and a bunk bed. In the sleeping area there are 3 bedrooms (double, medium with double bed and single with bunk bed + additional bed), bathroom with bathtub and bathroom with shower.

Breath of Nature
Respiro di Natura is a retreat nestled among the gentle hills of the Marche region, where time slows down and silence embraces you. A bright home immersed in the countryside, featuring a panoramic swimming pool where you can dive into peace and the colors of the sunset. Here you wake up to the scents of the earth, breathe in freedom, and listen to the wind. The perfect place to reconnect with nature — and with yourself.

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!

villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

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.
Popular amenities for Cupra Marittima house rentals
House rentals with a pool

GrazieSole Agriturismo exclusive whole house

Corner of paradise - Alpaca village nature and relaxation

Seaside tavern

Rustic country house near Recanati with pool

Apartment 1 Panoramic Terrace 2-3 Pax

Large family apartment at Villa Milli

La Villetta

Farm house with exclusive access to the pool
Weekly house rentals

home holidays - b&b

L'Ulivo e il Pioppo Holiday Home

bed & breakfast of your dreams

Relaxing apartment with exclusive garden

Exclusive apartment by the sea, AC, Wi-Fi, parking

Villa Schinoppi - Rustic in the historical center.

Sweet hills

CasaMare is an House on the beach in central Italy
Private house rentals

"La Roccetta" Vacation Home

A stone's throw from the square

"The breath of the Conero"

Pool house, relax in the olive trees garden

"Al Borghetto" holiday home

Sea side house in fairy medieval Torre di Palme

Medieval tower - View of Gran Sasso - Apartment 1

1757 Converted Church | Sea View & Design
Destinations to explore
- Beachfront rentals Cupra Marittima
- Rentals with outdoor seating Cupra Marittima
- Apartment rentals Cupra Marittima
- Rentals with a washing machine and dryer Cupra Marittima
- Family-friendly rentals Cupra Marittima
- Rentals with beach access Cupra Marittima
- Smoking-friendly rentals Cupra Marittima
- Pet-friendly rentals Cupra Marittima
- Waterfront rentals Cupra Marittima
- Rentals with a patio Cupra Marittima
- 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
- Spiaggia Urbani
- Shrine of the Holy House
- Sibillini Mountains
- Sirolo
- Tennis Riviera Del Conero
- Centro Commerciale Megalò
- Torre Di Cerrano
- Spiaggia della Torre
- Ponte del Mare
- Lame Rosse
- Mezzavalle
- Spiaggia di San Michele
- Sferisterio di Macerata
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi
- Cathedral of San Ciriaco
- Gole Dell Infernaccio
- Piazza Salotto





