
Apartment holiday rentals in Cupra Marittima
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Quick stats about apartment rentals in Cupra Marittima

Total holiday rentals
Explore 80 holiday rentals in Cupra Marittima

Nightly prices starting at
Cupra Marittima holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Cupra Marittima holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupra Marittima rentals

4.8 Average rating
Cupra Marittima stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated apartment rentals in Cupra Marittima
Guests agree: These apartments are highly rated for location, cleanliness and more.

Mare-app moderno+cortile+free park-2 bedrooms
Apartment Brand new (2025) of 89 square meters with large private courtyard of 35 square meters and reserved parking. - The apartment consists of 2 spacious suites, 2 modern bathrooms , 1 open space consisting of 1 kitchen equipped with every comfort and 1 enchanting living room. - Conveniently located, a few minutes walk from the beach and the center of San Benedetto del Tronto. - The house combines designer furnishings and a contemporary style, and is equipped with air conditioners and an air recirculation system in every room.
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Very central, quiet, new, 5th floor, 600m from the sea
Very central accommodation with direct access from the pedestrian area, located on the fifth floor with an elevator. Completely new, quiet and equipped with air conditioning. From the windows you can enjoy a beautiful view of the High Country of San Benedetto del Tronto. Ideal for exploring the city on foot: restaurants, shops, and major attractions. The sea is easily reached by a short walk in the heart of the pedestrian zone. Bicycles are available upon request, and there is a motorcycle parking area just a few meters away.
LocationFamilyWalkability

Filomare Grottammare
Large and bright apartment, just 150 m from the beach, within walking distance in two minutes, and within walking distance of the center and the promenade, ideal for relaxing evening walks or sea view dinners in the many chalets and restaurants in the area. It offers 2 double bedrooms, 2 bathrooms, a living area with an equipped kitchen, a laundry room and air conditioning in every room. Easily accessible, it is only a 3-minute drive from the Grottammare exit of the A14. Free parking is available along the street.
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House with swimming pool, ground floor, Villa Cerqueto
Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.
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Casa de Mar 30 meters from the sea
Casa de mar is an apartment in an early 20th century building, located on the ground floor. Newly renovated, the house is made unique by the presence of an exclusive outdoor space and the location just a few steps from the sea and very close to the shops and services of the town. The house allows you to experience your vacation without a car. There are free parking lots in front of the house. You can relax and read a good book in the house's garden. Distance from the sea 30 meters.
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Mondomini-Large apartment with panoramic terrace
Our charming house is on a top of a hill very close (5 mins drive) to the beach of Campofilone and Pedaso, arts and culture of Fermo, restaurants and dining in Campofilone, Grottammare, Cupra, Porto San Giorgio. You’ll love our place for the light, the coziness, the beautiful views of the sea, the hills and countryside, the mountains, its true peacefulness. Our place is good for couples, artists and writers, bikers and solo adventurers. We speak fluently English, French, Italian.
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Grottammare Apartment
Elegant apartment in a villa, built on the beach, between the blue sea of the Riviera delle Palme and the slopes of the inland hills, where the ancient medieval village, jewel, Grottammare Alta stands out. The location is unique, because it offers a priceless view of the enchanting beach, so much so that, in the morning, while still in bed, you can admire the spectacle of the sunrise over the sea. It is also a convenient base for exploring the green heart of Italy.
LocationHeatingAir conditioning

Da Nonna Nilde
Delightful apartment located on the 3rd floor without elevator, recently renovated and equipped with air conditioning and mosquito nets, two balconies and everything you need for your stay. It overlooks one of the main squares of the town, is close to the station (300 meters) and convenient to any type of shop. Crossing the center you can reach both the port and the promenade (about 1 km from both the promenade of San Benedetto and that of Grottammare).
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Lucio and Lucia - Terrace by the sea
The penthouse with its large terrace is in the vital center and full of shops of San Benedetto del Tronto and a 10-minute walk from the beaches. It is a bright and sunny apartment with a large terrace full of flowering plants and a shady pergola, on the top floor of a quiet street. Linen is not included in the price. It is at a cost of € 15 per person per stay. Alternatively, guests can provide their own linens in person.
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La Ponderosa Couple
Exclusive apartment in a typical Marche farmhouse, completely renovated with swimming pool. A perfect location surrounded by nature where you can enjoy relaxation just 12 km from the nightlife of Civitanova Marche and 8 km from the sea of Porto Sant'Elpidio. The apartment consists of a living room with kitchen, 2 double bedrooms and 1 twin bedroom that can be converted into a double bedroom.
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CYCAS HOME - The beach house in Riviera delle Palme
Recently renovated vacation rental in San Benedetto del Tronto, ideal for families or groups. It sleeps 9, with 3 bedrooms and a comfortable sofa bed. Fully equipped kitchen, spacious and bright rooms, and an open-air outdoor space. Conveniently located, close to the city center and the beaches, perfect for enjoying a relaxing vacation on the Riviera delle Palme.
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Sea-view solarium –Free parking– Mastrangelo Beach
New property managed by the owners of Villa Mastrangelo. Self check-in anytime Discounts for longer stays • 100 m²: 2 double suites, large living room, equipped kitchen, bathroom, 2 green-view terraces • 25 m²: panoramic sea-view solarium 🚗 Free parking 📶 Air conditioning, Wi-Fi, Smart TV 🐾 Pet friendly
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Popular amenities for Cupra Marittima apartment rentals
Weekly apartment rentals

Interno 12 · A bright retreat among the rooftops
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Vacation Suite with Pool and Spa Area
LocationPoolHospitality

Sea view penthouse with large terrace & comfort
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A gem a stone's throw from the sea-FH
FamilyValueHospitality

[Luxury Seafront Penthouse] Parking & Beach
LocationCleanlinessBeach

Portico of Dreams – Front Row_Sea
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In Villa Madera
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ALGA- 5 Star Boutique Apartment Steps from the Sea
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Private apartment rentals

Residence LeoMare | Vibra | Deluxe
LocationValueIndoor spaces

50 meters from the beach, 2 parking spaces, exclusive courtyard
FamilyLocationHospitality

Studio apartment with Garden 50m from the Sea | Rosalba
KitchenBathroomParking

The sweetness of doing nothing
LocationFamilyLaundry

Experience Authentic Italian Village Life
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Villa Caravaggio - Apartment "Olivo"
LocationFamilyOutdoor spaces

Well done 50mt Pedestrian Island - Center |10Min Sea
LocationValueQuiet

Jacuzzi near the sea & Free Parking
ValueLocationIndoor spaces
Apartment rentals with a hot tub

Studio apartment within the Conero Park
FamilyValueKitchen

Elisei Farmhouse – Attic, Pool, Sauna, Spa
LocationShared spacesOutdoor spaces

House in the countryside near the sea. Pool. Lu Pajare
LocationCheck-inOutdoor spaces

Dimora VistaMare 2.0
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WONDERFUL VILLA WITH HEATED POOL IN SPRING/AUTUMN
ValueLocationBreakfast

Apartamento D'In Su la Vetta, with salt pool
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Country Studio with Private Hot Tub and Patio
LocationValueOutdoor spaces

Modern Luxury Oasis with SPA, Pool & Jacuzzi
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When is the best time to visit Cupra Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $218 NZD | $203 NZD | $180 NZD | $173 NZD | $148 NZD | $227 NZD | $269 NZD | $166 NZD | $202 NZD | $213 NZD | $203 NZD |
| Avg. temp | 5°C | 5°C | 9°C | 12°C | 17°C | 21°C | 24°C | 24°C | 19°C | 14°C | 9°C | 6°C |
Destinations to explore
- Riviera del Conero
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Shrine of the Holy House
- Sirolo
- Tennis Riviera Del Conero
- Birthplace of Gabriele D'Annunzio Museum
- Spiaggia della Torre
- Torre Di Cerrano
- Centro Commerciale Megalò
- Lame Rosse
- Ponte del Mare
- Sferisterio di Macerata
- Mezzavalle
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi
- Cathedral of San Ciriaco
- Spiaggia di San Michele
- Porto Turistico Marina Di Pescara





