
Family-friendly holiday rentals in Cupra Marittima
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Cupra Marittima

Total holiday rentals
Explore 60 holiday 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 340 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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 family-friendly rentals in Cupra Marittima
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

[Brand New-Pedestrian Area] Lovely Apartment
Brand new apartment, in a historic building, elegantly furnished with designer furniture and components. Style, functionality and the characteristic attic structure make the environment graceful, welcoming and suitable for travelers from around the world. Located in a Super Central position, in the heart of the Pedestrian Island, just 5 minutes from the sea and the suggestive “Riviera delle Palme” promenade. A strategic location whether you are in S. Benedetto T. on vacation, for business or pure leisure.

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

A gem a stone's throw from the sea-FH
A gem of a property a stone's throw from the sea with a large balcony. A closed road guarantees the tranquility of the vacation, with all the amenities at your fingertips. We offer a spacious studio apartment with elegant and industrial furnishings, bright and cozy. 300 m from the renovated promenade, full of life and with endless activities ideal for children and adults. You can walk or cycle along the promenade bike path and choose from many characteristic places for every type of palate.

Mare-app moderno+cortile+free park-2 bedrooms
Appartamento Nuovissimo (2025) di 89 mq con ampio Cortile privato di 35 mq e parcheggio riservato. - L'appartamento è formato da 2 spaziose Suites, 2 moderni bagni , 1 open space composto da 1 cucina dotata di ogni comfort e 1 incantevole salotto. - Situato in una posizione strategica, a pochi minuti a piedi dalla spiaggia e dal centro di San Benedetto del Tronto. -La casa unisce arredi di design e stile contemporaneo ed è dotata di condizionatori e sistema di ricircolo aria in ogni ambiente.

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.

The house on the Adriatic
Entire 1st floor of a newly renovated farmhouse equipped with every comfort. Large living area with kitchen-dining-living room, 50 sqm terrace on the sea side with a unique sea view and 15 x 4.5 m swimming pool; 3 double bedrooms, 2 bathrooms with refined shower (one inside a bedroom); 40 sqm terrace on the west side overlooking the countryside. Stone floors, wooden beam ceilings. Air conditioning. Unique location for beauty and panoramic view. A14 Fermo-Porto S.Giorgio exit

Mondomini - Charming cottage with view on the sea
Our charming cottage is on a top of a hill very close (5 mins drive) to the beach of 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.

Casa Pepe Rosa - relax between the sea and the garden
Apartment with garden 500m from the beach and 1.5 km from the town center. The sandy beach, protected by the rocks, guarantees a safe and relaxing swim. There are both large free beaches with showers and bathrooms equipped with bars and restaurants by the sea. In the surrounding area you can discover wonderful villages, often animated in the summer by events and festivals. Our apartment, equipped with all comforts, is an ideal accommodation for couples and families!

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.

Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

Boutique Apt • Umbrella Included • 300m Beach
Alba Unda • Retreat Concept is an elegant boutique apartment in Grottammare, just a 5-minute walk from the beach. During summer, a beach umbrella and 2 sunbeds are included. Spacious and bright (130 sqm), it features 2 bedrooms, a stylish living area, a fully equipped kitchen, and 2 bathrooms with shower and whirlpool tub. Air conditioning in all rooms. Free private parking is available directly in front of the building.

Dimora al mare
Dream beachfront🌊 vacation in Cupra Marittima Discover your next ideal vacation in an exclusive apartment, directly overlooking the beach of Cupra Marittima. Located in a newly built building, energy class A4, this modern apartment offers you maximum comfort, with a special focus on sustainability. Beach 🏖️ service included at the Koko Beach establishment, for days of pure relaxation just a few steps from home.
Popular amenities for Cupra Marittima family-friendly rentals
Family-friendly home rentals with a hot tub

SUNSET SUITE SPA

Elisei Agritourism – Apartment with Pool, Sauna, and Spa

Vacation Suite with Pool and Spa Area

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

Breath of Nature

Terrazza Numana - 50 meters from the sea

House in the countryside near the sea with swimming pool. Le Rose

Villas Country Helenia with pool near sea mountain
Family- and pet-friendly home rentals

Portico of Dreams – Front Row_Sea

"Marine Oasis" Penthouse

LAB 16 - Historic Center - Pedestrian Zone ~ Sea ~

Historic Residence Santa Cassella 7

The Goddess Terraces Cottage

[300 MT DAL MARE] Terrazza, Wifi

Borgo Seghetti Panichi, Apartment 'Sibilla'

Terraces overlooking the village
Family-friendly home rentals with a pool

Farmhouse with garden and pool for exclusive use of wifi

Villa Argentia | Private Pool & Relaxation | Wi-Fi

Casa Leccino (house with a view)

I Tre Laghi Countryhouse - St' Angelo First Floor

Casale Biancopecora, Casa Acorn

Villa Margherita

La Ponderosa Couple

Panoramic country villa with pool
Destinations to explore
- Beachfront rentals Cupra Marittima
- Apartment rentals Cupra Marittima
- House rentals Cupra Marittima
- Rentals with beach access Cupra Marittima
- Pet-friendly rentals Cupra Marittima
- Waterfront rentals Cupra Marittima
- Family-friendly rentals Ascoli Piceno
- Family-friendly rentals Marche
- Family-friendly 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
- 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
- Spiaggia di San Michele
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi
- Cathedral of San Ciriaco
- Gole Dell Infernaccio
- Porto Turistico Marina Di Pescara





