
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 $86 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."

Lovely cottage by the Gran Sasso mountain.
La Casetta di Trignano. Really close to the mountain (for those who love hiking), to the Sanctuary of San Gabriele and 40 minutes from the seaside and the Adriatic coast. 1h from Pescara, 2h from Rome Airports by car or bus. The structure, fully fenced, has got a private entrance, 3 car places, a patio with table and chairs in the private garden, a vegetable garden and a small orchard. Two bedrooms each with a private bathroom, kitchen, dining room with sofa-bed and fireplace, extra bathroom.

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.

Villa Caravaggio - Apartment "Limone"
Welcome to our beautiful holiday home Villa Caravaggio. Villa Caravaggio is a 200 year old rustico that has recently been rebuilt and made in to three separate ground floor apartments. Villa Caravaggio is nestled between the beautiful scenic country side of Campofilone and the endless beaches of the Adriatic cost. The Villa is surrounded by old olive trees, vineyards and pristine farm land. Villa Caravaggio is only 3 km away from numerous beaches, idyllic towns, restaurants and promenades.

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!

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).

Portico of Dreams – Front Row_Sea
“Portico dei Sogni” è fronte mare con grande portico privato e vi permette di godere della brezza marina e del lungomare delle Palme, appena usciti di casa. Il vivace centro cittadino è raggiungibile in soli 5 minuti di macchina, offrendovi il meglio della Riviera delle Palme tra relax e movida. Free Parking a 3 minuti a piedi ( Parcheggio Estivo ) o sul lungomare ( in estate a pagamento, d’inverno fino a maggio gratuito) - Fast Wi-FI

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.
Popular amenities for Cupra Marittima family-friendly rentals
Family-friendly home rentals with a hot tub

SUNSET SUITE SPA

Elisei Farmhouse – Attic, Pool, Sauna, Spa

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

Laura's Country House

Dimora VistaMare 2.0
Family- and pet-friendly home rentals

LAB 16 - Historic Center - Pedestrian Zone ~ Sea ~

Historic Residence Santa Cassella 7

The Goddess Terraces Cottage

2 min from the Sea Garden Wifi AC

MarVista

The house in the old granary

CASA GALLO ROSSO relaxation & privacy

Emilia's House
Family-friendly home rentals with a pool

Farmhouse with garden and pool for exclusive use of wifi

Casa Leccino (house with a view)

I Tre Laghi Countryhouse - St' Angelo First Floor

Casale Biancopecora, Casa Acorn

Villa Anna Maria

Corner of paradise - Alpaca village nature and relaxation

La Ponderosa Couple

Panoramic country villa with pool
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
- House 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
- 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
- Shrine of the Holy House
- Spiaggia Urbani
- Sibillini Mountains
- Tennis Riviera Del Conero
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Torre Di Cerrano
- Centro Commerciale Megalò
- Spiaggia della Torre
- Porto Turistico Marina Di Pescara
- Basilica Santa Rita da Cascia
- Lame Rosse
- Ponte del Mare
- Mezzavalle
- Spiaggia di San Michele
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Sferisterio di Macerata
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi





