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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.

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Guest favourite
A softly lit bedroom features a spacious bed with a patterned headboard and relaxed bedding. A bedside table supports a lamp, providing additional light. A closet with wooden doors adds functional elegance, while an open door leads to a more private area of the apartment.
Condo in San Benedetto del Tronto
4.91 out of 5 average rating, 186 reviews

[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.

Guest favourite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 73 reviews

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."

Guest favourite
A picturesque scene showcases the vast outdoor space leading toward majestic snow-capped mountains. A path is lined with trees and shrubs, while a rustic building is visible in the distance. The clear blue sky provides a bright backdrop to the tranquil landscape.
Cottage in Isola del Gran Sasso d'Italia
4.9 out of 5 average rating, 58 reviews

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.

Top Guest favourite
Apartment in San Benedetto del Tronto
5 out of 5 average rating, 17 reviews

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.

Top Guest favourite
A serene infinity pool is set against a backdrop of rolling hills and a clear blue sky. Wooden lounge chairs are positioned beside the pool area, offering space for relaxation. The wooden deck surrounds the pool, complementing the natural landscape.
Apartment in Montalto delle Marche
5 out of 5 average rating, 45 reviews

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.

Guest favourite
A charming rustic villa is set amidst lush greenery, featuring stone walls and vibrant green shutters. A spacious outdoor area with flower pots surrounds a paved patio. The villa's facade includes multiple windows and a welcoming entrance, offering a glimpse of the serene countryside.
Apartment in Campofilone
4.97 out of 5 average rating, 37 reviews

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.

Top Guest favourite
The rustic cottage is framed by large wooden doors, offering a view of the interior. Set against a backdrop of olive trees and a bright blue sky, the property features a stone pathway leading to the entrance, enhancing its charm.
Cottage in Pedaso
4.84 out of 5 average rating, 102 reviews

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.

Superhost
A private garden area is featured, showcasing well-maintained grass and a variety of trees. A patio with seating is visible against the backdrop of a light-colored building, enhancing the outdoor space's potential for relaxation and gatherings.
Condo in Cupra Marittima
5 out of 5 average rating, 10 reviews

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!

Guest favourite
The dining area features a white table surrounded by modern chairs, illuminated by pendant lights. A television is mounted on the wall opposite a large set of glass doors that provide access to a balcony, while a kitchen area is visible in the background.
Apartment in San Benedetto del Tronto
4.98 out of 5 average rating, 196 reviews

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).

Guest favourite
An inviting dining area features a large wooden table surrounded by comfortable chairs. Natural elements are incorporated with greenery and decorative plants, while soft lighting enhances the atmosphere. The space is brightened by large windows, offering a view of the outdoor surroundings.
Apartment in San Benedetto del Tronto
4.88 out of 5 average rating, 33 reviews

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

Top Guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio
5 out of 5 average rating, 16 reviews

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.

Top Guest favourite
Condo in Grottammare
5 out of 5 average rating, 13 reviews

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