Family-friendly holiday rentals in Cupra Marittima

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."

Kitchen · Indoor spaces · View

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.

Family · Kitchen · Access

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.

Family · Indoor spaces · Bathroom

Beachfront Gem with Sea Views in every room

Fantastic, newly renovated Beachfront Flat. Wake up to stunning sea views from every room in this bright, modern flat on the beach. Enjoy your morning coffee on the private balcony overlooking the sea. Just 10m from sandy beach, with showers. Convenient Self check-in. 20-min walk to the heart of San Benedetto. Explore the 10km seaside promenade, perfect for walks or cycling. Family-friendly playground just 100m away. Supermarket only 200m away. The perfect spot for a relaxing seaside escape!

Kitchen · Family · Access

Villa Caravaggio - Apartment "Arancio"

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.

Family · Kitchen · Sleep quality

House with pool, 1st floor, Villa Cerqueto

Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy 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.

Kitchen · Family · Quiet

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.

Kitchen · Indoor spaces · Walkability

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!

Family · Indoor spaces · Accuracy

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.

Kitchen · Indoor spaces · Heating

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.

Family · Indoor spaces · Amenities

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.

Family · Kitchen · Condition

Casita del Mar Romantic loft 250m walk to the sea

Just 250 meters walking distance from the sea, Casita del Mar is a retreat where time slows down. An intimate and thoughtfully designed artistic loft, where light, wood and details create a warm and authentic atmosphere. Here, you don’t just stay — you experience: the sound of the sea, a sunset, a moment just for yourself. More than accommodation, it’s an emotion to live. Our dream is simple: to create emotions.

Kitchen · Indoor spaces · Laundry