Family-friendly vacation rentals in Cupra Marittima

Apartment in San Benedetto del Tronto

5.0 out of 5 average rating, 22 reviews

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 furniture and a contemporary style, and is equipped with air conditioning and a recirculation system in every room.

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The living area features a modern kitchen equipped with appliances and a small dining table with four chairs. Light wooden flooring complements the neutral-colored walls, while a comfortable sofa is positioned near a wall-mounted television. Large windows provide natural light to the space.

5.0 out of 5 average rating, 13 reviews

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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Condo in San Benedetto del Tronto

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.

4.91 out of 5 average rating, 194 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.

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An aerial view captures the proximity of the property to the beach, with the building highlighted by an arrow. Surrounding palm trees and beach umbrellas contribute to the coastal environment, while a sandy beach stretches toward the horizon.

4.98 out of 5 average rating, 40 reviews

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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Condo in San Benedetto del Tronto

4.94 out of 5 average rating, 134 reviews

Via Fanfulla da Lodi 25 - Vacation Apartment

San Benedetto del Tronto (AP) Located in Porto d'Ascoli, Sentina district, a well-served and quiet area, Via Fanfulla da Lodi 25, 200 meters from the sea. First floor apartment, maximum 6 people plus a baby cot if needed: Living room/kitchen with sofa bed, double bedroom, twin bedroom, bathroom, balcony and parking space. Air conditioning, mosquito nets, electric shutters, 3 Gb/day Wi-Fi. The tourist tax to be paid upon arrival is excluded from the price. Breakfast not provided.

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4.95 out of 5 average rating, 102 reviews

A modern living space features a red sofa and a round dining table accompanied by red and white chairs. The kitchen, visible in the background, includes white cabinetry and a patterned backsplash. Natural light enters through a window, enhancing the bright atmosphere.

Condo in Grottammare

Modern Central Apartment

L'appartamento di 50 mq, recentemente ristrutturato, è situato in zona strategica a pochi metri dal mare e dal centro città. Nelle vicinanze troverete anche un parco per bambini con attrezzature sportive, la stazione ferroviaria ed il borgo medioevale, tra i più belli d'Italia. La zona è servita da numerosi ristoranti, bar, negozi, farmacie nonchè area di ricarica per auto elettriche, noleggio bici e monopattini. Ideale per tutti coloro che cercano un soggiorno rilassante.

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4.84 out of 5 average rating, 106 reviews

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

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.

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5.0 out of 5 average rating, 20 reviews

Condo in Grottammare

ALBA UNDA • RC – La Maison | 300m from the sea

ALBA UNDA • RC – La Maison is a charming maison in the heart of Grottammare, just a 5-minute walk from the sea. A spacious and bright apartment (~130 sqm), with an eclectic character inspired by Parisian elegance, where carefully chosen furnishings, vintage pieces and distinctive details tell the story of a personal, lived-in home. It features 2 bedrooms, a living area, a fully equipped kitchen and 2 bathrooms (shower and whirlpool bath). Air conditioning throughout.

Indoor spacesKitchenWifi

5.0 out of 5 average rating, 34 reviews

Condo in Cupra Marittima

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 focus on sustainability. Beach 🏖️ service included at the Koko Beach establishment, for days of pure relaxation just a few steps from the house.

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4.87 out of 5 average rating, 30 reviews

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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Apartment in Cupra Marittima

A bright living area is highlighted by a modern dining table and chairs, positioned near floor-to-ceiling windows that offer a view of the beach. A comfortable sofa is also visible, alongside a television and minimalistic decor, creating an open and airy environment.

5.0 out of 5 average rating, 17 reviews

Seafront apartment n5 + beach umbrella included

Newly built seafront apartment located on the 2nd floor with elevator. Consisting of a double bedroom, a bathroom and a living room/kitchen with terrace and sofa bed. Air purification system and air conditioning. Beach umbrella with two sunbeds included, from June to September

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A light-filled living area features a light blue sofa paired with black and white patterned cushions. A wooden coffee table sits in front of the sofa, and a dining table with white chairs is positioned nearby. A coastal artwork adorns the wall, enhancing the space.