Vacation rentals with outdoor seating in Cupra Marittima

At the terrace of San Benedetto, paradise exists!

Everything for you, 80 sqm penthouse, clean, bright and quiet, with panoramic terrace, close to everything: sea (6 min. walk), shops (3 min), station and pedestrian center of S. Benedetto (15 min. walk), with A/C, wifi, free parking NOT reserved; including bed and bath linens (see Included Services) NOTES: ¤ Check-out by 10 a.m. and check-in after 3 p.m. ¤ 1 single attic room, without door ¤ Elevator up to 3rd floor, stairs from 3rd to 4th floor penthouse ¤ Non-windowed bathroom with exhaust fan

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.

Explore Le Marche from a Sunny, Comfortable Base

Located in the heart of Le Marche, which ranked 2nd, in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit". This spacious apartment and gardens, provide the perfect base to relax, or explore. Within 40 mins drive of mountains, lakes and the sea, with many, ancient hilltop towns to explore. 5 mins' drive to Mogliano, where you can buy everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking and riding trails all within easy reach.

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.

Dimora VistaMare 2.0

Located in the hills of Montecosaro in a quiet and private location, this accommodation enjoys a wonderful sea view and a beautiful view of the Conero. Renovated in 2024 with selected materials and attention to detail, the house maintains the warm and welcoming atmosphere of the country farmhouse. You can stay away from the hustle and bustle of the city while still having the sea and the cheerful city of Civitanova at your fingertips. A Jacuzzi is available for the two accommodations.

Mondomini-Large apartment with panoramic terrace

Our charming house is on a top of a hill very close (5 mins drive) to the beach of Campofilone and 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.

Lucio and Lucia - Terrace by the sea

L'attico con la sua grande terrazza è nel centro vitale e pieno di negozi di San Benedetto del Tronto e a 10 minuti a piedi dalle spiagge. È un appartamento luminoso e soleggiato con una grande terrazza ricca di piante fiorite e una pergola ombrosa, all'ultimo piano di un edificio in una strada tranquilla. La biancheria non è inclusa nel prezzo. E' al costo di € 15 per persona per soggiorno. In alternativa, gli ospiti possono provvedere personalmente portando la propria biancheria.

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

Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

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!

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.

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.