Cupra Marittima is an ancient coastal town in the province of Asconi Piceno in the region of Marche. The commune was named after a goddess of fertility, and it continues to live up to its namesake, given its beauty and prosperity. This quaint municipality also holds historical significance as the center of commerce during the Roman period due to its strategic location facing the Adriatic Sea. Attractions in this comune include the seaside Cupra Alta neighborhood, Archaeological Park of Cupra Marittima, the Church of Santa Maria in Castello, and Castello di Sant'Andrea. If you are looking for a great place to stay on your next vacation here, check out the top Airbnb vacation rentals in Cupra Marittima, Italy.
1. Modern apartment for two (from USD 164)
This stylish apartment can sleep up to two guests in one bedroom. The apartment features white walls and monochromatic living room furnishings, exiting a bright and relaxing atmosphere. There is a crib for a small family, and pets are welcome, too. Wi-Fi is available for convenience.
This rental boasts a private balcony, where you can see the town and the distant sea from an elevated location. The lodging is also surrounded by lush Mediterranean vegetation, medieval structures, cobblestone alleys, and fortress walls. This property is an ideal starting point to explore the cities of Ascoli Piceno and San Benedetto del Tronto.
Cupra Marittima, Marche, ItalyAccommodates: 2
Top guest reviews
Amenities & Room:
her apartment is in a great location; wonderful sunny views of the sea from both aspectsRead more reviewsHost:
sandra is a fantastic host - very welcoming & accommodatingand with sandra you have the perfect host: welcoming positiv and reachable anytime and open for all our questionssandra is a very accomodiating and lovely host always available and caring for her guestssandra is a very kind hostess
2. Medieval apartment on the top of a hill (from USD 71)
Nestled in an old medieval village, this small apartment features timeless decor and modern amenities. Its location on top of a mountain gives guests a stunning sight of the entire town and the sea, and the latter is only 10 minutes away on foot. The rental is also near the tourist-recommended restaurant, Pepe Nero, offering delectable Italian pasta.
This accommodation can sleep up to two guests. Standard home amenities include a kitchen and a private bathroom. Free Wi-Fi is also available here.
Cupra Marittima, Marche, ItalySuperhost
Accommodates: 2
Top guest reviews
Cleanliness:
superbly clean very well designed spacevery nice and clean appartement at a special locationit had everything we needed and was cleanHost:
a great host and a great placeguenter is a perfect host helpful and availablewell renovated and host is really nice wonderful experiencegünter is a great host communication is easy and his recommendations are very usefulguenter and his wife are very friendly and willing to helpRead more reviewsLocation:
a perfect apartment in a wonderful locationa great location in the historic part of town - so charmingthe location in cupra is for us one og the best in townnice place perfect location and a very kind hostgreat apartment great location and great host everything was very easy
3. Farm villa with infinity pool (from USD 313)
Located in the Marche countryside, these two family farm villas are autonomous lodgings with private entrances. The property can comfortably accommodate six guests in its three bedrooms. The accommodation is fully furnished with trendy and functional amenities.
It boasts panoramic sea views and stands on a 15-hectare (37-acre) land with a pond, a lawn garden, and an infinity pool. Look over the extensive stretch of the picturesque sea from the pool. Pets are welcome on the premises, and security cameras are installed for heightened safety. Free Wi-Fi and parking are available here, as well.
Cupra Marittima, Marche, ItalyAccommodates: 6
Top guest reviews
Amenities & Room:
very beautiful garden with infinity pool with view on the seapool is excellent with a fantastic viewthe house pool and garden are stunning - and the view is breathtakingRead more reviewsLocation:
a lovely property in a good locationit’s a perfect location to stay with a family and there is a lot to do
4. Self-contained apartment near the sea (from USD 164)
This accommodation allows you to feel the timelessness of the ancient town without parting with modern amenities. Each unit can host up to four guests. The lovely property features a comfortable bedroom, fully furnished kitchen, spacious living and dining area, private bath with enclosed shower, and an independent entrance.
For convenience, free Wi-Fi and parking are accessible. From here, you can easily reach the beach on foot.
Cupra Marittima, Marche, ItalyAccommodates: 4
5. Cozy rental unit with ski lift access (from USD 93)
Four guests can occupy this cozy rental unit. The property contains a snug bedroom, a kitchen and dining area with lots of storage space, and a clean bathroom. Free street parking is available around the village. There is a provision of sunshades and loungers outside the property if you wish to relax during the day.
This pod provides ski lift access, so guests won’t need to drive or take paid transportation. Several restaurants are nearby, and public transits are accessible from the unit.
Cupra Marittima, Marche, ItalyAccommodates: 4
Top guest reviews
Cleanliness:
good communication clean and helpful ownerRead more reviewsLocation:
a pleasant modernised apartment close to the beach
6. Ancient three-story house with a rooftop (from USD 219)
If you’re looking for accommodation that will allow you to travel back in time, this ancient three-story house is an excellent choice. The open-concept living and dining area comes with an indoor fireplace and vaulted ceiling attached to a courtyard. The first and second floors feature bedrooms and en-suite bathrooms. Ideal for a mid-sized group, this property can accommodate six guests in three bedrooms.
The rooftop gives you breathtaking views of the seascape and the townscape. Chairs, loungers, and shades are provided to protect you from the heat of the sun as you marvel at the town.
Cupra Marittima, Ascoli Piceno, Marche, ItalyAccommodates: 6
Top guest reviews
Amenities & Room:
beautiful bathrooms and a fully equipped kitchen was truly a pleasureCleanliness:
the kitchen and bathrooms are clean and modernRead more reviewsHost:
fabio has been very helpful and sent all information we needed
7. Seaside apartment with a private garden (from USD 142)
This charming seaside apartment is only a few steps away from the sea. Book this flat if you’re staying alone or with one travel buddy. The kitchen is equipped with lots of storage spaces and modern appliances. There is also a spacious balcony with sea views.
Aside from the beach, bars and supermarkets are also within walking distance from here. The town center is only five minutes away by bike from the property. Pets and smoking are allowed within the vicinity, too.
Cupra Marittima, Marche, ItalyAccommodates: 2
8. Attic apartment near the sea (from USD 120)
This snug loft is just a few steps away from the sea, and town conveniences such as pharmacies, supermarkets, and restaurants are all walking distance. The property can sleep up to three guests and welcomes your fur babies, too. Smoking is allowed here, as well.
From the private balcony, you can witness the wonders of the vast sea. The accommodation also provides complimentary Wi-Fi access and parking.
Cupra Marittima, Marche, ItalyAccommodates: 3
Top guest reviews
Read more reviewsLocation:
great spot super close to the beach very friendly landlord and quick to respond
9. Relaxing family holiday home (from USD 120)
This family-friendly home is just a 10-minute walk from the beach. This bungalow is fitted with a fenced pergola, outdoor barbecue facilities, and a well-equipped kitchen. The first bedroom is furnished with a queen-sized bed, perfect for adults, while the other bedroom has a bunk bed for children. The full bathroom comes with a handwashing sink and an enclosed shower.
The property is near the supermarket, bar, pharmacy, bank, and ice cream parlor. Likewise, the town center is a few minutes away from here.
Cupra Marittima, Marche, ItalyAccommodates: 4
Top guest reviews
Cleanliness:
the house is clean and in good conditionthe house itself was very nice clean and comfortable- for the first minutes we felt like home hereHost:
the hosts were really friendly and our child loved playing with their dogsthe sara's parents who meet us were very helpful and kindall is very well maintained and all ammenities are there and you have very friendly hostssara and her parents are very friendly and helpful peopleRead more reviewsLocation:
we highly recommend this place as a perfect summer location
10. One-bedroom rental with balcony (from USD 47)
This pet-friendly accommodation boasts a stunning terrace overlooking the beach. There is an elevator, so you won’t need to worry about hiking up and down staircases. The property has a queen-sized bed and a crib to comfortably sleep a small family. It also comes with a tidy kitchen and a private bathroom.
The apartment is accessible to the beach, bike path, tennis courts, souvenir shops, and the palm-lined waterfront.
Accommodates: 2
Catch sight of the charming castle and coast
Cupra Marittima boasts scenic beaches and significant historical and cultural attractions. If you wish to go on a timeless escapade, this place is worth the visit. Take snaps with the charming fortress walls and appreciate the delightful Cupra coast. For a pleasant and memorable stay, choose one of the top Airbnb vacation rentals on this list.
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Create an account to bookmark our articles, like local expert tips, receive great stories in your inbox, and follow writers and topics that you love.
Log in with Google ×