Top 10 Airbnb Vacation Rentals In Cupra Marittima, Italy - Updated 2024

Anne Nicole
Anne Nicole 
Contributing Writer
Updated
| 4 min read

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.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 08, 2024.

1. Modern apartment for two (from USD 130)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
35 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
her apartment is in a great location; wonderful sunny views of the sea from both aspects
Host:
sandra is a fantastic host - very welcoming & accommodating
and with sandra you have the perfect host: welcoming positiv and reachable anytime and open for all our questions
sandra is a very accomodiating and lovely host always available and caring for her guests
sandra is a very kind hostess
Read more reviews

2. Medieval apartment on the top of a hill (from USD 70)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
138 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
superbly clean very well designed space
very nice and clean appartement at a special location
it had everything we needed and was clean
Host:
a great host and a great place
guenter is a perfect host helpful and available
well renovated and host is really nice wonderful experience
günter is a great host communication is easy and his recommendations are very useful
guenter and his wife are very friendly and willing to help
Location:
a perfect apartment in a wonderful location
a great location in the historic part of town - so charming
the location in cupra is for us one og the best in town
nice place perfect location and a very kind host
great apartment great location and great host everything was very easy
Read more reviews

3. Farm villa with infinity pool (from USD 271)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
18 reviews   Wifi Available
Entire villa 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
very beautiful garden with infinity pool with view on the sea
pool is excellent with a fantastic view
the house pool and garden are stunning - and the view is breathtaking
Cleanliness:
the house was very clean
apartment is very spacious and very well equipped
Location:
a lovely property in a good location
it’s a perfect location to stay with a family and there is a lot to do
Read more reviews

4. Self-contained apartment near the sea (from USD 87)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
11 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

5. Cozy rental unit with ski lift access (from USD 76)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
9 reviews   Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
good communication clean and helpful owner
Location:
a pleasant modernised apartment close to the beach
Read more reviews

6. Ancient three-story house with a rooftop (from USD 325)

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.

Stayed at this property?
Cupra Marittima, Ascoli Piceno, Marche, Italy
6 reviews   Wifi Available
ENTIRE HOME 6 Beds 6 Guests 1 Bedroom 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
beautiful bathrooms and a fully equipped kitchen was truly a pleasure
Cleanliness:
the kitchen and bathrooms are clean and modern
Host:
fabio has been very helpful and sent all information we needed
Read more reviews

7. Seaside apartment with a private garden

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
8 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

8. Attic apartment near the sea (from USD 112)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
16 reviews   Wifi Available
ENTIRE HOME 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Location:
great spot super close to the beach very friendly landlord and quick to respond
Read more reviews

9. Relaxing family holiday home (from USD 51)

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.

Stayed at this property?
Cupra Marittima, Marche, Italy
39 reviews   Wifi Available
Entire bungalow 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
the house is clean and in good condition
the house itself was very nice clean and comfortable- for the first minutes we felt like home here
Host:
the hosts were really friendly and our child loved playing with their dogs
the sara's parents who meet us were very helpful and kind
all is very well maintained and all ammenities are there and you have very friendly hosts
sara and her parents are very friendly and helpful people
Location:
we highly recommend this place as a perfect summer location
Read more reviews

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.

Stayed at this property?
10 reviews  
ENTIRE RENTAL UNIT 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
tomasso was a very good host and always reachable
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Anne Nicole, a graduate of Bachelor of Science in Tourism Management from Pamantasan ng Lungsod ng Maynila, worked as a travel writer for Trip101. Alongside her role as a literary editor and ESL...Read more

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