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Vacation rentals in Cupra Marittima

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cupra Marittima

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The image captures rolling hills adorned with lush greenery and vineyards, extending towards the horizon. A quaint stone structure is visible in the foreground, complemented by wooden fencing and a clear blue sky. The serene landscape reflects the natural beauty of the Marche region.
Apartment in Sant'Elpidio Morico
4.97 out of 5 average rating, 39 reviews

Casale Biancopecora, Casa Sanforte

We are located in the south of the Marche near Fermo and Ascoli Piceno, among the olive trees and the organic vineyard of Casale Biancopecora di Massimo and Michela, a fully recovered structure with principles of construction and anti-sismic, the views as far as the eye can see in the wonderful countryside of central Italy and the Sibillini Mountains. Just 27 km from the sea of Porto San Giorgio. The apartments have been renovated using the original old materials of the house with all the current comforts.

Top guest favorite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.95 out of 5 average rating, 63 reviews

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."

Top guest favorite
A spacious terrace is showcased with a table and a chair set against a sunlit wall. A potted plant sits prominently, adding greenery to the space. Nearby buildings create a backdrop, while the surrounding area suggests a peaceful outdoor setting.
Apartment in San Benedetto del Tronto
4.94 out of 5 average rating, 54 reviews

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

Guest favorite
Apartment in Pedaso
4.85 out of 5 average rating, 27 reviews

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.

Top guest favorite
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.
Apartment in Grottammare
4.97 out of 5 average rating, 32 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.

Top guest favorite
Home in Penne
5 out of 5 average rating, 12 reviews

3 Bedroom home, Private Pool, HotTub&Home Theater

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.

Top guest favorite
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
4.95 out of 5 average rating, 102 reviews

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.

Guest favorite
A scenic view of a countryside landscape is presented, featuring a gentle hillside covered in tall grass and plants. In the background, a soft-colored house is visible against the deep blue sea, surrounded by lush greenery and trees under a clear sky.
Vacation home in Altidona
4.93 out of 5 average rating, 14 reviews

The house on the Adriatic

Entire 1st floor of a newly renovated farmhouse equipped with every comfort. Large living area with kitchen-dining-living room, 50 sqm terrace on the sea side with a unique sea view and 15 x 4.5 m swimming pool; 3 double bedrooms, 2 bathrooms with refined shower (one inside a bedroom); 40 sqm terrace on the west side overlooking the countryside. Stone floors, wooden beam ceilings. Air conditioning. Unique location for beauty and panoramic view. A14 Fermo-Porto S.Giorgio exit

Guest favorite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 84 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Top guest favorite
The spacious living area features a high wooden ceiling, enhancing openness and light. A comfortable blue sofa sits prominently, accompanied by a wooden dining table. A flat-screen TV is positioned across from the seating area, while large windows offer views of the surrounding nature.
Vacation home in Pineto
4.97 out of 5 average rating, 33 reviews

Relais L'Uliveto – Dimora Stefania

Welcome to Relais L'Uliveto, our spacious and welcoming home built in 2023 using the best energy-saving technologies. The accommodation is finely furnished, surrounded by nature, just 5 minutes from the sandy beaches of Pineto and the charming medieval village of Atri. With its 90 square meters, it is ideal for families, groups of friends or couples who wish to live an authentic and unique experience. The property enjoys breathtaking views of the sea and mountains.

Top guest favorite
Condo in Cupra Marittima
5 out of 5 average rating, 30 reviews

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.

Guest favorite
Condo in Grottammare
5 out of 5 average rating, 9 reviews

Boutique Apt • Umbrella Included • 300m Beach

Alba Unda • Retreat Concept is an elegant boutique apartment in Grottammare, just a 5-minute walk from the sea, with a beach umbrella and 2 sunbeds included during the summer season. Spacious and bright (~130 sqm), it features 2 bedrooms, a stylish living area, a fully equipped kitchen, and 2 bathrooms (shower and whirlpool tub). Air conditioning in all rooms and free parking available just outside.

Popular amenities for Cupra Marittima vacation rentals

When is the best time to visit Cupra Marittima?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,313 GYDG$29,288 GYDG$26,569 GYDG$26,150 GYDG$24,058 GYDG$21,548 GYDG$29,916 GYDG$33,472 GYDG$20,711 GYDG$25,523 GYDG$28,661 GYDG$25,523 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Cupra Marittima?

    Yes! Work meets play with ease at over 10 vacation rentals in Cupra Marittima featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Cupra Marittima?

    Experience the best of Cupra Marittima with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Cupra Marittima vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Cupra Marittima, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Cupra Marittima?

    Four-legged friends are welcome in Cupra Marittima. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Cupra Marittima have air conditioning?

    Absolutely! We offer over 50 apartment rentals with air conditioning in Cupra Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Cupra Marittima have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Cupra Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cupra Marittima have wifi?

    Absolutely! We offer over 40 apartment rentals with wifi in Cupra Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cupra Marittima have free parking?

    Absolutely! We offer over 40 apartment rentals with free parking in Cupra Marittima. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Cupra Marittima?

    Cupra Marittima has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Cupra Marittima?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 70 homes with a kitchen, over 40 homes with free parking, over 50 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Cupra Marittima

  • Total vacation rentals

    Explore 100 vacation rentals in Cupra Marittima

  • Nightly prices starting at

    Cupra Marittima vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 630 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Cupra Marittima vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cupra Marittima rentals

  • 4.7 Average rating

    Cupra Marittima stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. Italy
  3. Marche
  4. Ascoli Piceno
  5. Cupra Marittima