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Holiday rentals in Cupra Marittima

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Cupra Marittima

  • Total holiday rentals

    Explore 100 holiday rentals in Cupra Marittima

  • Nightly prices starting at

    Cupra Marittima holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 630 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    60 of Cupra Marittima holiday rentals include wifi 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

Top-rated holiday rentals in Cupra Marittima

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

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Top guest favourite
Flat in San Benedetto del Tronto
5 out of 5 average rating, 17 reviews

Mare-app moderno+cortile+free park-2 bedrooms

Appartamento Nuovissimo (2025) di 89 mq con ampio Cortile privato di 35 mq e parcheggio riservato. - L'appartamento è formato da 2 spaziose Suites, 2 moderni bagni , 1 open space composto da 1 cucina dotata di ogni comfort e 1 incantevole salotto. - Situato in una posizione strategica, a pochi minuti a piedi dalla spiaggia e dal centro di San Benedetto del Tronto. -La casa unisce arredi di design e stile contemporaneo ed è dotata di condizionatori e sistema di ricircolo aria in ogni ambiente.

Guest favourite
A charming rustic villa is set amidst lush greenery, featuring stone walls and vibrant green shutters. A spacious outdoor area with flower pots surrounds a paved patio. The villa's facade includes multiple windows and a welcoming entrance, offering a glimpse of the serene countryside.
Flat in Campofilone
4.97 out of 5 average rating, 36 reviews

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.

Top guest favourite
A spacious outdoor area features neatly arranged stone pathways leading to a wooden Jacuzzi, set on a concrete platform. Lush green grass surrounds the space, with a sunbathing area consisting of white lounge chairs in the foreground. The tranquil hillside landscape provides a scenic backdrop.
Flat in Montecosaro
5 out of 5 average rating, 48 reviews

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.

Guest favourite
A sunlit terrace adorned with blooming pink flowers provides a tranquil outdoor space. The area features a wooden table and chairs, surrounded by lush greenery and plants. A pergola offers shaded comfort, enhancing the inviting environment.
Flat in San Benedetto del Tronto
4.96 out of 5 average rating, 77 reviews

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.

Guest favourite
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, 86 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 favourite
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
4.84 out of 5 average rating, 100 reviews

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.

Guest favourite
A spacious terrace is showcased with two lounge chairs positioned for relaxation, offering a view of the coastline. Potted plants add a natural touch, while a decorative mirror complements the serene setting. The background features the calm blue sea and distant beach.
Flat in Grottammare
4.96 out of 5 average rating, 27 reviews

Grottammare Apartment

Elegant apartment in a villa, built on the beach, between the blue sea of the Riviera delle Palme and the slopes of the inland hills, where the ancient medieval village, jewel, Grottammare Alta stands out. The location is unique, because it offers a priceless view of the enchanting beach, so much so that, in the morning, while still in bed, you can admire the spectacle of the sunrise over the sea. It is also a convenient base for exploring the green heart of Italy.

Top guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
Apartment in Grottammare
5 out of 5 average rating, 12 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 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.

Top guest favourite
Holiday home in Grottammare
4.96 out of 5 average rating, 81 reviews

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.

Top guest favourite
Apartment in Cupra Marittima
5 out of 5 average rating, 33 reviews

Dimora al mare

Dream beachfront🌊 vacation in Cupra Marittima Discover your next ideal 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 special focus on sustainability. Beach 🏖️ service included at the Koko Beach establishment, for days of pure relaxation just a few steps from home.

Superhost
A spacious open-plan living area is highlighted by large windows offering panoramic sea views. A white sectional sofa is positioned near a sleek pool table, while a dining table with chairs is visible in the background. Natural light fills the space, enhancing the modern decor.
Flat in Civitanova Marche
4.95 out of 5 average rating, 20 reviews

[Luxury Seafront Penthouse] Parking & Beach

Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.

Popular amenities for Cupra Marittima holiday rentals

When is the best time to visit Cupra Marittima?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$156 SGD$181 SGD$164 SGD$162 SGD$149 SGD$133 SGD$185 SGD$207 SGD$128 SGD$158 SGD$177 SGD$158 SGD
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 condo rentals in Cupra Marittima?

    Experience the best of Cupra Marittima with our condo rentals, starting at about $70 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 apartment rentals in Cupra Marittima have a kitchen?

    Absolutely! We offer over 70 apartment 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 40 homes with wifi, over 50 homes with air conditioning, over 40 homes with free parking, over 70 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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