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Apartment holiday rentals in Calheta

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Top-rated apartment rentals in Calheta

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Guest favourite
A charming outdoor space features a wooden pergola draped with sheer curtains, providing shade over a hot tub. Nearby, a seating area with dark wicker furniture is set against a backdrop of vibrant greenery and blooming flowers, along with a few white lounge chairs.
Apartment in Lombo Do Doutor
4.87 out of 5 average rating, 229 reviews

Beautiful Views - Apartment Fontes

“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!

Guest favourite
A spacious terrace features a wooden pergola with flowing curtains, framing stunning sea views. A small round table accompanies two chairs, providing a perfect spot for relaxation. The vibrant blue sky enhances the tranquil ambiance, complemented by hints of nearby terracotta rooftops.
Apartment in Arco da Calheta
4.96 out of 5 average rating, 193 reviews

Villa do Pombal 1 , Swimming pool,great sea views

The stunning apartment is located in one of the most sunny parts of Madeira .Villa to Pombal is a two floor building ,that contain two separate apartments. Each apartment have private entrance. It has breathtaking views , allows you to leave all stress behind and enjoy the natural beauty of Madeira. Excellent place to rest with easy access to many tourists attractions. Apartment is located 5 min. drive to sandy Calheta beach. 25 fountain walk begin is about 10min. drive from apartment.

Guest favourite
A modern wooden structure is featured, showcasing a private terrace that offers views of the ocean. The natural wood siding complements the serene surroundings, while a stone pathway leads up to the entrance. Clear skies enhance the tranquil coastal atmosphere.
Apartment in Jardim do Mar
4.94 out of 5 average rating, 321 reviews

Uni AIR Studio

Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.

Top Guest favourite
The living area features a blue sectional sofa and a dining table for four, with a large window offering a panoramic view of the sea and hillside. Natural light enhances the modern decor, complemented by a wall with a decorative green element.
Apartment in Funchal
4.97 out of 5 average rating, 173 reviews

SUPER Central - Deep Blue

Excelente localização / Great location Excelente vista / Great view PT: Elegante e confortável apartamento no coração do Funchal (Praça da Autonomia). Vista panorâmica para o mar e para a encosta do Funchal. Muito próximo de todas as comodidades e pontos de interesse. EN: Elegant and comfortable apartment in Funchal’s heart (Praça da Autonomia). Panoramic view of the sea and Funchal's hillside. Very close to all amenities and points of interest.

Top Guest favourite
The private balcony features a table set for two, complemented by a potted plant and a beverage. A hanging chair adds a relaxed touch, with expansive ocean views stretching beyond the railing. The serene blue sky enhances the tranquil atmosphere.
Apartment in Arco da Calheta
5 out of 5 average rating, 109 reviews

Starboard Apartment

Experience the beauty of Madeira from our sunny rental apartment! Our spacious unit boasts a fully equipped kitchen, cozy living room with access to a balcony showcasing panoramic ocean views. The bedroom features a double bed, wardrobe, and balcony access. Enjoy the convenience of in-unit laundry and a walk-in shower in the bathroom. Stay connected with WiFi and make use of the desk for work or leisure. Your ideal escape in Madeira awaits!

Guest favourite
A sun terrace is shown, featuring a table and chairs set against a backdrop of lush greenery and distant houses. Potted plants add color along the railing, enhancing the view of the surrounding valley.
Apartment in Estreito da Calheta
4.94 out of 5 average rating, 143 reviews

Casa Da Fonte Dos Castanheiros with ocean/sea view

Ideal home for families, and couples In my rustic house on the ground floor I offer a spacious one floor holiday apartment with a sun terrace for sunbathing and a excellent location for breakfast/dinner or an evening glass of wine while enjoying magnificent ocean view overlooking the pilloresque valley. The house is ideally situated for the sandy beach and levada walking and sight seeing. It is close to several tourist places.

Top Guest favourite
A balcony with a circular table and two metal chairs overlooks the sea. A bottle of sparkling wine rests in an ice bucket, accompanied by two glasses and a plate of strawberries. The vibrant blue water stretches into the distance beneath a clear sky.
Apartment in Câmara de Lobos
4.99 out of 5 average rating, 195 reviews

Stunning Ocean View Apartment

- Superb view over the sea - Queen size bed - 5 minutes by foot to café and bakery, 10min walking down to Câmara de Lobos (historical fisherman village with nice restaurants, supermarkets etc) -15 min by car to Funchal - 10 min by car to Cabo Girão viewpoint - Can advice guests about the weather and choose hikings in the mountains - I am very happy to give all the support and information to the guests.

Top Guest favourite
An outdoor area presents a heated saltwater pool framed by vibrant green grass and blooming shrubs. A single lounge chair is positioned beside the pool, with the expansive ocean visible in the background under a clear blue sky. Sunlight reflects off the water's surface.
Apartment in Jardim do Mar
4.99 out of 5 average rating, 141 reviews

☀️ Bright & Spacious w/ Pool & Oceanside View :D

Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

Top Guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 202 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Top Guest favourite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 129 reviews

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Guest favourite
A panoramic view reveals the sparkling ocean beneath a bright sun, with a quaint church steeple visible among the rooftops. Lush greenery frames the scene, providing a sense of openness against a clear blue sky.
Apartment in Estreito da Calheta
4.8 out of 5 average rating, 143 reviews

Casa Valentina – Fantastic studio with sea view

Welcome to Casa Valentina, your sunny oceanfront retreat. Designed for travelers looking for comfort, tranquility and beautiful views, this cozy little oasis offers 2 private terraces, a garden, breathtaking sea views and free parking right outside the door. Wake up facing the ocean, enjoy the sun all day and relax in a space designed to make you feel immediately on vacation.

Top Guest favourite
A spacious living area features a large grey sectional sofa accented with bright cushions, facing a wide window that offers ocean views. A coffee table rests on a patterned rug, while a wall-mounted TV and decor items enhance the inviting ambiance.
Apartment in Prazeres
4.97 out of 5 average rating, 278 reviews

Nature Sunset

Escape to nature in this charming retreat nestled near Madeira’s famous levada trails. Wake up to breathtaking side sea views and unwind in total tranquility. Perfect for hikers, nature lovers, and anyone seeking a peaceful island getaway The lodge is located on the middle of the island with 45 minute drive to the city and 34 minute drive to the north of the Island.

Popular amenities for Calheta apartment rentals

Quick stats about apartment rentals in Calheta

  • Total holiday rentals

    Explore 120 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,850 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Calheta holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Calheta rentals

  • 4.8 Average rating

    Calheta stays are highly rated by guests—averaging 4.8 out of 5!

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