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Apartment holiday rentals in Estreito da Calheta

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Top-rated apartment rentals in Estreito da 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
4.88 out of 5 average rating, 234 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
The image displays a scenic view of rugged mountains with diverse textures and shades of green and brown. The peaks rise sharply against a clear blue sky, with wisps of clouds hovering over the mountainous terrain, evoking a sense of natural beauty and tranquility.
Apartment in Curral das Freiras
4.93 out of 5 average rating, 171 reviews

Valley of the Nuns Holiday Apartment - Cherry

Hidden away in the heart of the city center of the Valley of the Nuns, magnificent breath taking views of the beautiful mountains. Apartments are located in the center where all festivals in the valley take place. Easy access to restaurants, cafes, bakery, supermarkets, pharmacy as well as medical assistance. Popular walks trails.Self catering apartments, all modern finishes, with a balcony. Bus Stop and Taxi is a 2 min walk! Funchal is 13 kms away, Christano Ronaldo Airport is 31 kms.

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, 200 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.

Superhost
The exterior of the building features a modern design with wooden paneling and large windows. A wooden railing surrounds the rooftop, providing a sense of openness under the clear blue sky. Lush greenery is visible, enhancing the natural surroundings.
Apartment in Jardim do Mar
4.88 out of 5 average rating, 278 reviews

Uni FIRE Studio

Uni FIRE studio opens up to a comfy outside living space and private garden for you to enjoy the serenity that embraces the area, while feeling the island's volcanic stones under your feet. Perfect space to contemplate the starry skies in warm nights or blissful sunsets. The studio comfortably welcomes 2 people and has a fully equipped kitchen and an ensuite bathroom. You also have access to Uni's shared garden area, of course. Free parking is available in Jardim do Mar.

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, 116 reviews

Starboard Apartment

Wake up to one of Madeira’s most iconic views! Enjoy the breathtaking panorama over the Calheta valley: the view other visitors travel across the island to see. 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. WiFi and desk for work or leisure.

Guest favourite
An outdoor terrace features comfortable seating with a coffee table, surrounded by greenery. A partial ocean view is visible, along with the distant rooftops. The structure is shaded by a wooden pergola, enhancing the space for relaxation or leisure.
Apartment in Ponta do Sol
4.95 out of 5 average rating, 104 reviews

Sun Balconies - Ponta do Sol

Varandas do Sol is located in Ponta do Sol. Ideal for holidays or remote work, in a relaxing, calm environment with a very pleasant climate all year round. Varandas do Sol has been renovated, for the well-being and convenience of those who visit it, in a contemporary style, combined with a fabulous 360º view over the Atlantic Ocean (to the south) and the mountain: Paúl da Serra (to the north). Varandas do Sol is an independent part of the main house.

Superhost
An outdoor terrace features a small round table with two chairs, set against a backdrop of expansive ocean and mountain views. Potted plants add greenery, while the railing ensures safety and enhances the scenic outlook.
Apartment in Arco da Calheta
4.87 out of 5 average rating, 128 reviews

The ideal place for your vacation

The SUN PARADISE Apartment is an ideal retreat for those seeking tranquility, comfort and a breathtaking view. This apartment has a lot to offer, from a large outdoor leisure area with ocean and mountain views, not to mention its very comfortable interior and a barbecue built into the kitchen to make the most of your vacation. Its location is magnificent because you can observe the entire surrounding area. Come visit us and enjoy our space.

Top Guest favourite
Apartment in Estreito da Calheta
4.93 out of 5 average rating, 150 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, 200 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 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, 210 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, 135 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.

Superhost
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
4.79 out of 5 average rating, 152 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.

Popular amenities for Estreito da Calheta apartment rentals

Quick stats about apartment rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 90 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at $41 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,400 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

    10 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Estreito da Calheta holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Estreito da Calheta rentals

  • 4.8 Average rating

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

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