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Apartment holiday rentals in Calheta

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Top-rated apartment rentals in Calheta

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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.
Flat in Calheta
4.88 out of 5 average rating, 232 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.
Flat in Curral das Freiras
4.93 out of 5 average rating, 168 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.
Flat in Arco da Calheta
4.96 out of 5 average rating, 196 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.
Flat in Jardim do Mar
4.89 out of 5 average rating, 275 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.
Flat in Arco da Calheta
5 out of 5 average rating, 114 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!

Top 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.
Flat in Estreito da Calheta
4.93 out of 5 average rating, 146 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.

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.
Flat in Jardim do Mar
4.98 out of 5 average rating, 145 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.
Flat in Paul do Mar
4.99 out of 5 average rating, 207 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.
Flat in Calheta
4.95 out of 5 average rating, 131 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.
Flat in Estreito da Calheta
4.8 out of 5 average rating, 148 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.
Flat in Prazeres
4.97 out of 5 average rating, 281 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.

Top guest favourite
An inviting bedroom is highlighted by large glass windows offering panoramic ocean and mountain views. A spacious bed is positioned close to the windows, while a freestanding bathtub adds a touch of luxury. Soft lighting and modern furnishings create a serene environment.
Flat in Prazeres
5 out of 5 average rating, 135 reviews

Belmont Charming Apartment

Belmont Charming with wonderful mountain and ocean view. Totally equipped, modern,cosy and with spacious terrace. Free wi-fi and car park. Stays 47km from the airport. It's a good starting point for many levada walks and for the natural swimming pools. The sea is 10 minutes away by car.

Popular amenities for Calheta apartment rentals

Quick stats about flat rentals in Calheta

  • Total holiday rentals

    Explore 130 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    130 of Calheta holiday rentals include wifi 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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