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Apartment vacation rentals in Calheta

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Top-rated apartment rentals in Calheta

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Superhost
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!

Top guest favorite
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, 203 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 favorite
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, 328 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.

Guest favorite
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
4.98 out of 5 average rating, 150 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. Note: AC only available after July 1st.

Top guest favorite
Apartment in Estreito da Calheta
4.93 out of 5 average rating, 151 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 favorite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 226 reviews

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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 favorite
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, 137 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, 154 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.

Guest favorite
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, 285 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 favorite
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.
Apartment in Prazeres
5 out of 5 average rating, 141 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.

Top guest favorite
A private terrace is captured, featuring a metal railing and an unobstructed view of the Atlantic Ocean. The surrounding rooftops and greenery are visible, with soft sunlight creating a warm ambiance across the scene.
Apartment in Jardim do Mar
4.96 out of 5 average rating, 171 reviews

Oceanic 😌👌

Contemporary and luxurious holiday home set in the romantic, quirky coastal village of Jardim do Mar, showcasing 360 degree views of the Atlantic ocean, the awe-inspiring Enseada Bay with huge mountain backdrops and the dreamy sunsets which will revitalise your soul. Paradise....

Guest favorite
A vibrant plaza is visible, featuring outdoor seating under large umbrellas. Surrounding buildings with balconies create a lively atmosphere, while a clear blue sky enhances the scene. A mix of green trees and colorful chairs adds to the visual appeal of the area.
Apartment in Funchal
4.97 out of 5 average rating, 483 reviews

Casa da Praça - Two bedroom apartment square view

Apartment size: 100 m² This apartment has a kitchen equipped with a toaster, juicer, dishwasher, washing machine and ironing facilities. Suite with private bathroom and double room with twin beds and social bathroom.

Popular amenities for Calheta apartment rentals

Quick stats about apartment rentals in Calheta

  • Total vacation rentals

    Explore 130 vacation rentals in Calheta

  • Nightly prices starting at

    Calheta vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 5,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Calheta vacation 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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