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Holiday rentals with a pool in Prazeres

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Prazeres

  • Total holiday rentals

    Explore 80 holiday rentals in Prazeres

  • Nightly prices starting at

    Prazeres holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Prazeres holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Prazeres rentals

  • 4.9 Average rating

    Prazeres stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Prazeres

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A vibrant sunset is observed over the ocean, casting warm hues across the water. The horizon is lined with distant landforms, while the natural light creates a peaceful atmosphere. The view captures the serenity of the location, providing a sense of tranquility.
Villa in Fajã da Ovelha
4.97 out of 5 average rating, 111 reviews

Quinta São Lourenço - Front House | Sunset & Pool

Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

ValueFamilyWalkability

Top Guest favourite
Cottage in Estreito da Calheta
5.0 out of 5 average rating, 17 reviews

Quinta Aurora - Heated, Private Pool & Ocean View

About cottage vacation home Quinta Aurora Welcome to Quinta Aurora, a lovingly restored traditional Madeiran stone house in sunny Estreito da Calheta. Enjoy breathtaking Atlantic views, unforgettable sunsets, complete privacy, a private heated pool, peaceful yoga spaces, an organic garden, high spreed WIFI and a cozy pellet stove for cooler evenings. Minutes from Calheta’s sandy beach, Jardim do Mar, Paul do Mar, restaurants, supermarkets, scenic viewpoints, and Madeira’s famous Levada trails.

LocationFamilyNearby

Guest favourite
A spacious bed is centered in the room, adorned with decorative pillows and a colorful blanket. Nightstands are positioned on either side, each featuring soft lighting. A decorative straw hat and a bright flower are placed on the bed, enhancing the serene atmosphere.
Villa in Estreito da Calheta
4.95 out of 5 average rating, 169 reviews

Country House @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

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Guest favourite
A spacious dining area is highlighted by a round wooden table surrounded by stylish chairs. Floor-to-ceiling glass walls offer panoramic views of the Atlantic Ocean. A modern kitchen is partially visible, and a unique light fixture hangs above the table, providing ambient illumination.
Villa in Estreito da Calheta
4.96 out of 5 average rating, 75 reviews

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

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Guest favourite
Home in Estreito da Calheta
4.94 out of 5 average rating, 16 reviews

Sea View Villa with Private Natural Lagoon Pool

Imagine starting your day with an open view of the Atlantic Ocean, taking a refreshing dip in your private pool and ending the afternoon with a barbecue in the company of your loved ones, surrounded by peace and tranquility, with the entire villa exclusively yours. Welcome to our villa in Estreito da Calheta, a place designed to enjoy Madeira at a slower pace, with comfort, privacy and a sense of serenity, surrounded by nature and with the Atlantic Ocean and mountains as your backdrop.

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Guest favourite
Home in Prazeres
5.0 out of 5 average rating, 9 reviews

Villa Vella Panorama View

Welcome to Villa Vella This beautifully designed and peacefully located villa offers the perfect retreat, featuring an ideal layout, a stunning outdoor area with a private pool, and breathtaking panoramic views of the sea and surrounding nature. Its tranquil atmosphere makes it a true escape from the everyday. Villa Vella is the perfect base to explore the island and unwind after a day full of adventures. Ideal for couples, friends, or families seeking relaxation and comfort.

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Guest favourite
A private balcony features wooden flooring and modern furnishings, including a small table and chairs. A sliding glass door offers views into a comfortably furnished living area, while lush greenery enhances the outdoor space. The surrounding landscape is visible under a clear blue sky.
Cabin in Jardim do Mar
4.96 out of 5 average rating, 133 reviews

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

LocationFamilyIndoor spaces

Guest favourite
A serene saltwater pool reflects the clear blue sky, bordered by a landscaped garden featuring various plants. The house's stone facade and outdoor seating area are visible in the background, contributing to a tranquil environment for relaxation.
Villa in Prazeres
4.95 out of 5 average rating, 39 reviews

House with sea view and heated saltwater pool

Facing the sea, facing south, in a quiet cul-de-sac, it is a very bright traditional house, on a plot of 1800 m2 and restructured in 2023. Prazeres is in the center of the sunniest part of Madeira. Enjoy the terraces, garden, heated pool (8 x 3 m) and orchard with its exotic and European fruits. Inside, a large living room, a large dining kitchen and 3 private spaces (each room has a bathroom with toilet). The ocean marks every room with its presence.

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Guest favourite
Apartment in Jardim do Mar
4.94 out of 5 average rating, 337 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.

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Top Guest favourite
A serene pool area is set against a vibrant sunset sky featuring hues of orange and pink. Two lounge chairs are positioned beside the heated saltwater pool, which reflects the colorful sky. Lush greenery enhances the tranquil ambiance of the coastal setting.
Apartment in Jardim do Mar
4.98 out of 5 average rating, 160 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.

ValueFamilyNearby

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, 225 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.

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Top Guest favourite
Villa in Prazeres
5.0 out of 5 average rating, 40 reviews

Villa Céu e Mar

Villa Céu e Mar – between sky and sea Modern luxury on the cliffs with panoramic Atlantic views. This Villa sleeps 6 (3 bedrooms). All rooms feature glass fronts with direct access to the private pool and ocean views. Enjoy total privacy, AC, Smart TVs, and premium comfort. Sustainable through solar energy – your year-round spring paradise for pure relaxation between heaven and sea.

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Popular amenities for Prazeres rentals with a pool