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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 $77 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    80 of Prazeres holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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Superhost
The image captures a wooden-roofed structure situated beside a calm sea, with expansive views of the coastline and towering rocky cliffs under a clear blue sky. The serene waters glisten in the sunlight, providing a striking contrast to the natural landscape.
Place to stay in Jardim do Mar
4.94 out of 5 average rating, 290 reviews

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Top guest favourite
Home in Fajã da Ovelha
4.93 out of 5 average rating, 60 reviews

Casa do Terrāço - Quinta Falcões do Sol

Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Guest favourite
A large swimming pool is positioned on a sunlit terrace, with loungers arranged beneath a spacious umbrella. The shimmering ocean and sky blend seamlessly in the background, while sunlight reflects off the water, creating a serene atmosphere.
Villa in Fajã da Ovelha
4.91 out of 5 average rating, 89 reviews

Secluded Sunset Villa on Cliff & 180° Ocean Views

Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Miradouro is a secluded top of the cliff property with no direct neighbours, surrounded by extensive lush green gardens and a large 10 x 5 metre pool facing the ocean offering spectacular panoramic views and sunsets. Maid service is provided up to three days per week (subject to availability) to keep the property clean and spotless. The service includes cleaning, laundry, garden and pool maintenance.

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, 73 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.

Top guest favourite
The villa is surrounded by lush gardens and features an expansive infinity pool. Lounge chairs are arranged alongside the pool, offering a space for relaxation. The architecture showcases traditional elements, with a terracotta roof and white exterior walls framed by views of the ocean.
Villa in Fajã da Ovelha
4.96 out of 5 average rating, 79 reviews

Blue Sea Tower, Private Heated Pool. Ocean view

Maximum Occupancy 6 Adults. We do not accept Groups of students or single sex groups. This CHARMING Villa commands an enviable location with stunning views over the Ocean. Traditional character combines with contemporary facilities, to offer luxury spacious accommodation. From the sweeping marble staircase to the full length upper Balcony, the property exudes space to relax, breathe and to enjoy the serenity of this peaceful village. The Private Pool is Heated all year.

Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 461 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Guest favourite
A saltwater pool is surrounded by a wooden deck, presenting a serene space for relaxation. Lush greenery and a stone wall provide privacy, while a modern structure with expansive windows overlooks the area. Steps lead up to the garden, enhancing the natural setting.
Cabin in Jardim do Mar
4.96 out of 5 average rating, 197 reviews

Woodlovers Mar® (Heated Pool Optional) - Unit 2

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.

Top guest favourite
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.
Flat in Paul do Mar
4.99 out of 5 average rating, 235 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 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, 156 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
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 Arco da Calheta
4.95 out of 5 average rating, 142 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.

Top guest favourite
Villa in Prazeres
5.0 out of 5 average rating, 38 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.

Top guest favourite
The exterior of the Old Cottage is shown, showcasing traditional stonework beneath a modern roof. A green lawn surrounds the cottage, with patio furniture visible on the ground floor terrace and a balcony above adorned with flower pots.
Cottage in Prazeres
4.98 out of 5 average rating, 193 reviews

In peaceful Prazeres | Quinta Inácia Old Cottage

Set on the peaceful rolling hills below the village Prazeres, overlooking the sea, Quinta Inácia is a lovely new complex of apartments in Madeira with 3 Studios, the refurbished Old Cottage, and a lovely heated swimming pool, competently and personally run by the two owners, Daniel and Silvério.

Popular amenities for Prazeres rentals with a pool