
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.

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.
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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.
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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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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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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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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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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.
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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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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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☀️ 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.
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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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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
House rentals with a pool

Relax Over The Sea -12391/AL
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Mango House
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Syso House
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STONE HOUSE
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Casa Cro | Ocean View
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Casa Sol e Vista
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Typical house above the sea
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Casa do Penique ORGANIC
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Condo rentals with a pool

Vargem Mar Beach
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Tropical Sunset D
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Renala II "With Pool" by PAUSA Holiday Rentals
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New dream luxury appartment in the Madeira Palace.
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Ocean View Apartment in Madeira
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Sunset Paradise, Funchal: sounds of the sea
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Spectacular Ocean and Cliff views with Pool
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Charming Lido Flat I
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Other holiday rentals with a pool

Quinta Marefe - On the stunning west coast
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Jardim do Mar: 3 bedrooms, pool, stunning view
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Villa CLEMENTINA| Cliffs & Ocean| Heated Pool 26ºC
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Paradise by the sea | Jardim. Meu Amor!
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Luxury Ocean View Villa | Pool I Calheta I Madeira
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Casa dos Reis
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Top View Calheta: Villa with Pool and Jacuzzi
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Villa Acacia- Spectacular Ocean view & heated pool
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Destinations to explore
- Funchal Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- São Vicente Holiday rentals
- Rentals with beach access Prazeres
- Beachfront rentals Prazeres
- Waterfront rentals Prazeres
- Apartment rentals Prazeres
- Villa rentals Prazeres
- Family-friendly rentals Prazeres
- House rentals Prazeres
- Pet-friendly rentals Prazeres
- Rentals with pools Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Cristo Rei
- Ponta do Pargo
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





