
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 $84 AUD 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, 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.

Quinta São Lourenço - Casa Palheiro | 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.

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.

Casa Miradouro Loft - Pool by Stay Madeira Island
Stay Madeira Island presents Casa do Miradouro Loft. The ideal place to rest, relax, forget the routine and stress, all in one space! The accommodation has been prepared to offer you the perfect stay on Madeira Island. It is located on the southern coast of the island, in Ribeira Brava. This serene and spacious space is waiting for you! [Pool heating available upon request; extra cost of €25 per night; minimum stay (requested upon booking or up to one week prior to arrival)].

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.

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

Beige Rock Villa
The Beige Rock Villa proposes one bedroom, for up to 2 guests, and a large living room opening to a comfortable outdoor area, including a private heated infinity swimming pool. Its stylish design blends harmoniously in the cliffy landscape and with the neighbouring 2 bedrooms Grey 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.

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.

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.

☀️ 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.

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.

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.

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
House rentals with a pool

Mango House

Relax Over The Sea -12391/AL

Syso House

Casa Sol e Vista

Villa Vera Garajau - Madeira Island

Panoramic View: Lux 3 bed w/ heated pool

Villa Bisa Atlantic View ,heated pool

Casa da Cascata B&B | Levada Houses
Condo rentals with a pool

Tropical Sunset D

Vargem Mar Beach

Charming Lido Flat II

Ocean View Apartment in Madeira

New dream luxury appartment in the Madeira Palace.

Modern, lux comfort with Pool & Ocean view

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking
Other holiday rentals with a pool

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Villa with large pool and fantastic view

Secluded Sunset Villa on Cliff & 180° Ocean Views

Villa Acacia- Spectacular Ocean view & heated pool

Villa Nóbrega

King´s View (Heated Pool and Sea View)

Vi Naturae Glamping - Sea View Dome

Cardais Paradise View
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
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Funchal Cable Car
- Cristo Rei
- CR7 Museum





