
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 $102 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, 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 Frente | 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.
4.97 out of 5 average rating, 111 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.
5.0 out of 5 average rating, 17 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.
4.96 out of 5 average rating, 75 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.
4.94 out of 5 average rating, 16 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.
5.0 out of 5 average rating, 9 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.
4.96 out of 5 average rating, 133 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.
4.94 out of 5 average rating, 337 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.
4.98 out of 5 average rating, 160 reviews
Meu Pé de Cacau - Studio Papaia 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.
4.99 out of 5 average rating, 225 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.
5.0 out of 5 average rating, 40 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.
4.98 out of 5 average rating, 195 reviews
Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
4.98 out of 5 average rating, 103 reviewsPopular amenities for Prazeres rentals with a pool
House rentals with a pool

Mango House
4.93 out of 5 average rating, 118 reviews
Casa do Penique ORGANIC
4.85 out of 5 average rating, 169 reviews
Casa Cro | Ocean View
4.94 out of 5 average rating, 201 reviews
Casa Sol e Vista
4.98 out of 5 average rating, 206 reviews
STONE HOUSE
4.94 out of 5 average rating, 116 reviews
Panoramic View: Lux 3 bed w/ heated pool
4.97 out of 5 average rating, 112 reviews
Typical house above the sea
4.99 out of 5 average rating, 199 reviews
Moradia Syso
4.95 out of 5 average rating, 132 reviewsCondo rentals with a pool

Vargem Mar Beach
4.93 out of 5 average rating, 130 reviews
Tropical Sunset D
4.96 out of 5 average rating, 101 reviews
Renala II "With Pool" by PAUSA Holiday Rentals
4.95 out of 5 average rating, 100 reviews
New dream luxury appartment in the Madeira Palace.
4.99 out of 5 average rating, 145 reviews
Apartamento Ocean View Madeira
4.89 out of 5 average rating, 132 reviews
Sunset Paradise, Funchal: sounds of the sea
4.94 out of 5 average rating, 100 reviews
Spectacular Ocean and Cliff views with Pool
4.86 out of 5 average rating, 125 reviews
Charming Lido Flat I
4.92 out of 5 average rating, 146 reviewsOther holiday rentals with a pool

Maison vue mer piscine d'eau salée chauffée
4.95 out of 5 average rating, 39 reviews
Jardim do Mar: 3 chambres, piscine, vue imprenable
4.93 out of 5 average rating, 68 reviews
Luxury Ocean View Villa | Pool I Calheta I Madeira
4.98 out of 5 average rating, 46 reviews
Villa CLEMENTINA| Cliffs & Ocean| Heated Pool 26ºC
4.71 out of 5 average rating, 182 reviews
King´s View (Heated Pool and Sea View)
4.92 out of 5 average rating, 53 reviews
Top View Calheta, moradia com piscina e jacuzzi
5.0 out of 5 average rating, 17 reviews
Villa Acacia- Spectacular Ocean view & heated pool
4.99 out of 5 average rating, 85 reviews
Casa Eco @ Casas Da Vereda
4.92 out of 5 average rating, 63 reviewsDestinations 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
- Blandy's Wine Lodge
- Madeira Whale Museum
- Cristo Rei
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





