
Holiday rentals with a pool in Madeira Island
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Top-rated rentals with a pool in Madeira Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Seafront Home in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

Sweet Paradise
Um paraíso no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

Ocean View Apartment in Funchal
Wake up to the sound of waves and enjoy breathtaking, uninterrupted ocean views from your spacious terrace. Located on the first ocean line with private access to Formosa Beach, this elegant 2-bedroom apartment is the perfect escape for couples, families, or remote workers. The apartment is fully equipped and totally new, combining comfort with style. Whether you're sipping morning coffee on the veranda or watching the sunset over the sea, this is the perfect spot to relax.

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Meu Pé de Cacau - Acerola Studio 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 sit within the property, each with its own private outdoor area, alongside a shared infinity pool, social areas, and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces handcrafted in basalt stone.

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). .

Villa Nicuma by Escape to Madeira
Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.

Villa Miradouro da Baleia by PAUSA Holiday Rentals
This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Ocean Spa Studio S | Free Parking & Sunrise Views
Fantástico Studio, inserido numa ampla e moderna residência familiar, com vista panorâmica sobre as Ilhas Desertas e 1 GB Wi-Fi. Desfrute de um nascer do sol inesquecível, relaxe nas águas quentes do jacuzzi e mergulhe na piscina de água salgada. O que vai encontrar neste paraíso? - Proximidade à via rápida que liga toda a ilha. - Acesso aeroporto (7 min) - Estacionamento grátis.

Quinta do Feliz, a Home in Madeira
Quinta do Feliz is a stunning T2 villa nestled on a hillside, offering breathtaking panoramic views of the sea. As you step inside, you’ll immediately be struck by the warm and welcoming atmosphere. It’s the perfect place to enjoy your vacation in Madeira Island.<br>Our villa offers an array of amazing amenities that promise to indulge your senses.
Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Villa Vera Garajau - Madeira Island

House of Christ the King

Casa Velha D. Fernando (Old House D. Fernando)

Relax Over The Sea -12391/AL

Ocean View Villa Madeira

The Sunset Avenue w/infinity pool(optional heated)

Villa Anita ,beautiful sunset,Air conditioner

Panoramic View: Lux 3 bed w/ heated pool
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset D

Spectacular Ocean and Cliff views with Pool

Luxury Big Apartment/Ocean view/Free Parking

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

Villa Elizabeth - The View 4
Other holiday rentals with a pool

Casa do Piquinho

Ocean escape with private pool

Tropical Honeymoon Suite

Orion Calheta Hills by LovelyStay

Casa da Lombada

Vi Naturae Glamping - Sea View Dome

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

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