
Vacation rentals with a pool in Madeira Island
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Top-rated rentals with a pool in Madeira Island
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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.

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

Stunning 3BR Villa | Ocean-View, Private Pool
Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

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)].

MG House
Um oásis 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.

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

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.

A tranquil balcony over the ocean | Grayci’s House
Ideal for those seeking a contemporary villa with ocean view a southern exposure and a great holiday feel, Grayci's House overlooks the sea and offers everything you might want in a relaxing villa with private heated pool and air conditioning. Ideal for families and friends, it benefits from the main villa being complemented with a self-contained studio apartment with its own kitchenette and shower-room accessed via an exterior staircase.

☀️ 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.

Casa dos Francelhos by Atlantic Holiday
Casa dos Francelhos by Atlantic Holiday is a spacious villa located in Funchal, on the beautiful island of Madeira, offering a comfortable and private setting for couples, families and groups of friends. With capacity for up to 8 guests, the villa features four well-appointed bedrooms, two with queen-size beds and two with two single beds each, ensuring flexibility and comfort for all guests.<br><br>

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 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!
Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Rochinha house with pool and fabulous view

A Casa do Lagar - Country Villa

Casa da Lombada

Villa Nóbrega

Pereira's Domus

Panoramic View: Lux 3 bed w/ heated pool

Villa Wiktoria, by Pausa Holiday Rentals

Villa Bisa Atlantic View ,heated pool
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset D

Casa Mar Azul 3

III - Savoy Monumentalis, By Pausa Holiday Rentals

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

Modern, lux comfort with Pool & Ocean view
Other vacation rentals with a pool

Sky Loft: 180° Ocean View Balcony + Fireplace

Cardais Paradise View

Ocean View Apartment in Funchal

Quinta do Feliz, a Home in Madeira

Villa Maria Atlantic View

Villa Acacia- Spectacular Ocean view & heated pool

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Private Pool Retreat • Ocean view • Funchal
Destinations to explore
- Funchal Vacation rentals
- Santa Cruz de Tenerife Vacation rentals
- Caniço Vacation rentals
- Arco da Calheta Vacation rentals
- Ribeira Brava Vacation rentals
- Porto Santo Vacation rentals
- Machico Vacation rentals
- La Palma Vacation rentals
- Câmara de Lobos Vacation rentals
- Ponta do Sol Vacation rentals
- San Cristóbal de La Laguna Vacation rentals
- São Vicente Vacation rentals
- Rentals with lake access Madeira Island
- Private suite rentals Madeira Island
- Beachfront rentals Madeira Island
- Serviced apartment rentals Madeira Island
- Condo rentals Madeira Island
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- Rentals with a hot tub Madeira Island
- RV rentals Madeira Island
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- Farmstay rentals Madeira Island
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- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- 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
- Things to do Madeira Island
- Water sports Madeira Island
- Tastings Madeira Island
- Cultural tours Madeira Island
- Wildlife Madeira Island
- Outdoors Madeira Island
- Things to do Madeira
- Wildlife Madeira
- Cultural tours Madeira
- Tastings Madeira
- Outdoors Madeira
- Water sports Madeira
- Things to do Portugal
- Dining Portugal
- Food tours Portugal
- Workouts Portugal
- Water sports Portugal
- Art workshops Portugal
- Wildlife Portugal
- Cultural tours Portugal
- Museums Portugal
- Tastings Portugal
- Architecture Portugal
- Outdoors Portugal
- Landmarks Portugal
- Wellness Portugal
- Performances Portugal
- Cooking Portugal





