
Vacation 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.

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

Pool House, Like a Private Boutique Hotel
Composto por 2 suites e 1 kitchenette à beira da piscina com um agradável solário e um pequeno jardim com relva. O espaço é privado e disponibilizado apenas para um cliente de cada vez. Decoração elegante com pequenos detalhes para umas férias de sonho para disfrutar ao máximo do espaço exterior. Localizado a 500 metros do centro de Machico (praia de areia, restaurantes, supermercados e transportes públicos), a 5 minutos (3,2 km) do aeroporto e 10 minutos (7 km) do Golfe do Santo da Serra.

Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Casa Sol e Vista
Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

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

Ocean View Villa Madeira
Located in an exclusive and privileged location you can enjoy simultaneously the advantages of privacy along with the proximity to the the capital's city centre. Merely 10 minutes away from the historical centre and the gorgeous marina and promenade that you can see while relaxing in the pool. A breathtaking ocean view and mountainous surroundings make this a very special and unique place to stay. You will find out why we are called the "Pearl Of The Atlantic".

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.

A View For You
É um alojamento com uma fantástica vista para o mar da nossa paradisíaca Ilha da Madeira! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas férias maravilhosas e inesquecíveis! Permite o uso de piscina de sal, temperada, que pode ser partilhada com outros hóspedes. Todos os hóspedes são bem vindos! Sejam felizes e divirtam-se nas vossas férias! :-)

☀️ 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. Note: AC available after July 1st.

Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat 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

House of Christ the King

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

Casa da Lombada

Place In The Sun

Villa Maria Atlantic View

The Sunset Avenue w/infinity pool(optional heated)

Casa Cro | Ocean View

Old Wine Villa
Condo rentals with a pool

Ocean View Apartment in Madeira

Spectacular Ocean and Cliff views with Pool

Casa Mar Azul 3

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

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

Superb Top Luxury Villa|GrandView Cristo Rei

Cardais Paradise View

Ocean View Apartment in Funchal

Ocean Dream • Luxury Apt with Large Terrace & Pool

Vila Flor (private pool) by Stay Madeira Island

Villa Sea - Rural Holiday Experience by SeaPearl

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Private Pool Retreat • Ocean view • Funchal
Destinations to explore
- Funchal Vacation rentals
- La Palma Vacation rentals
- Santa Cruz de Tenerife Vacation rentals
- Porto Santo Vacation rentals
- Ponta do Sol Vacation rentals
- Machico Vacation rentals
- Calheta Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- Anaga Vacation rentals
- Arco da Calheta Vacation rentals
- São Vicente Vacation rentals
- Ribeira Brava Vacation rentals
- Bed and breakfasts Madeira Island
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- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Blandy's Wine Lodge
- PR 11 - Vereda dos Balcões
- Fish Market
- Ponta do Pargo
- Praia de Garajau
- Santa Catarina Park
- Pico Do Areeiroo
- Casas Tipicas de Santana
- Madeira Whale Museum
- Sé do Funchal
- Funchal Cable Car
- CR7 Museum
- Things to do Madeira Island
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- Things to do Madeira
- Sports activities Madeira
- Sightseeing Madeira
- Food and drink Madeira
- Tours Madeira
- Art and culture Madeira
- Nature and outdoors Madeira
- Things to do Portugal
- Entertainment Portugal
- Nature and outdoors Portugal
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- Sports activities Portugal
- Tours Portugal
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- Sightseeing Portugal





