
Holiday rentals with a pool in Madeira Island
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Top-rated rentals with a pool in Madeira Island
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Ocean View Villa | Infinity Pool, Hot Tub, Sauna
Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

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 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

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.

Villa Vera Garajau - Madeira Island
Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

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

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). .

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.

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

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Ohana Ocean View by LovelyStay
Welcome to "Ohana Ocean View," a brand-new modern villa in Calheta. This three-bedroom retreat offers a perfect blend of luxury and comfort, designed for the ultimate relaxation. With a private pool and spacious balconies, you can bask in the breathtaking ocean views. The villa is elegantly decorated with contemporary furnishings and equipped with smart TVs for entertainment.

Luxury dream villa, outstanding views | Seacrest
Seacrest can easily be described as a pinnacle. It is a stunning contemporary signature villa that definitely has the WOW factor; additionally, it is set atop a commanding highpoint overlooking the countryside and sea at Ponta do Sol, long recognized as the sunniest place in Madeira, with endless breathtaking views you will never tire of.
Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Oak tree / Ocean view

House of Christ the King

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

Ocean View Villa Madeira

Casa da Lombada

Villas Calhau da Lapa 10

Panoramic View: Lux 3 bed w/ heated pool

Villa Bisa Atlantic View ,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

III - Savoy Monumentalis, By Pausa Holiday Rentals

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

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

Tropical Honeymoon Suite

Villa Arco-Iris, a Home in Madeira

Sky Loft: 180° Ocean View Balcony + Fireplace

Ocean View Apartment in Funchal

Ocean Dream • Luxury Apt with Large Terrace & Pool

Peak A Boo (Private Heated Pool & Private Parking)

Villa Nóbrega

Villa Acacia- Spectacular Ocean view & heated pool
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
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Sé do Funchal
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Fish Market
- Ponta do Pargo
- Madeira Whale Museum
- Casas Tipicas de Santana
- Blandy's Wine Lodge
- Funchal Cable Car
- Santa Catarina Park
- CR7 Museum
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