
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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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

Ocean Dream • Luxury Apt with Large Terrace & Pool
Ocean Dream is a spacious, south-facing luxury apartment at Casa Shambhala, a brand-new residence (2026) in sunny Arco da Calheta, Madeira. Surrounded by banana fields and overlooking the Atlantic, it features stunning ocean views, a large private terrace, shared pool (only 3 apartments), private parking and a fully equipped kitchen - just a 5 minute drive to Calheta Beach and Marina, within easy reach of levadas, waterfalls, paragliding spots and Madeira’s most beautiful coastal villages.

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.

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

Villa Arco-Iris, a Home in Madeira
Villa Arco-iris is a spacious, modern house with a wide sea view, ideal for families and groups of up to four people. It is located in a sunny and quiet area in Calheta, in the southwestern part of Madeira, which has the most favourable climate on the island.<br>This villa stands out for its modern architecture, air conditioning and various amenities and details for comfort and leisure.

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.

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.

Villa Papaya
An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta
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

Villas Calhau da Lapa 10

Private Heated Pool (30°C) Villa | BBQ & Parking

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

Ocean View Apartment in Madeira

Spectacular Ocean and Cliff views with Pool

Luxury Big Apartment/Ocean view/Free Parking

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

New dream luxury appartment in the Madeira Palace.

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

Tropical Honeymoon Suite

Sky Loft: 180° Ocean View Balcony + Fireplace

Villa Nicuma by Escape to Madeira

Ocean View Apartment in Funchal

Orion Calheta Hills by LovelyStay

Casa da Lombada

Villa Nóbrega

The Sunset Avenue w/infinity pool(optional heated)
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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