
Holiday rentals with a pool in Madeira Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madeira Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Villa Lara, sea views, heated Pool A/C
Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

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.

Old Town Funchal Seafront Home w Pool & garden
Beach front design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited seaviews. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

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

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

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.

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! :-)

Casa do Terrāço - Quinta Falcões Do Sol
Casa Terrãço is a restored traditional 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 unobstructed ocean views through a three-meter glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean.

Casa do Piquinho
Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

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

House of Christ the King

Casa Velha D. Fernando

Ocean View Villa Madeira

Casa da Lombada

Casa da Cascata B&B | Levada Houses

Place In The Sun

Villa Bisa Atlantic View ,heated pool

Casa do Lado
Apartment 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

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.
Other holiday rentals with a pool

Villa Arco-Iris, a Home in Madeira

Villa Nicuma by Escape to Madeira

Blue Ocean Villa, Private Heated Pool, Quiet

Vi Naturae Glamping - Sea View Dome

Peak A Boo (Private Heated Pool & Private Parking)

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

Villa Acacia- Spectacular Ocean view & heated pool

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Destinations to explore
- Funchal Holiday rentals
- La Palma Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Porto Santo Holiday rentals
- Ponta do Sol Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Anaga Holiday rentals
- Arco da Calheta Holiday rentals
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Rentals with beach access Madeira Island
- Boutique hotels Madeira Island
- Townhouse rentals Madeira Island
- House rentals Madeira Island
- Holiday home rentals Madeira Island
- Rentals with an EV charger Madeira Island
- Rentals with an accessible-height bed Madeira Island
- Tent rentals Madeira Island
- Flat rentals Madeira Island
- Tiny house rentals Madeira Island
- Rentals with lake access Madeira Island
- Waterfront rentals Madeira Island
- Pet-friendly rentals Madeira Island
- Chalet rentals Madeira Island
- Family-friendly rentals Madeira Island
- Rentals with a hot tub Madeira Island
- Rentals with a cinema Madeira Island
- Nature eco lodge rentals Madeira Island
- Motorhome rentals Madeira Island
- Private suite rentals Madeira Island
- Beachfront rentals Madeira Island
- Rentals with a fireplace Madeira Island
- Villa rentals Madeira Island
- Rentals with an accessible-height toilet Madeira Island
- Farm stay rentals Madeira Island
- Rentals with breakfast Madeira Island
- Hotel rooms Madeira Island
- Smoking-friendly rentals Madeira Island
- Rentals with a firepit Madeira Island
- Cottage rentals Madeira Island
- Fitness-friendly rentals Madeira Island
- Rentals with outdoor seating Madeira Island
- Guest house rentals Madeira Island
- Bed and breakfasts Madeira Island
- Rentals with a patio Madeira Island
- Loft rentals Madeira Island
- Serviced apartment rentals Madeira Island
- Apartment rentals Madeira Island
- Rentals with a washing machine and dryer Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Zona Velha
- Praia Machico
- Clube de Golf Santo da Serra
- Pico dos Barcelos
- Porto Moniz Natural Swimming Pools
- Sé do Funchal
- Complexo Balnear do Lido
- Fish Market
- Casas Tipicas de Santana
- Blandy's Wine Lodge
- CR7 Museum
- Santa Catarina Park
- Cabo Girão
- Pico Do Areeiroo
- Praia de Garajau
- Cristo Rei
- Things to do Madeira Island
- Tours Madeira Island
- Sightseeing Madeira Island
- Nature and outdoors Madeira Island
- Food and drink Madeira Island
- Sports activities Madeira Island
- Art and culture Madeira Island
- Things to do Madeira
- Nature and outdoors Madeira
- Sightseeing Madeira
- Food and drink Madeira
- Sports activities Madeira
- Tours Madeira
- Art and culture Madeira
- Things to do Portugal
- Sports activities Portugal
- Nature and outdoors Portugal
- Tours Portugal
- Entertainment Portugal
- Sightseeing Portugal
- Art and culture Portugal
- Food and drink Portugal





