
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.

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.

Painters Cottage Pool & Ocean View balcony Funchal
Walk to the beach & Funchal city center. Fantastic seaview 1 bedroom apartment in an authentic part of old Funchal with swimming pool, garden, BBQ & private terrace. Fast Internet & street parking. Enjoy the large balcony all year with warm climate & views of the harbour. Charming fully equipped flat set in a heritage property with beautiful interior design & a full kitchen. Perfect countryside feel base to live like a local surrounded by nature & explore Madeiras hikes, food & ocean in style

Casa Palheiro @ Casas Da Vereda
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Papaia Yurt ~ EcoGlamping in a Hidden Paradise
Wake up surrounded by tropical banana plants, listening to the waves by the beach and the spring water falling down the waterfall. This was the first Glamping site on Madeira Island and still the only one that allows you to relax by the hill, with all the comfort, luxury, and above all, the privacy of an exclusive spot not having another tent aside. With common spaces like Swimming Pool, honesty bar, and Social tipi. If your dates are not available, check : www.airbnb.pt/h/figtipiamour.

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)].

Mango House
House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom, a social toilet, open space with kitchen / living and dining room, furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue and mini-pool complete your well-being.

Stonelovers® (Heated Pool Optional) - Unit3
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.

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.

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Modern studio in the sunny and serene coastal 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 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).

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!

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

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

Ocean View Villa Madeira

Place In The Sun

Casa dos Francelhos, the charming house of Funchal

Villa Maria Atlantic View

Casa Cro | Ocean View

Casa da Arvore in the Eucalyptus Forest, no neighbors

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

Tropical Sunset D

Ocean View Madeira Apartment

Luxury Big Apartment/Ocean view/Free Parking

Family friendly apartment swimming pool ocean view

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

Charming Lido Flat I
Other holiday rentals with a pool

Galvão House Experience

Villa Arco-Iris, a Home in Madeira

Villa Panorama 2 - Luxury Villa in Ponta do Sol

Wander Sunshine Deluxe C

Villa Nóbrega

Casa das Terças

Villa Gia: Your Home Away from Home

Secluded Sunset Villa on Cliff & 180° Ocean Views
Destinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Ponta do Sol Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Arco da Calheta Holiday rentals
- Anaga Holiday rentals
- Rentals with an accessible-height toilet Madeira Island
- Rentals with a firepit Madeira Island
- Tiny house rentals Madeira Island
- Rentals with a patio Madeira Island
- Beachfront rentals Madeira Island
- Hotel rentals Madeira Island
- Smoking-friendly rentals Madeira Island
- Rentals with an accessible-height bed Madeira Island
- Pet-friendly rentals Madeira Island
- Apartment rentals Madeira Island
- Loft rentals Madeira Island
- Townhouse rentals Madeira Island
- Rentals with lake access Madeira Island
- Farm stay rentals Madeira Island
- Rentals with a sauna Madeira Island
- Guest house rentals Madeira Island
- Flat rentals Madeira Island
- Rentals with a fireplace Madeira Island
- Nature eco lodge rentals Madeira Island
- Boutique hotel rentals Madeira Island
- Rentals with a hot tub Madeira Island
- Private suite rentals Madeira Island
- Rentals with outdoor seating Madeira Island
- House rentals Madeira Island
- Holiday home rentals Madeira Island
- Waterfront rentals Madeira Island
- Rentals with a washing machine and dryer Madeira Island
- Rentals with breakfast Madeira Island
- Rentals with a balcony Madeira Island
- Tent rentals Madeira Island
- Rentals with beach access Madeira Island
- Serviced apartment rentals Madeira Island
- Villa rentals Madeira Island
- Family-friendly rentals Madeira Island
- Rentals with an EV charger Madeira Island
- Chalet rentals Madeira Island
- Fitness-friendly rentals Madeira Island
- Cottage rentals Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Porto Santo Beach
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Casino da Madeira
- Monte Palace Tropical Garden
- Beach of Madalena do Mar
- Praia Da Ribeira Brava
- Praia da Calheta
- Ponta do Garajau
- Madeira Natural park
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Praia do Penedo
- Parque das Queimadas
- Porto Santo Golfe
- Palheiro Golfe
- Things to do Madeira Island
- Art and culture Madeira Island
- Food and drink Madeira Island
- Nature and outdoors Madeira Island
- Sightseeing Madeira Island
- Sports activities Madeira Island
- Tours Madeira Island
- Things to do Madeira
- Tours Madeira
- Nature and outdoors Madeira
- Art and culture Madeira
- Food and drink Madeira
- Sports activities Madeira
- Sightseeing Madeira
- Things to do Portugal
- Sports activities Portugal
- Food and drink Portugal
- Sightseeing Portugal
- Tours Portugal
- Wellness Portugal
- Art and culture Portugal
- Entertainment Portugal
- Nature and outdoors Portugal