
Holiday rentals with a pool in São Vicente
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in São Vicente
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.

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!

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. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

☀️ 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 balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool. New Tourism Tax already included in the price, so we'll take care of that for you.

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

Cork House By Fernandes’s Cottage - Madeira island
A modern and cosy apartment, close to the mountains and the sea, in the picturesque village of Ponta Delgada in Madeira Island. Perfect for a relaxing holiday or for working peacefully outdoors, ready to accommodate a family of 4 or two couples. Ideal location to explore the North Coast of the island but also at a short drive from the South Coast. On your return, at the end of the day, the property's refreshing swimming pool is waiting to help you recover.

Casa Velha D. Fernando (Old House D. Fernando)
Casa Velha D. Fernando is an apartment that offers a magnificent view from the terrace to the Ocean. It is a 15-minute drive from the city of Funchal and 30 minutes from the airport. It has all the facilities such as WiFi, full bathroom, TV, microwave and toaster essential for a fantastic and relaxing holiday. a barbecue, sun loungers and an outdoor dining area. An excellent starting point for the discovery of the island. Free wifi.

Meu Pé de Cacau - Pitanga Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the northeast and the vast Atlantic Ocean to the southwest. 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 with walls 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!

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

House by the sea
The house is next to the sea, with fantastic views of the ocean and the mountains, with a saltwater pool (shared with the three houses on the property and private to the outside public), a sun terrace and an outdoor barbecue, very quiet and close to the center of São Vicente. (As this is a rural area and the weather is very hot, animals such as lafartichas and cockroaches may be present.)
Popular amenities for São Vicente rentals with a pool
House rentals with a pool

Oak tree / Ocean view

House of Christ the King

Casa da Cascata B&B | Levada Houses

Peak A Boo (Private Heated Pool & Private Parking)

Villa Nóbrega

Casa Cro | Ocean View

Villa Bisa Atlantic View ,heated pool

Casa do Lado
Apartment rentals with a pool

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

Lovely Apt. in Funchal’s Hills

New dream luxury appartment in the Madeira Palace.

Modern, lux comfort with Pool & Ocean view
Other holiday rentals with a pool

Rochão Village by Rent2U - 2 Bedrooms (Élvio)

Casa da Lombada

Casa de Pedra - Casas do Calhau Miúdo

Quinta do Rosário, São Vicente, Madeira-32053/AL

Casa da Arvore in the Eucalyptus Forest, no neighbors

Botanica Living | Acacia Apt

Plantation´s Villa - Funchal Seaside Villas

Beige Rock Villa
Quick stats about holiday rentals with a pool in São Vicente

Total holiday rentals
Explore 20 holiday rentals in São Vicente

Nightly prices starting at
São Vicente holiday rentals start at $143 SGD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of São Vicente holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across São Vicente rentals

4.8 Average rating
São Vicente stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Funchal Holiday rentals
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- Porto Santo Island
- Porto Santo Beach
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Casino da Madeira
- Monte Palace Tropical Garden
- Praia da Calheta
- Beach of Madalena do Mar
- Ponta do Garajau
- Praia Da Ribeira Brava
- Ponta do Sol Beach
- Madeira Natural park
- Praia do Penedo
- Clube de Golf Santo da Serra
- Parque das Queimadas
- Porto Santo Golfe
- Palheiro Golfe




