
Vacation rentals with a pool in Ponta do Sol
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Ponta do Sol

Total vacation rentals
Explore 90 vacation rentals in Ponta do Sol

Nightly prices starting at
Ponta do Sol vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 4,590 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
90 of Ponta do Sol vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ponta do Sol rentals

4.8 Average rating
Ponta do Sol stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Ponta do Sol
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Maria Bonita
Desfrute de um magnifico por do sol desde o terraço com uma vista fabulosa sobre o vale. A nossa casa possui uma espaçosa suite no piso superior, e outros dois quartos decorados com estilo minimalista, sala e cozinha moderna que integrasse lindamente com a vista do mar e a montanha. Amplo espaço exterior com piscina e zona refeição. A 5 minutos a pé encontra-se a Levada do Moinho e da Levada Nova na Lombada da Ponta do Sol, uma acolhedora localidade com um clima cálido e agradável.

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.

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

Casa da Lombada
Magnífica Casa da Lombada, está localizada no sítio da Lombada da Ponta do Sol, numa encosta a 270m acima do nível do mar, que proporciona aos seus hóspedes algumas das melhores vistas para o mar e para as montanhas da ilha. Oferece também a oportunidade de observar o nascer do sol na montanha enquanto toma o seu pequeno almoço na varanda. Uma experiência única de alojamento com conforto, tranquilidade e bem estar para passar umas férias espetaculares em família.

Anjos Paradise Nook
Anjos Paradise Nook is a Studio, decorated with a special touch, designed to be the cozy place to return to after a day exploring our beautiful island. It features a fully equipped kitchen , a living room area, and on site parking, within walking distance of the amazing waterfall Cascata dos Anjos. Enjoy a swim in the pool and a meal in the garden at sunset, overlooking the horizon, in perfect communion with the Nature surrounding you.

Villa Wiktoria, by Pausa Holiday Rentals
We proudly present a modern, spacious single-story villa available for short-term rental. Designed with comfort and style in mind, it features an open-plan kitchen and living area filled with natural light, three cozy bedrooms, two bathrooms, air conditioning, a private pool, and parking. Nestled in a quiet area, it offers the perfect base to relax and explore the many stunning sights of Madeira Island.

CASA 61 (private pool) by Stay Madeira Island
A STAY MADEIRA ISLAND apresenta a Casa 61. A Casa 61 com localização na Ponta do Sol, é o local perfeito para desfrutar de uma estadia relaxante num lugar calmo, único e ideal para recarregar as suas energias. Os espaços foram pensados para proporcionar conforto e explorar todas as sensações que a ilha tem para oferecer. A Casa 61 é parte autónoma de uma moradia, com entrada e espaços independentes.

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 Papaia 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.

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

Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
Popular amenities for Ponta do Sol rentals with a pool
House rentals with a pool

Stunning 3BR Villa | Ocean-View, Private Pool

Peak A Boo (Private Heated Pool & Private Parking)

Cantinho Bonito | Ocean View

Panoramic View: Lux 3 bed w/ heated pool

Chalet do Massapez

Villa Bisa Atlantic View ,heated pool

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Old Wine Villa
Condo rentals with a pool

Tropical Sunset D

Spectacular Ocean and Cliff views with Pool

Casa Mar Azul 3

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

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

Quinta Marefe - On the stunning west coast

Villa Arco-Iris, a Home in Madeira

Villa Panorama 2 - Moradia de Luxo na Ponta do Sol

Villa Nicuma by Escape to Madeira

Ocean View Apartment in Funchal

Tabua Lodge

Luxury dream villa, outstanding views | Seacrest

Casa Elegante with pool and ocean view
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Casino da Madeira
- Ponta do Sol Beach
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Sé do Funchal
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Cristo Rei
- CR7 Museum
- Funchal Cable Car





