
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.

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!

MG House
Um oásis 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.

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Bem-Vindo à Villa Panorama. URL Video: https://youtu. be/ne-2B5Xo39I Esta NOVA moradia foi construída com o obejtivo de criar um espaço único, que permitisse redescobrir o conceito de bem-estar físico e mental com paisagens magnificas num ambiente arquitetónico moderno! A moradia concluída no ano 2018, localiza-se na freguesia do Arco da Calheta – Calheta, uma das zonas mais procuradas pelos turistas, caracterizada por ser uma das áreas mais ensolaradas da Ilha da Madeira!

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.

Villa Bisa Atlantic View ,heated pool
A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

CASA SOL E VISTA 2
A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo

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.

Meu Pé de Cacau - Studio Mango 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.

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.

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!
Popular amenities for Ponta do Sol rentals with a pool
House rentals with a pool

Villa Panorama 2 - Moradia de Luxo na Ponta do Sol

Stunning 3BR Villa | Ocean-View, Private Pool

Casa Velha D. Fernando

Tabua Lodge

Villas Calhau da Lapa 10

Panoramic View: Lux 3 bed w/ heated pool

Villa Wiktoria, by Pausa Holiday Rentals

Casa Elegante with pool and ocean view
Condo rentals with a pool

Tropical Sunset D

Casa Mar Azul 3

Luxury Big Apartment/Ocean view/Free Parking

Super Comfy, Romantic Holiday Nest

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

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

Villa Limoeira 3:3 heated pool/gym/office/sunsets

Casa do Terrāço - Quinta Falcões Do Sol

Villa Maria Atlantic View

Luxury dream villa, outstanding views | Seacrest

Luxury Villa Pérola

Maria Bonita

Elegance By The Sea

„Villa Branca do Sol“: Salzwasser-Pool & Meerblick
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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





