
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 $60 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
90 of Ponta do Sol vacation rentals include wi-fi 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!

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Welcome to Villa Panorama. Video URL: https://youtu. be/ne-2B5Xo39I This NEW villa was built with the aim of creating a unique space that would allow rediscovering the concept of physical and mental well-being with magnificent landscapes in a modern architectural environment! The villa, completed in 2018, is located in the parish of Arco da Calheta – Calheta, one of the most sought-after areas by tourists, characterized by being one of the sunniest areas of Madeira Island!

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

MG House
An oasis in the heart of Madeira's West Zone facing south and with a fantastic sunset. Quiet residential area with good access. 5 minutes from the beach, shops and restaurants and in a great location for exploring the island. A modern house with a heated saltwater pool (for a fee), good areas, barbecue, solarium area, garden with aromatic herbs, gym and parking. The entire house is air-conditioned and has a kitchen equipped to celebrate great moments.

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.

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.

Casa da Lombada
Magnificent Casa da Lombada, is located on the Lombada da Ponta do Sol site, on a slope 270 meters above sea level, which provides its guests with some of the best views of the sea and the mountains of the island. It also offers the opportunity to watch the sunrise on the mountain while having your breakfast on the balcony. A unique accommodation experience with comfort, tranquility and well-being to spend a spectacular family vacation.

CASA SOL E VISTA 2
Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

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 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!

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

Casa do Lado

Moradia Syso

Mango House

Panoramic View: Lux 3 bed w/ heated pool

Casa Velha D. Fernando

The One Madeira

Stunning 3BR Villa | Ocean-View, Private Pool

Tabua Lodge
Condo rentals with a pool

Tropical Sunset D

Vargem Mar Beach

Modern, lux comfort with Pool & Ocean view

Charming Lido Flat II

New dream luxury appartment in the Madeira Palace.

Whitehouse408 Sw.Pool & Pvt. Parking

Luxury Big Apartment/Ocean view/Free Parking

Monumental Apartment
Other vacation rentals with a pool

Luxury dream villa, outstanding views | Seacrest

Sunny Oasis

Luxury-Apartment-Sea view-Villa Rosa

"Villa Branca do Sol:" Saltwater pool & sea view

A&M House II

Maison Deluxe Madeira-Peace&Luxury beyond horizon

Casa do Terrāço - Quinta Falcões Do Sol

Villa Maria Atlantic 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
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- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Sé do Funchal
- Madeira Whale Museum
- Blandy's Wine Lodge
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- Ponta do Pargo
- Cristo Rei
- CR7 Museum
- Funchal Cable Car
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