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Holiday rentals with a pool in Ponta do Sol

Find and book unique homes with a pool on Airbnb

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.

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Top Guest favourite
An outdoor space is shown, featuring an infinity swimming pool with a clear blue surface. Surrounding the pool are sunbeds, a grassy area, and views of lush green hills under a partly cloudy sky. The villa's glass doors provide access to interior living areas.
Home in Arco da Calheta
4.97 out of 5 average rating, 100 reviews

Villa Palheiros - A Magnificent Ocean View

Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

Guest favourite
The outdoor area features a private infinity pool with steps leading in, surrounded by a spacious deck with sun loungers. Palm trees provide shade, while a cozy seating arrangement in vibrant blue invites relaxation. The modern structure showcases large glass windows reflecting the sunny ambiance.
Home in Funchal
4.94 out of 5 average rating, 108 reviews

Old Town Funchal Seafront Home w Pool & garden

Beach front design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited seaviews. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

Guest favourite
A refreshing pool sits in the foreground, framed by lush greenery and palm trees. In the background, a charming two-story house features a terracotta roof and warm lighting, inviting relaxation. The garden area includes well-maintained landscaping, creating a serene outdoor atmosphere.
Villa in Ponta do Sol
4.92 out of 5 average rating, 139 reviews

Secluded cottage w pool, oceanside view, 3BR, 3BA

Enjoy the unique duality of the Seaside x Mountain Madeiran landscape in one of the sunniest and warmest locations of the Island. Located between Ribeira Brava (4km) and Ponta do Sol (3,5km), the house provides the most breathtaking views but is still close and easy to get to surrounding villages, beaches, and levada walks. Take your time to relax in the porch, in the garden or by the pool, freshen up with a dip, prepare a barbecue for the family, or have a charming dinner under the stars.

Top Guest favourite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tábua
4.96 out of 5 average rating, 141 reviews

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!

Top Guest favourite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Madeira
4.98 out of 5 average rating, 104 reviews

Panoramic View: Lux 3 bed w/ heated pool

Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Guest favourite
A spacious terrace features a wooden pergola with flowing curtains, framing stunning sea views. A small round table accompanies two chairs, providing a perfect spot for relaxation. The vibrant blue sky enhances the tranquil ambiance, complemented by hints of nearby terracotta rooftops.
Apartment in Arco da Calheta
4.96 out of 5 average rating, 200 reviews

Villa do Pombal 1 , Swimming pool,great sea views

The stunning apartment is located in one of the most sunny parts of Madeira .Villa to Pombal is a two floor building ,that contain two separate apartments. Each apartment have private entrance. It has breathtaking views , allows you to leave all stress behind and enjoy the natural beauty of Madeira. Excellent place to rest with easy access to many tourists attractions. Apartment is located 5 min. drive to sandy Calheta beach. 25 fountain walk begin is about 10min. drive from apartment.

Top Guest favourite
A dining table on the balcony features a yellow tray with pastries and beverages, creating an inviting breakfast setting. Scenic views of the ocean and landscape are visible in the background, with a sparkling blue pool below and lush greenery surrounding the area.
Apartment in Ponta do Sol
4.96 out of 5 average rating, 102 reviews

Villa Smiling Petals (Nest Four) Pool & Sea View

Petals (Nest four) , is one of four apartments, decorated with a special touch, designed to be a humble and cozy home to return to after a day exploring our beautiful island. It features a hight speed Wi-Fi, one bedroom, shower room, a fully equipped kitchen, private balcony and free parking. Enjoy a swim in the pool and a meal in the garden at sunrise or sunset, overlooking to the breathtaking views over horizon and montains, in perfect communion with the Nature surrounding you.

Top Guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 668 reviews

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

Superhost
A sunlit terrace features two yellow lounge chairs positioned by a shimmering saltwater pool. The expansive view reveals the ocean and coastline, with greenery rising in the background under a clear blue sky.
Guest suite in Ponta do Sol
4.88 out of 5 average rating, 188 reviews

A View For You

É um alojamento com uma fantástica vista para o mar da nossa paradisíaca Ilha da Madeira! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas férias maravilhosas e inesquecíveis! Permite o uso de piscina de sal, temperada, que pode ser partilhada com outros hóspedes. Todos os hóspedes são bem vindos! Sejam felizes e divirtam-se nas vossas férias! :-)

Top Guest favourite
Cottage in Ponta do Sol
4.94 out of 5 average rating, 170 reviews

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.

Top Guest favourite
The image showcases a charming stone house with a terracotta roof, surrounded by a wooden fence. A green umbrella sits on a small patio table, providing shade. Lush greenery and distant ocean views are visible in the background, creating a calming outdoor environment.
Home in Ribeira Brava
4.98 out of 5 average rating, 152 reviews

Casa Velha 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.

Guest favourite
Guesthouse in Ponta do Sol
4.95 out of 5 average rating, 153 reviews

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.

Popular amenities for Ponta do Sol rentals with a pool

Quick stats about holiday rentals with a pool in Ponta do Sol

  • Total holiday rentals

    Explore 80 holiday rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol holiday rentals start at $83 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Ponta do Sol holiday 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!

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Ponta do Sol
  5. Rentals with pools