Vacation rentals with a pool in Estreito da Calheta

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Top-rated rentals with a pool in Estreito da Calheta

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Guest favorite

A balcony scene features a table set with two plates of breakfast alongside a scenic view of the ocean. Two chairs are positioned around the table, and the horizon is visible under a clear blue sky, reflecting the sunlight.

Condo in Caniço

4.86 out of 5 average rating, 159 reviews

Family friendly apartment swimming pool ocean view

A perfect family friendly apartment for who wants to spend a holiday with kids or friends in a wonderful island in Madeira which offers confortable climate all year long. Apartment is fully furnished and equipped with all the appliances that you need to spend your holidays. Amazing ocean view, perfect location to watch sunrise and sunset from the balcony. It is suitable for kids and infants, has high chairs from 0 to 5 years old, potty chair and a baby cot for the little ones, also a toy box.

Guest favorite

A private pool is featured in a sunlit terrace, surrounded by lush greenery and a view of the ocean and the town below. A dining area with a table and chairs, a hammock, and an umbrella provide comfortable spaces for relaxation.

Home in Funchal

4.94 out of 5 average rating, 161 reviews

Place In The Sun

A beautiful and spacious house to enjoy your holiday in Madeira. From the private pool & BBQ terrace there are breathtaking ocean views over the bay of Funchal. The Botanical Gardens are 10 mins walk away and there is a bus stop 30 seconds away, taking 5mins to the centre. 3 mins walk away there is a restaurant, Sesamo bakery & mini supermarkets. The Aerobus stop is also a few minutes walk away. A fantastic view from the terrace to watch the world famous Madeira New Years Eve firework display.

Guest favorite

An infinity pool reflects the sunset hues, offering a serene view of the Atlantic Ocean. Sun loungers are positioned along the edge, surrounded by lush greenery and palm trees. The tranquil atmosphere is enhanced by the fading light of dusk.

Home in Tábua

4.95 out of 5 average rating, 111 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 favorite

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, 66 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.

Superhost

An infinity pool stretches towards the ocean, reflecting soft shades of blue under a dusky sky. The distant hillside features twinkling lights from nearby homes, enhancing the serene coastal view.

Apartment in Funchal

4.94 out of 5 average rating, 210 reviews

Atlantic Ocean View Apartment INFINITE POOL

The apartment is situated in front of the ocean, in the sunniest part of the city and has a infinity pool, jacuzzi and gym. You have direct access to Formosa beach from the pool area by foot. This is a comfortable full equipped apartment with A/C, coastal decoration with 2 double beds. The complex is close to public transport, Aerobus bus stop just outside the main gate, Parks, Formosa Beach, Natural Pools, Sea Promenade, Restaurants/ Cafes, Shopping Center, Cinema, Supermarket, etc..

Top guest favorite

A swimming pool with shimmering blue tiles reflects the surrounding greenery. Tropical plants frame the pool area, while a shaded seating area with wooden chairs and a table is visible nearby, providing a place for relaxation and enjoyment.

Apartment in Arco da Calheta

4.97 out of 5 average rating, 167 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.

Guest favorite

The modern villa is set atop gently sloping terrain, with expansive windows and wooden accents. Surrounding greenery enhances the landscape, and a private turquoise pool can be seen below. A terrace with seating options is also visible, inviting relaxation amid the natural surroundings.

Cabin in Jardim do Mar

4.96 out of 5 average rating, 114 reviews

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Guest favorite

Home in Jardim do Mar

4.94 out of 5 average rating, 47 reviews

Paradise by the sea | Jardim. Meu Amor!

A Stay Madeira apresenta o nosso novo projecto pessoal – JARDIM. MEU AMOR! Somos completamente apaixonados pelo Jardim do Mar! A nossa casa remonta o ano de 1937, quisemos dar-lhe uma nova vida, recuperamos e decoramos ao detalhe e com muito amor! A calma, o panorama e o som do oceano fazem deste lugar o sítio ideal para passar umas férias relaxantes na ilha da Madeira! Aguardamos pela sua visita! Até breve, Susana &Pedro

Superhost

A shared heated outdoor pool is surrounded by sun loungers, positioned for comfort. A colorful umbrella provides shade beside the pool. The area is complemented by distant views of the surrounding landscape and clear blue skies.

Apartment in Câmara de Lobos

4.86 out of 5 average rating, 7 reviews

Villas Quinta da Lapa Flat B by Analodges

Villa Quinta da Lapa offers fully equipped apartments, outdoor heated pool, solarium and fantastic views, ideal for family vacations, with friends or two. It has bed linen, bath towels, pool / beach and welcome. Great location to visit the island and do levadas. Supermarkets and restaurants nearby, in a city known for fresh fish, the poncha and well welcome visitors. Free WiFi. Outdoor heated pool shared. Free parking.

Superhost

Apartment in Sao Goncalo

4.9 out of 5 average rating, 122 reviews

Charming View Apart. ✪free parking✪Amazing Sunsets

This apartment is located, on a hillside, in the high areas, east of Funchal. With the most enchanting panoramic view over the Atlantic Ocean, passing over Funchal, up to the mountains. Undoubtedly a privilege to see this wonderful landscape from the balcony of the apartment itself. Here I offer a quiet space providing moments of relaxation and well-being with the most unique sunsets ever seen.

Guest favorite

The image depicts a modern villa complex with two distinct houses, one built of stone and the other in a vibrant color. An infinity pool reflects the sky and is surrounded by lush gardens and pathways, creating a relaxing outdoor environment.

Villa in Ponta do Sol

4.98 out of 5 average rating, 126 reviews

Villa Miradouro da Baleia (Heated Pool optional)

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!