Villa vacation rentals in Ponta do Sol

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Top-rated villa rentals in Ponta do Sol

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Guest favorite

Villa in Estreito Calheta

4.95 out of 5 average rating, 133 reviews

Casa Rural @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean: 30 minutes drive to Funchal, 5’ to rock beaches in seaside villages or sand by the marina of Calheta, or the close-by levada walks. Please note that one can rent any combination of Casa Palheiro studio, Casa Rural 1 bedroom, and Casa Eco 2 bedrooms!

Feb 7 – 14

R3,235 ZAR per night

Guest favorite

Villa in Ponta do Sol

5.0 out of 5 average rating, 18 reviews

Villa Branca do Sol: Saltwater Pool & Ocean View

Modern white villa with pool and spectacular panoramic ocean view. The Villa Branca do Sol was designed by a well-know architect from Madeira. It offers a great atmosphere with large windows from floor to ceiling. The open concept living and dining area is flooded with light and includes a kitchen with cooking island. Each of the sleeping rooms has its own bathroom. The master suite has additionally an office area and a closet room. The garden offers comfortable lounge seating and pool chairs.

Dec 6 – 13

R4,990 ZAR per night

Guest favorite

Villa in Ponta do Sol

4.95 out of 5 average rating, 74 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.

Feb 13 – 20

R3,310 ZAR per night

Guest favorite

Villa in Estreito da Calheta

4.97 out of 5 average rating, 37 reviews

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring one bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Jan 10 – 17

R7,793 ZAR per night

Guest favorite

Villa in Arco da Calheta

4.93 out of 5 average rating, 190 reviews

Heated pool, hot & cold AC, BBQ, views & parking

This stunning home completed in September 2016, features a heated pool & outside shower & BBQ area, plus hot & cold AC. The Villa is located in Arco da Calheta, a village in the south west & is within walking distance to mini-supermarkets, cafes, bars and pharmacy. Approx. 10 minutes drive to Calheta Beach, 30 minutes drive to Funchal and 45 minutes to the airport. Hillside Villa is ideal for couples, solo adventurers, families (with kids (cot & highchair provided), and big groups.

Mar 21 – 28

R4,145 ZAR per night

Guest favorite

Villa in Seixal

4.94 out of 5 average rating, 107 reviews

Madeira Black Sand House by Stay Madeira Island

Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Dec 13 – 20

R4,589 ZAR per night

Guest favorite

Villa in Fajã da Ovelha

4.97 out of 5 average rating, 116 reviews

Quinta São Lourenço Đ Đ Đ Casa Palheiro Đ Đ Đ

The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

Nov 15 – 22

R1,822 ZAR per night

Guest favorite

Villa in Ponta do Sol

4.98 out of 5 average rating, 101 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!

Nov 26 – Dec 3

R4,516 ZAR per night

Guest favorite

Villa in Ponta Do Sol

4.95 out of 5 average rating, 88 reviews

Anjos Paradise Eden

It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.

Apr 4 – 11

R9,445 ZAR per night

Superhost

Villa in Machico

4.83 out of 5 average rating, 100 reviews

Fernandes House - Apartment 1

A Fernandes House é uma casa nova (remodelada em maio de 2021) e esta localizada em Machico, na costa sul da ilha da Madeira, a 1,4 km da praia de areia amarela, a 5 minutos de carro do Aeroporto. O apartamento fica na parte inferior da moradia. Nós vivemos no piso superior e estamos sempre disponíveis para ajudar, mas dando toda a privacidade. Será um prazer recebe-los.

Oct 29 – Nov 5

R1,380 ZAR per night

Guest favorite

Villa in Sao Vicente

4.92 out of 5 average rating, 110 reviews

A Casa Estrelícia-Dourada Garcês

The accommodation (built in 1934, reformed in 2015) located on the Laurissilva Coast, in Sítio da Terra Chã, overlooking the village of São Vicente on Madeira Island (a 5-minute walk from the same village). It is 30 minutes away

Nov 27 – Dec 4

R2,125 ZAR per night