Waterfront vacation rentals in Calheta

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Top-rated waterfront rentals in Calheta

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Madalena do Mar

4.98 out of 5 average rating, 125 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida (100MBps), smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

Mar 28 – Apr 4

G$33,346 GYD per night

Guest favorite

Home in Jardim do Mar

4.98 out of 5 average rating, 103 reviews

Jardim do Mar, Sunset Bougainvillea House

130m² Wohnfläche verteilt auf zwei Ebenen, zwei Schlafzimmer (jeweils Doppelbetten im EG und im OG) mit separatem Dusch-/Wannen-Bad je mit Regendusche laden bis zu vier Personen zum Wohlfühlen in idyllischen Ort in direkter Nähe zum Meer ein. Die attraktive Lage des Hauses und des Ortes, das klare Design, hochwertige Materialien sowie eine raffinierte Aufteilung der Räume schaffen ein ganz besonderes Urlaubserlebnis. Das großzügige Haus wurde 2016 komplett renoviert und liebevoll eingerichtet.

Dec 29 – Jan 5

G$30,942 GYD per night

Guest favorite

Chalet in Ponta do Sol

4.96 out of 5 average rating, 150 reviews

Quinta do Esmeraldo^ Be fine

if you enjoy small, cozy spaces then you have found the ideal accommodation for your vacation. This small stone and wood house, formerly used as the kitchen of the property, is ideal for two people looking for a calm and tranquil holiday. Situated on the sunny slopes of Lombada in Ponta do Sol, you’ll be in contact with nature and the daily life of locals. You will also be close to some levadas, as well as to the urban centre (2 km away) and a number of roads to various parts of the island.

Jan 24 – 31

G$15,550 GYD per night

Guest favorite

Apartment in Lombo Do Doutor

4.91 out of 5 average rating, 55 reviews

Marina View Apartment - Pool, Aircon & Ocean View

NOTE: There is construction work in the surrounding area, so be prepared for some varying levels of construction noise during working hours. A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic and Calheta Marina.

Mar 28 – Apr 4

G$38,424 GYD per night

Guest favorite

Home in Madeira

4.9 out of 5 average rating, 157 reviews

Tanky Refuge

Recently renovated, the Tiberian Refuge is a private house situated in a very quiet and sunny area. It is the ideal place for a vacation for two or even as a family. It is close to numerous tourist places, including the fantastic beach of the county. Its location makes your tours of the island easy, whether to the sea or the mountains, as well as walking tours of the area and/or the levadas of the island. We look forward to visiting our home on this beautiful island.

Apr 12 – 19

G$16,484 GYD per night

Guest favorite

Cottage in Jardim Do Mar

4.97 out of 5 average rating, 148 reviews

Stonelovers® (Heated Pool Optional) - Unit3

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.

Apr 29 – May 6

G$26,867 GYD 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 5 – 12

G$46,470 GYD per night

Guest favorite

Home in São Vicente

4.95 out of 5 average rating, 104 reviews

Sea House

Magnificent beach house, located on the green north coast of Madeira Island, more specifically in the city of São Vicente, recently restored, has a beach right in front of you with a very blue sea. The beach has access to the sea, has a solarium area and showers. I usually joke that the house has a natural pool :-) São Vicente is the main city on the north coast of the island and is just 40 minutes from the capital Funchal. Wi-Fi 200Mb

Mar 18 – 25

G$33,572 GYD per night

Guest favorite

Home in Lombo Do Doutor

4.94 out of 5 average rating, 50 reviews

*NEW* 2-Bedroom house by the sea with Patio

Enjoy yourself while staying in this newly built house located near Calheta's Beach, only a 2-minute walk. Our place offers 2 bedrooms, 3 bathrooms, kitchen, living room and a solarium. Perfect for small families or couples looking for a place to relax while close to the beach and mountains at the same time. Includes also private parking and proximity to supermarket, restaurants, cafés and to Calheta's Marina.

Apr 3 – 10

G$33,527 GYD 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!

Jan 30 – Feb 6

G$42,921 GYD per night

Superhost

Home in Estreito da Calheta

4.85 out of 5 average rating, 110 reviews

Casa do Penique ORGANIC

Casa do Penique Organic can be found on a dead end road, in a quiet Madeiran village, only 400 minutes from Funchal. It has been carefully restorated and now offers a spacious and relaxing space where you can enjoy an ocean view while sitting by the pond.

Dec 30 – Jan 6

G$37,595 GYD per night

Superhost

Apartment in Lombo Do Doutor

4.91 out of 5 average rating, 157 reviews

Beautiful Apartment Fontes

The 'Beautiful Apartment Fontes' was designed and constructed in general for all types of clients being them passionate about nature, landscapes, hiking, trekking, water sports or just for a relaxing stay in a very charming and quiet area of Calheta.

Jan 17 – 24

G$19,597 GYD per night