
Waterfront vacation rentals in Estreito da Calheta
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Estreito da Calheta

Total vacation rentals
Explore 30 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$12,568 GYD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Estreito da Calheta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Estreito da Calheta rentals

4.8 Average rating
Estreito da Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated waterfront rentals in Estreito da Calheta
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

House with stunning views surrounded by nature
Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL
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Beautiful Views - Apartment Fontes
“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!
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Cottage Pearl-Rural Holiday Experience by SeaPearl
Discover the "Cottage Pearl" in the warmest and most tropical region of Madeira. The accommodation is the result of a rural tourism project called "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect and original characteristic, with a touch of modernity, simplicity and all the comfort. This sublime cottage has a private jacuzzi, solarium with sea view, barbecue, vegetable garden, trees and garden.An authentic appeal to your senses!
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Mango House
House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.
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Uni AIR Studio
Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.
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Blue
Excelente localização / Great location Excelente vista / Great view PT: Elegante e confortável apartamento no coração do Funchal (Praça da Autonomia). Vista panorâmica para o mar e para a encosta do Funchal. Muito próximo de todas as comodidades e pontos de interesse. EN: Elegant and comfortable apartment in Funchal’s heart (Praça da Autonomia). Panoramic view of the sea and Funchal's hillside. Very close to all amenities and points of interest.
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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.
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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!
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Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! 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 ocean and Calheta Marina.
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The Yellow House
The Yellow House - can’t get closer to the sea and waves in Jardim Do Mar than this three story villa with 2 large bedrooms and 2 bathrooms. Total privacy large balcony off the main bedroom. Also sun deck off middle floor with open floor plan living room and kitchen with amazing unobstructed ocean/waves view from every level. Come enjoy the sun, waves and sunsets!
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Glamping Maracujá: Oasis Paradise
*Wi-Fi rápido! Download: 78.3 Mbps, Upload: 91.6 Mbps *Varanda ampla: 30m² *Área de churrasco *Jacuzzi quente a 38°C *Cozinha totalmente equipada *Estacionamento gratuito a 10 metros *Café e chá gratuito *Ar condicionado *Shampoo e Gel de banho *Roupões *Coluna de som bluetooth *Secador para cabelo
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Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
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Popular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment rentals

Casa Linhares
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Stunning Ocean View Apartment
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Villa Smiling Petals (Nest Four) Pool & Sea View
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Casa da Maresia
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Casa do Miradouro 2 - Romantic Seaview
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Modern & New Studio w/ Pool & Oceanside View | G 🌟
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Apartment with fantastic sea views
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Renala I "With Jacuzzi" by PAUSA Holiday Rentals
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Waterfront house rentals

Villa Vera Garajau - Madeira Island
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CASA DA Lev NOVA - Paul do Mar
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The View, Funchal
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Casa Abreu bright and stylish, sea, nature & relax
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Zeza´s Garden
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Refuge of Tibéu II
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CasaMar
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Tropical house :) 2 min to the sea, views, nature
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Waterfront condo rentals

360° Sea & City views, in the heart of Funchal
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Magnificent Oceanfront Luxury | AC & Free Parking
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Surfside apartment in the heart of Paúl do Mar
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Downtown as it can get
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Whitehouse408 Sw.Pool & Pvt. Parking
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New dream luxury appartment in the Madeira Palace.
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Penthouse Marina Sol 20785/AL
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Atlantic View Penthouse
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- Waterfront rentals Madeira
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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
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Sé do Funchal
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Cristo Rei
- CR7 Museum
- Funchal Cable Car





