
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$12,554 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

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!

Madeira Pearl: Breathtaking Atlantic Ocean Views
Madeira Pearl is the perfect place for nature, beach and hiking lovers who want to discover Madeira Island. Stunning views over the sea, mountains and one of the most privileged places to contemplate one of the most beautiful sunsets in the world, with the beautiful Ponta Sol pier on the horizon. If you looking for a quiet place(road about 120 meters away with a climb with steps) where the sounds of nature and animals create a serene and relaxing environment, you have come to the right place.

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!

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.

Uni FIRE Studio
Uni FIRE studio opens up to a comfy outside living space and private garden for you to enjoy the serenity that embraces the area, while feeling the island's volcanic stones under your feet. Perfect space to contemplate the starry skies in warm nights or blissful sunsets. The studio comfortably welcomes 2 people and has a fully equipped kitchen and an ensuite bathroom. You also have access to Uni's shared garden area, of course. Free parking is available in Jardim do Mar.

CasaMar
Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.

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!

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.

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!

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

360° Sea & City views, in the heart of Funchal
With its amazing ocean, marina, Santa Catarina and mountain views, this luxury 2 bedroom is located in one of the town's most prestigious neighbourhoods. Within a 5 min walking radius, you'll find most of Funchal's main attractions, supermarkets, shopping district and restaurants.
Popular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment rentals

Casa Linhares

Stunning Ocean View Apartment

Villa Smiling Petals (Nest Four) Pool & Sea View

Casa da Maresia

Casa do Miradouro 2 - Romantic Seaview

Modern & New Studio w/ Pool & Oceanside View | G 🌟

Apartment with fantastic sea views

Renala I "With Jacuzzi" by PAUSA Holiday Rentals
Waterfront house rentals

Villa Vera Garajau - Madeira Island

CASA DA Lev NOVA - Paul do Mar

The View, Funchal

Zeza´s Garden

Casa Abreu bright and stylish, sea, nature & relax

Relax Over The Sea -12391/AL

Refuge of Tibéu II

Little Escape Madeira
Waterfront condo rentals

Magnificent Oceanfront Luxury | AC & Free Parking

Surfside apartment in the heart of Paúl do Mar

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

New dream luxury appartment in the Madeira Palace.

Penthouse Marina Sol 20785/AL

Atlantic View Penthouse
Destinations to explore
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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





