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

Total holiday rentals
Explore 30 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $102 NZD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday 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 holiday 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 accommodation in Estreito da Calheta
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Magnificent Oceanfront Luxury | AC & Free Parking
Can you imagine waking up to the sound of the waves and feeling like you're on a luxury cruise? Here, the Atlantic is your only border and your only neighbor. What awaits you: 👉 An endless view and a constant spectacle of ships on your horizon. 👉 Ultra-fast Wi-Fi 1 GB Wi-Fi 👉 Free garage. 👉 Location 10 minutes from Funchal and 7 minutes from the airport 👉 Direct access to the expressway that will take you anywhere on the island Reserve your spot on the ocean's front row. Paradise is here!

Recanto das Florenças (2) - Great Views & Sunsets
This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

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!

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.

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.

Tropical house :) 2 min to the sea, views, nature
Tropical house :) - recently renovated, everything is new and fresh - air-conditioning in the living room - 2 minutes to the beach (50 meters) and easy parking - stunning sea views and sunsets - private balcony and patio for outdoor dining - fully equipped kitchen - (oven, dishwasher, microwave, washing machine, etc.) - Fast internet, smart TV and Bluetooth speaker - excellent location (easy access to the entire island, hikes and beaches) - Self check-in

Quinta da Tabua
We prepare this house with your comfort and rest. The place is quiet with a great view of the sea and the mountains. It has a garden with some fruit trees and a porch that allows you to relax and feel the breeze while you read a book. You can prepare meals at the barbecue or in the kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high quality mattresses and take a very warm, rested shower.

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

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.

Glamping Maracujá: Oasis Paradise
*Fast Wi-Fi! Download: 78.3 Mbps, Upload: 91.6 Mbps *Large balcony: 30m² *Barbecue area *Hot tub at 38°C *Fully equipped kitchen *Free parking 10 meters away *Free coffee and tea *Air-conditioning *Shampoo and shower gel *Bathrobes *Bluetooth speaker *Hair dryer

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
Popular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment accommodation

Basalt

Uni AIR Studio

CASA 61 (private pool) by Stay Madeira Island

Stunning Ocean View Apartment

Casa da Maresia

Vista Mar – Apartment with Terrace & Sea View

Casa Linhares

Apartment Desertas ( 5 minutes walk from beach)
Waterfront house rentals

Refuge of Tibéu II

STONE HOUSE

Jardim do Mar, Sunset Bougainvillea House

2-Bedroom house by the sea with Patio

Two Birds Place - Mar, Sol e Natureza!

Madeira Pearl: Breathtaking Atlantic Ocean Views

CasaMar

Villa Vera Garajau - Madeira Island
Waterfront condo accommodation

Vargem Mar Beach

Penthouse Marina Sol 20785/AL

Surfside apartment in the heart of Paúl do Mar

360° Sea & City views, in the heart of Funchal

Atlantic View Penthouse

Luxury on the beach Funchal Sea View free Parking

New dream luxury appartment in the Madeira Palace.

Bright Seafront Apartment
Destinations to explore
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- Cristo Rei
- CR7 Museum
- Clube de Golf Santo da Serra





