
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$12,543 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!

Magnificent Oceanfront Luxury | AC & Free Parking
Have you ever imagined 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: 👉 Infinite view and a constant spectacle of ships on your horizon. 👉 Ultra-fast 1 GB Wi-Fi 👉 Free garage. 👉 Location 10 min from Funchal and 7 min from the airport 👉 Direct access to the highway that will take you anywhere on the island Book your spot on the ocean's front row. Paradise is here!

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

Refuge of Tibéu II
Refúgio do Tibéu II is a private house, just built in 2023, located in a very quiet and sunny area. It is the ideal place for a vacation for two or even a family. It is close to numerous tourist attractions, including the fantastic beach of the municipality. Its location makes it easy to tour the island, whether by sea or mountains, and/or along the island's irrigation channels. We look forward to seeing you visit our home on this beautiful island.

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.

☀️ 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

Cliff House
House located above the village and the beach/sea of Calheta, Madeira Island. It has two bedrooms, two bathrooms, a living room, kitchen and BBQ. It also has a large terrace and access to common areas; swimming pool, large gardens and a private lookout point.
Popular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment rentals

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

Basalt

Casa Linhares

Casa da Betty - luxurious w/aircondition
Waterfront house rentals

Madeira Pearl: Breathtaking Atlantic Ocean Views

Quinta da Tabua

CasaMar

Seafront Home in Old Town Funchal w Pool & Garden

Two Birds Place - Mar, Sol e Natureza!

The View, Funchal

Relax Over The Sea -12391/AL

SeaBalcony Apartment
Waterfront condo rentals

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

Bright Seafront Apartment

Luxury on the beach Funchal Sea View free Parking

New dream luxury appartment in the Madeira Palace.
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- 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
- Cascata Dos Anjos
- CR7 Museum
- Funchal Cable Car





