
Waterfront vacation rentals in Calheta
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Top-rated waterfront rentals in Calheta
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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!

Refúgio do Tibéu
Recently renovated, Refúgio do Tibéu is a private house 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, as well as walking tours of the area and/or the island's "levadas" (irrigation channels). We look forward to seeing you visit our home on this beautiful island.

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, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

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.

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.

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.

Magro's House
This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

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.

STONE HOUSE
Esta casa é a simbiose entre o passado tradicional das gentes e da ilha e a reconstrução actual e versátil. Acomoda 4 pessoas. Situada sobre a praia e a vila, goza de tranquilidade e bons acessos a "Levadas", "veredas" e à Floresta Laurissilva.
Popular amenities for Calheta waterfront rentals
Waterfront apartment rentals

HighTide 1 Jardim do Mar Modern 1-bedroom with Sea View

Apartment Paulo by Your Madeira Rentals

Silver

Stunning Ocean View Apartment

Villa Smiling Petals (Nest Four) Pool & Sea View

Casa da Betty - luxurious w/aircondition

Casa da Maresia

Villa Apartment
Waterfront house rentals

Villa Serenity

Sun&Salt | Ocean view

Oak tree / Ocean view

CASA DA Lev NOVA - Paul do Mar

Zeza´s Garden

Recanto das Florenças (2) - Great Views & Sunsets

North Coast Cabin

Sweet Brava Home - Pool & Sea view
Waterfront condo rentals

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

Magnificent Oceanfront Luxury | AC & Free Parking

Surfside apartment in the heart of Paúl do Mar

Downtown as it can get

Ocean view and Infinity pool Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

New dream luxury appartment in the Madeira Palace.
Quick stats about waterfront rentals in Calheta

Total vacation rentals
Explore 70 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 4,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Calheta vacation rentals include wi-fi access

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

4.9 Average rating
Calheta stays are highly rated by guests—averaging 4.9 out of 5!
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Zona Velha
- Praia Machico
- Clube de Golf Santo da Serra
- Pico dos Barcelos
- Porto Moniz Natural Swimming Pools
- Sé do Funchal
- Complexo Balnear do Lido
- Fish Market
- Casas Tipicas de Santana
- Pico Do Areeiroo
- Blandy's Wine Lodge
- CR7 Museum
- Cabo Girão
- Santa Catarina Park
- Praia de Garajau
- Cristo Rei
- Funchal Cable Car





