
Waterfront holiday rentals in Calheta
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Calheta
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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!

Old Town Funchal Seafront villa Pool & garden
Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

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!

CasaMar
Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

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

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.

Stonelovers® (Heated Pool Optional) - Unit3
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.

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.

☀️ 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.

Geremoise
terrasse avec vue sur la mer et la montagne. Location située à 5 minutes en voiture de la plage et d'un supermarché. À 15minutes des levadas et des randonnées. Terrace with sea and mountain views. Rent located 5 minutes drive from the beach and supermarket. 15 minutes from levadas and hiking.
Popular amenities for waterfront rentals in Calheta
Waterfront apartment rentals

Manny Quinta Vitória by PAUSA Holiday Rentals

Stunning Ocean View Apartment

Top Floor with Terrace in Funchal

Villa Smiling Petals (Nest Four) Pool & Sea View

Casa do Miradouro 2 - Romantic Seaview

Pátio da Achada View Apartment

The Wave House - Seaside Haven

Safe Haven Reis Magos
Waterfront house rentals

Sun&Salt | Ocean view

Casa Abreu bright and stylish, sea, nature & relax

Sea House

Luxury Villa Pérola

Cabana Costa Norte

Little Escape Madeira

Casa Sol & Maré 1

Sweet Brava Home - Pool & Sea view
Waterfront apartment rentals

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

Magnificent Oceanfront Luxury | AC & Sunset Views

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 holiday rentals
Explore 60 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 4,150 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Calheta holiday rentals include wifi access

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

4.8 Average rating
Calheta stays are highly rated by guests – averaging 4.8 out of 5!
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- Waterfront rentals Madeira
- Waterfront rentals Portugal
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Zona Velha
- Pico dos Barcelos
- Praia Machico
- Complexo Balnear do Lido
- Sé do Funchal
- Cristo Rei
- Casas Tipicas de Santana
- Porto Moniz Natural Swimming Pools
- Fish Market
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Blandy's Wine Lodge
- CR7 Museum
- Santa Catarina Park
- Madeira Whale Museum
- Cabo Girão




