
Waterfront holiday rentals in Calheta
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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!

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!

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!

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.

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). Note: AC available after July 1st.

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.

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.

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.

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 waterfront rentals in Calheta
Waterfront apartment rentals

Casa Linhares

Stunning Ocean View Apartment

Villa Smiling Petals (Nest Four) Pool & Sea View

Blue

Casa da Maresia

Casa do Miradouro 2 - Romantic Seaview

Apartment with fantastic sea views

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

Villa Serenity by Rentallido

Oak tree / Ocean view

Sea House

Private Heated Pool (30°C) Villa | BBQ & Parking

Sea View | AC | Fast Wi-Fi - Casa do Paulinhos

Villa Fénix

Casa Amora, Machico | Sea View • Areia Beach

House by the sea by YMR
Waterfront apartment rentals

Magnificent Oceanfront Luxury | AC & Free Parking

Surfside apartment in the heart of Paúl do Mar

Downtown as it can get

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
Quick stats about waterfront rentals in Calheta

Total holiday rentals
Explore 70 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 4,410 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
70 of Calheta holiday rentals include wifi 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
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Fish Market
- Pico Do Areeiroo
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Madeira Whale Museum
- Casas Tipicas de Santana
- Funchal Cable Car
- Cascata Dos Anjos
- CR7 Museum
- Cristo Rei





