
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 $105 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, Wi-Fi 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.

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!
ViewBeachLaundry
4.91 out of 5 average rating, 196 reviews
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
BeachViewCheck-in
5.0 out of 5 average rating, 116 reviews
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!
BeachViewLocation
4.94 out of 5 average rating, 137 reviews
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!
ViewBeachTV
4.87 out of 5 average rating, 247 reviews
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.
ViewBeachAccess
4.93 out of 5 average rating, 118 reviews
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
ViewBeachWi-Fi
4.97 out of 5 average rating, 221 reviews
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.
ViewBeachKitchen
4.94 out of 5 average rating, 109 reviews
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.
RiverBeachLocation
4.92 out of 5 average rating, 113 reviews
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.
ViewBeachComfort
4.95 out of 5 average rating, 144 reviews
STONE HOUSE
This house is the symbiosis between the traditional past of the people and the island and the current and versatile reconstruction. It sleeps 4 people. Situated on the beach and village, it enjoys tranquility and good access to "Levadas", "veredas" and the Laurissilva Forest.
BeachViewCleanliness
4.94 out of 5 average rating, 116 reviews
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
BeachViewNearby
4.98 out of 5 average rating, 103 reviews
Villa Papaya
An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta
ViewBeachHospitality
4.98 out of 5 average rating, 219 reviewsPopular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment accommodation

CASA 61 (private pool) by Stay Madeira Island
ViewBeachLayout
4.99 out of 5 average rating, 105 reviews
☀️ Bright & Spacious w/ Pool & Oceanside View :D
BeachViewValue
4.98 out of 5 average rating, 162 reviews
Renala I "With Jacuzzi" by PAUSA Holiday Rentals
ViewBeachParking
4.93 out of 5 average rating, 149 reviews
Casa Linhares
ViewBeachIndoor spaces
4.95 out of 5 average rating, 194 reviews
Stunning Ocean View Apartment
BeachViewGetting around
4.99 out of 5 average rating, 218 reviews
Villa Smiling Petals (Nest Three) Pool & Sea View
BeachViewAccess
4.94 out of 5 average rating, 105 reviews
Anita's Corner
BeachViewGetting around
4.97 out of 5 average rating, 182 reviews
Geremoise
ViewBeachGetting around
4.83 out of 5 average rating, 197 reviewsWaterfront house rentals

Casa do Penique ORGANIC
ViewBeachAir conditioning
4.85 out of 5 average rating, 170 reviews
Quinta da Tabua
BeachViewLocation
4.99 out of 5 average rating, 145 reviews
Madeira Pearl: Breathtaking Atlantic Ocean Views
ViewBeachBarbecue
4.94 out of 5 average rating, 108 reviews
Seafront Home in Old Town Funchal w Pool & Garden
BeachViewCheckout
4.94 out of 5 average rating, 117 reviews
Jardim do Mar, Sunset Bougainvillea House
BeachViewAccess
4.98 out of 5 average rating, 133 reviews
CasaMar
BeachViewSleep quality
4.97 out of 5 average rating, 117 reviews
Casa Abreu bright and stylish, sea, nature & relax
BeachViewHeating
4.9 out of 5 average rating, 373 reviews
The View, Funchal
ViewIndoor spacesAir conditioning
4.93 out of 5 average rating, 112 reviewsWaterfront condo accommodation

Magnificent Oceanfront Luxury | AC & Free Parking
BeachViewQuiet
4.86 out of 5 average rating, 174 reviews
Penthouse Marina Sol 20785/AL
ViewBeachSleep quality
4.94 out of 5 average rating, 109 reviews
Surfside apartment in the heart of Paúl do Mar
BeachViewCleanliness
4.82 out of 5 average rating, 135 reviews
360° Sea & City views, in the heart of Funchal
ViewKitchenWi-Fi
4.9 out of 5 average rating, 208 reviews
Lovely seaside apartment in Funchal
ViewBeachCleanliness
4.84 out of 5 average rating, 159 reviews
Atlantic View Penthouse
ViewGetting aroundParking
4.84 out of 5 average rating, 298 reviews
New dream luxury appartment in the Madeira Palace.
BeachViewKitchen
4.99 out of 5 average rating, 146 reviews
Bright Seafront Apartment
BeachViewAir conditioning
4.82 out of 5 average rating, 189 reviewsDestinations to explore
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Madeira Botanical Garden
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Cabo Girão
- Praia de Garajau
- Complexo Balnear do Lido
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





