
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!
ViewBeachAmenities
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
BeachViewParking
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!
ViewBeachCheckout
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!
BeachViewPool
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.
ViewBeachBathroom
4.93 out of 5 average rating, 118 reviews
Refúgio do Tibéu II
O Refúgio do Tibéu II, é uma casa privada, acabada de construir no ano de 2023, fica situada numa área muito tranquila e repleta de sol. É o local ideal para umas férias a dois ou até mesmo em família. Fica próximo de inúmeros lugares turísticos, incluindo a fantástica praia do concelho. A sua localização facilita os seus passeios pela ilha, seja ao mar ou às montanhas, e ou pelas levadas da ilha. Esperamos por si para visitar a nossa casa nesta bela ilha.
ViewBeachTV
4.94 out of 5 average rating, 109 reviews
☀️ 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). New Tourism Tax already included in the price, so we'll take care of that for you.
ViewBeachWalkability
4.98 out of 5 average rating, 162 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.
BeachViewKitchen
4.95 out of 5 average rating, 144 reviews
Glamping Maracujá: Oasis Paradise
*Wi-Fi rápido! Download: 78.3 Mbps, Upload: 91.6 Mbps *Varanda ampla: 30m² *Área de churrasco *Jacuzzi quente a 38°C *Cozinha totalmente equipada *Estacionamento gratuito a 10 metros *Café e chá gratuito *Ar condicionado *Shampoo e Gel de banho *Roupões *Coluna de som bluetooth *Secador para cabelo
BeachViewQuiet
4.99 out of 5 average rating, 157 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
ViewBeachAmenities
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
BeachViewFamily
4.98 out of 5 average rating, 219 reviews
Atlantic View II
É um alojamento com uma fantástica vista para o mar! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas ferias maravilhosas e inesquecíveis.
ViewBeachOutdoor spaces
4.99 out of 5 average rating, 215 reviewsPopular amenities for Estreito da Calheta waterfront rentals
Waterfront apartment accommodation

Renala I "With Jacuzzi" by PAUSA Holiday Rentals
ViewBeachValue
4.93 out of 5 average rating, 149 reviews
Stunning Ocean View Apartment
ViewBeachCheckout
4.99 out of 5 average rating, 218 reviews
Casa Linhares
BeachViewSleep quality
4.95 out of 5 average rating, 194 reviews
Geremoise
ViewBeachSleep quality
4.83 out of 5 average rating, 197 reviews
Vista Mar – Apartment with Terrace & Sea View
BeachViewHospitality
4.93 out of 5 average rating, 232 reviews
Ferienwohnung mit traumhaftem Meerblick
ViewBeachLong stay
5.0 out of 5 average rating, 118 reviews
Villa Smiling Petals (Nest Three) Pool & Sea View
ViewBeachCheckout
4.94 out of 5 average rating, 106 reviews
Infinity Pool & Amazing Sunset Ocean View
ViewBeachQuiet
4.99 out of 5 average rating, 112 reviewsWaterfront house rentals

Tropical house :) 2 min to the sea, views, nature
ViewBeachLayout
4.97 out of 5 average rating, 221 reviews
CasaMar
BeachViewCleanliness
4.97 out of 5 average rating, 119 reviews
2-Bedroom house by the sea with Patio
BeachRiverCondition
4.92 out of 5 average rating, 113 reviews
The View, Funchal
ViewOutdoor spacesAccuracy
4.93 out of 5 average rating, 113 reviews
Seafront Home in Old Town Funchal w Pool & Garden
BeachViewCleanliness
4.94 out of 5 average rating, 117 reviews
STONE HOUSE
ViewBeachSleep quality
4.94 out of 5 average rating, 116 reviews
Casa do Penique ORGANIC
BeachViewAir conditioning
4.85 out of 5 average rating, 172 reviews
Quinta da Tabua
ViewBeachSleep quality
4.99 out of 5 average rating, 145 reviewsWaterfront condo accommodation

Magnificent Oceanfront Luxury | AC & Free Parking
BeachViewHospitality
4.86 out of 5 average rating, 174 reviews
Surfside apartment in the heart of Paúl do Mar
BeachViewAccess
4.82 out of 5 average rating, 135 reviews
Penthouse Marina Sol 20785/AL
ViewBeachCheck-in
4.94 out of 5 average rating, 109 reviews
360° Sea & City views, in the heart of Funchal
ViewBathroomHospitality
4.9 out of 5 average rating, 208 reviews
Atlantic View Penthouse
ViewHikingOutdoor spaces
4.84 out of 5 average rating, 298 reviews
New dream luxury appartment in the Madeira Palace.
ViewBeachPool
4.99 out of 5 average rating, 146 reviews
Lovely seaside apartment in Funchal
BeachViewHeating
4.84 out of 5 average rating, 159 reviews
Monumental Apartment
ViewBeachAccess
4.86 out of 5 average rating, 173 reviewsDestinations to explore
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- Waterfront rentals Madeira Island
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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
- Madeira Whale Museum
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





