
House holiday rentals in Estreito da Calheta
Find and book unique houses on Airbnb
Quick stats about house rentals in Estreito da Calheta

Total holiday rentals
Explore 120 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
120 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 house rentals in Estreito da Calheta
Guests agree: These houses are highly rated for location, cleanliness and more.

Quinta das Rosas 5 Amazing Seaview Trekking Beach
Quinta das Rosas has been completly renovated and open to guests in September 2022. The house first construction dates early 1930's and belonged to Mr. Manuel da Rosa who was my Grandmother's neighbour and the Village only store owner. My Grandmother Rosa and his wife Rosa were friends, reason I hounor the property by calling it "Quintas das Rosas". Its unbeatable location offers just 5 minutes from the best sandy beach of the island "Calheta Beach" and it is only 30 minutes from Funchal.
LocationFamilyCheck-in
4.94 out of 5 average rating, 109 reviews
Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.
LocationFamilyPool
4.97 out of 5 average rating, 113 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.
FamilyLocationBeach
4.93 out of 5 average rating, 118 reviews
Top View House
Top View House is a house with two bedrooms, a living room, a kitchen, two bathrooms, two balconies and air conditioning. Located in a quiet neighbourhood surrounded by nature, with stunning views. Close to Levada Nova and walking trails (Rabaçal, 25 Fontes, Lagoas da Dona Beja and Lagoas do Vento), also 10 minutes (by car) from a yellow sand beach, the Mudas Museum of Contemporary Art of Madeira, a supermarket, restaurants, bakeries, emergency services and a pharmacy.
LocationValueShared spaces
4.99 out of 5 average rating, 273 reviews
Refúgio do Lourinho 2 - Relax in Nature
Casa Refúgio do Lourinho 2 is the ideal home for those who love nature and love hiking. Nestled in the mountains, this house has excellent sun exposure, comfort, tranquility, a modern style inside and everything you need for an unforgettable vacation. The location of the house is a few meters from one of our famous "levadas" (irrigation channels) and that allows you to discover our island. Our yellow sand beach is 6 km away and the nearest supermarket is 2 km away.
LocationCheckoutKitchen
4.9 out of 5 average rating, 104 reviews
Casa Sol e Vista
Villa with a good view and plenty of sunshine throughout the day. The house is located in one of the best spots in the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is located on top of a hill, which gives it an extraordinary view. Outside there is a barbecue, a large garden and a swimming pool. Absolute tranquillity. Come and spend a pleasant holiday at CASA SOL E VISTA. Contact Duarte Paulo
LocationFamilyHiking
4.98 out of 5 average rating, 206 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.
LocationValueNearby
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.
LocationValueSleep quality
4.92 out of 5 average rating, 113 reviews
Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL
ValueLocationGetting around
4.99 out of 5 average rating, 200 reviews
Syso House
House of modern architecture designed to offer a sense of freedom and connection with nature. You can relax in the pool designed to offer a sensational view of the ocean. This villa is located in a rural area, where you will have access to pharmacy, grocery stores with local products, post office and health center a few meters.
ValueFamilyKitchen
4.95 out of 5 average rating, 132 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.
ValueLocationPool
4.94 out of 5 average rating, 116 reviews
Sofia's Place
In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações
FamilyValueWalkability
4.95 out of 5 average rating, 158 reviewsPopular amenities for Estreito da Calheta house rentals
House rentals with a pool

Casa do Penique ORGANIC
ValueFamilyHiking
4.85 out of 5 average rating, 170 reviews
Endless Blue House
LocationFamilySolo travel
4.97 out of 5 average rating, 115 reviews
Villa Bisa Atlantic View ,heated pool
ValueLocationHospitality
4.97 out of 5 average rating, 159 reviews
Villa Pérola | Pool & Panoramic Ocean View
LocationFamilyWi-Fi
4.95 out of 5 average rating, 43 reviews
Eco Fajã Villas - Deluxe - 60m above sea level
LocationAmenitiesPool
5.0 out of 5 average rating, 6 reviews
Villa Rada, by Pausa Holiday Rentals
FamilyLocationGetting around
5.0 out of 5 average rating, 12 reviews
Stunning 3BR Villa | Ocean-View, Private Pool
FamilyLocationBeach
4.89 out of 5 average rating, 19 reviews
Casa do Terrāço - Quinta Falcões do Sol
FamilyValueNearby
4.94 out of 5 average rating, 68 reviewsWeekly house rentals

View Sun & Serenity Studio • Ocean View & Terrace
LocationViewGetting around
5.0 out of 5 average rating, 5 reviews
2BR Villa, Hot Tub, Sea Views, garden & Office/BR
FamilyLocationAccuracy
5.0 out of 5 average rating, 26 reviews
Hilltop Hideaway by Escape to Madeira
LocationFamilyComfort
5.0 out of 5 average rating, 30 reviews
Beautiful Villa With Panoramic Ocean Views
FamilyLocationCheckout
4.96 out of 5 average rating, 85 reviews
Casa dos Reis 2
ValueLocationKitchen
5.0 out of 5 average rating, 12 reviews
Abreu's House
LocationFamilyParking
5.0 out of 5 average rating, 61 reviews
Luxury Ocean View Villa | Pool I Calheta I Madeira
FamilyValueTV
4.98 out of 5 average rating, 46 reviews
Villa Panorama - Luxury Villa with Jacuzzi-Calheta
LocationValueOutdoor spaces
4.96 out of 5 average rating, 94 reviewsPrivate house rentals

Casa Bela Vista - Breathtaking sunset
LocationFamilyCleanliness
4.93 out of 5 average rating, 57 reviews
Mouras House, Lovely place!
LocationNearbyGetting around
5.0 out of 5 average rating, 20 reviews
Casa da Lombada
ValueFamilyWalkability
5.0 out of 5 average rating, 57 reviews
Rosas House, Views to the ocean.
FamilyLocationParking
4.81 out of 5 average rating, 16 reviews
Villa Nóbrega
FamilyValuePool
5.0 out of 5 average rating, 57 reviews
Casa Piquita
FamilyLocationDecor
4.95 out of 5 average rating, 21 reviews
Tropical Garden 4
LocationValueIndoor spaces
4.97 out of 5 average rating, 62 reviews
Casa do Paulinhos - Fast Wi-Fi | Sea View | Air Conditioning
FamilyValueCondition
4.95 out of 5 average rating, 40 reviewsDestinations to explore
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