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

Total vacation rentals
Explore 120 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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.

Casa do Terrāço - Quinta Falcões Do Sol
Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.
LocationFamilyIndoor spaces
4.94 out of 5 average rating, 69 reviews
View Sun & Serenity Studio • Ocean View & Terrace
Welcome to View Sun & Serenity Studio, a peaceful studio in Arco da Calheta with breathtaking Atlantic Ocean views. Relax on the sunny terrace, enjoy outdoor dining, and unwind in one of Madeira's sunniest locations. Ideal for couples looking for comfort, space, privacy and unforgettable moments together. An ideal base for exploring Madeira, with Calheta Beach, the marina, restaurants and supermarkets just a short drive away, while the island's main express road is only one minute away.
LocationGetting aroundKitchen
5.0 out of 5 average rating, 6 reviews
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.
FamilyValueCheckout
4.95 out of 5 average rating, 110 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.
FamilyLocationAccuracy
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.
LocationFamilyGrill
4.93 out of 5 average rating, 119 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.
LocationHikingCheckout
4.9 out of 5 average rating, 104 reviews
Casa Sol e Vista
Villa with a nice view and good sunshine throughout the day. The house is located in one of the best areas of 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 the swimming pool. Absolute tranquility. Come spend a pleasant vacation at CASA SOL E VISTA. Contact Duarte Paulo
ValueFamilyGrill
4.98 out of 5 average rating, 207 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 neighborhood in the middle of nature with lush views. Close to Levada Nova and walking trails (Rabaçal, 25 fountains, Lagoas da Dona Beja and Vento), also 10 minutes (by car) from a yellow sand beach, Madeira Contemporary Art Museum – Mudas, supermarket, restaurants, bakeries, emergency services, pharmacy.
ValueFamilyBathroom
4.99 out of 5 average rating, 274 reviews
Villa Bisa Atlantic View ,heated pool
A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.
ValueLocationAccess
4.97 out of 5 average rating, 159 reviews
Eco Fajã Villas - Deluxe - 60m above sea level
High above the coastline is a private sanctuary where luxury meets nature. With sweeping panoramic sea views, a larger heated infinity pool, and an expansive garden, this villa is designed for those who seek space, tranquility, and exclusivity. Its sleek open-plan interiors, flooded with natural light, blend seamlessly with the outdoors, creating an effortless flow between modern comfort and Madeira’s breathtaking landscape.
LocationPoolIndoor spaces
5.0 out of 5 average rating, 6 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
ValueLocationHeating
4.99 out of 5 average rating, 201 reviews
Peak A Boo (Private Heated Pool & Private Parking)
Take it easy at this unique and tranquil getaway with breathtaking views. The interior design with large sliding glass panels offers a real alfresco feeling for those balmy Madeiran days and nights. The exterior terrace with private infinity heated pool is a true balcony over the Atlantic Ocean glamorously charming the bay just under your eyes.
FamilyLocationHeating
5.0 out of 5 average rating, 101 reviewsPopular amenities for Estreito da Calheta house rentals
House rentals with a pool

Moradia Syso
ValueLocationGetting around
4.95 out of 5 average rating, 132 reviews
Old Wine Villa
FamilyValueAccuracy
4.95 out of 5 average rating, 150 reviews
Endless Blue House
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 115 reviews
Seafront Home in Old Town Funchal w Pool & Garden
ValueFamilyAmenities
4.94 out of 5 average rating, 117 reviews
STONE HOUSE
FamilyLocationQuiet
4.94 out of 5 average rating, 116 reviews
Casa do Penique ORGANIC
FamilyValueWalkability
4.85 out of 5 average rating, 172 reviews
Relax Over The Sea -12391/AL
ValueLocationCheck-in
4.98 out of 5 average rating, 103 reviews
Casa Cro | Ocean View
ValueFamilyKitchen
4.94 out of 5 average rating, 204 reviewsWeekly house rentals

Hilltop Hideaway by Escape to Madeira
FamilyLocationDecor
5.0 out of 5 average rating, 30 reviews
2BR Villa, Hot Tub, Sea Views, garden & Office/BR
LocationFamilyCheckout
5.0 out of 5 average rating, 27 reviews
A&M House II
ValueLocationCheckout
5.0 out of 5 average rating, 51 reviews
Stunning 3BR Villa | Ocean-View, Private Pool
LocationFamilyNearby
4.9 out of 5 average rating, 20 reviews
Abreu's House
FamilyLocationAmenities
5.0 out of 5 average rating, 62 reviews
Sea View Villa with Private Natural Lagoon Pool
FamilyLocationGrill
4.94 out of 5 average rating, 17 reviews
Villas Calhau da Lapa 10
FamilyLocationLayout
4.98 out of 5 average rating, 55 reviews
Madeira's last hidden mountain paradise!
FamilyLocationLaundry
4.83 out of 5 average rating, 87 reviewsPrivate house rentals

Tropical Garden 4
LocationValueCondition
4.97 out of 5 average rating, 62 reviews
Luxury Ocean View Villa | Pool I Calheta I Madeira
FamilyValueCheck-in
4.98 out of 5 average rating, 46 reviews
Beautiful Villa With Panoramic Ocean Views
FamilyLocationLaundry
4.96 out of 5 average rating, 85 reviews
Casa Levada - Sea View House
FamilyLocationAccess
4.78 out of 5 average rating, 65 reviews
Amazing views, saltwater pool, and BBQ
LocationFamilyPool
4.85 out of 5 average rating, 20 reviews
Loriano Angels' Solar
FamilyLocationKitchen
4.98 out of 5 average rating, 55 reviews
Casa da Lombada
ValueLocationCondition
5.0 out of 5 average rating, 57 reviews
Casa Piquita
FamilyLocationCheckout
4.95 out of 5 average rating, 21 reviewsDestinations to explore
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- Praia do Porto do Seixal
- Zona Velha
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- Ponta do Pargo
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- Cascata Dos Anjos
- Sé do Funchal
- CR7 Museum
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