
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 $53 NZD 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.

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.
ValueLocationNearby
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.
LocationLaundryKitchen
5.0 out of 5 average rating, 5 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.
LocationValueDecor
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.
ValueLocationAccess
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.
FamilyLocationLaundry
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 neighborhood surrounded by nature with breathtaking views. Close to Levada Nova and hiking 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.
FamilyValueSolo travel
4.99 out of 5 average rating, 274 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.
LocationBathroomNearby
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
LocationValueAccess
4.98 out of 5 average rating, 207 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.
FamilyValueOutdoor spaces
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.
LocationOutdoor spacesDecor
5.0 out of 5 average rating, 6 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.
LocationFamilyKitchen
5.0 out of 5 average rating, 101 reviews
Villa Pérola | Pool & Panoramic Ocean View
Experience Madeira at Villa Pérola, an elegant villa in Arco da Calheta with a private pool and panoramic Atlantic views. With 3 bedrooms, modern interiors and spacious outdoor areas, it’s the perfect place to relax, enjoy spectacular sunsets and spend an unforgettable holiday by the sea.
FamilyLocationHiking
4.95 out of 5 average rating, 44 reviewsPopular amenities for Estreito da Calheta house rentals
House rentals with a pool

Syso House
FamilyValueParking
4.95 out of 5 average rating, 132 reviews
Endless Blue House
FamilyLocationQuiet
4.97 out of 5 average rating, 115 reviews
Seafront Home in Old Town Funchal w Pool & Garden
FamilyLocationAccess
4.94 out of 5 average rating, 117 reviews
Casa do Penique ORGANIC
ValueLocationCheck-in
4.85 out of 5 average rating, 172 reviews
Old Wine Villa
LocationValuePool
4.95 out of 5 average rating, 150 reviews
STONE HOUSE
ValueLocationDecor
4.94 out of 5 average rating, 116 reviews
Typical house above the sea
ValueLocationCondition
4.99 out of 5 average rating, 200 reviews
Casa Cro | Ocean View
ValueLocationCleanliness
4.94 out of 5 average rating, 203 reviewsWeekly house rentals

Hilltop Hideaway by Escape to Madeira
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 30 reviews
2BR Villa, Hot Tub, Sea Views, garden & Office/BR
FamilyLocationCleanliness
5.0 out of 5 average rating, 26 reviews
Stunning 3BR Villa | Ocean-View, Private Pool
LocationFamilyIndoor spaces
4.9 out of 5 average rating, 20 reviews
Rosas House, Views to the ocean.
FamilyLocationComfort
4.81 out of 5 average rating, 16 reviews
Bella Vista (Heated Pool & Private Parking)
FamilyLocationWalkability
4.97 out of 5 average rating, 34 reviews
A&M House II
LocationFamilyAmenities
5.0 out of 5 average rating, 51 reviews
Villa Panorama - Luxury Villa with Jacuzzi-Calheta
LocationFamilyCheck-in
4.96 out of 5 average rating, 94 reviews
Villas Calhau da Lapa 10
LocationValueBathroom
4.98 out of 5 average rating, 55 reviewsPrivate house rentals

Luxury Ocean View Villa | Pool I Calheta I Madeira
LocationFamilyTV
4.98 out of 5 average rating, 46 reviews
Casa dos Reis 2
ValueLocationHiking
5.0 out of 5 average rating, 12 reviews
Beautiful Villa With Panoramic Ocean Views
ValueLocationAccess
4.96 out of 5 average rating, 85 reviews
Casa Piquita
LocationFamilySleep quality
4.95 out of 5 average rating, 21 reviews
Amazing views, saltwater pool, and BBQ
FamilyLocationLong stay
4.85 out of 5 average rating, 20 reviews
Casa Levada - Sea View House
FamilyLocationWalkability
4.78 out of 5 average rating, 65 reviews
Casa da Lombada
ValueLocationPool
5.0 out of 5 average rating, 57 reviews
Mouras House, Lovely place!
LocationViewAmenities
5.0 out of 5 average rating, 20 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
- 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





