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

Total vacation rentals
Explore 170 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 6,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
170 of Calheta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Calheta
Guests agree: these houses are highly rated for location, cleanliness, and more.

Beatriz's little house
Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.
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Stunning 3BR Villa | Ocean-View, Private Pool
Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.
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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.
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Zeza´s Garden
Zeza´s Garden located in a calm zone, next to the sea. Located 10 minutes from the beach and the Marina da Calheta. Possui a private garden, where you will be able to enjoy a panoramic view over the ocean, I sell the waves of the sea. I have a large sleeping room, with a king size bed. In a room with a sofa-bed. A fully equipped kitchen. Conditioned com ar space, very pleasant. With free parking next to room. Area sought in the visitors hairs, due to many offers in the area,
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CasaMar
Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.
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Eco Fajã Villas - Retreat - 60m above sea level
Perched above the coastline, this villa offers a harmonious blend of comfort and nature. With beautiful sea views, a heated infinity pool, and a generous garden, the villa invites you to slow down and soak in Madeira’s natural charm. Thoughtfully designed open-plan interiors allow light to pour in, connecting the indoor spaces with the surrounding landscape for a relaxed, effortless stay. Ideal for those looking for quiet, space, and a touch of understated luxury.
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Top View House
Top View House é uma casa com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho, duas varandas e ar condicionado. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.
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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.
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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
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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.
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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.
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Villa Nature and Sun
Na Villa Nature and Sun, relaxe em conjunto da sua familia e amigos aproveitando a calma das montanhas, do mar e da natureza! Villa Nature and Sun fica situado perto de percursos pedonais (Levada Nova, 25 Fontes) Café mais proximo a 5 minutos, supermercados e praia a 10 minutos, cidade do Funchal 30 minutos, Aeroporto Internacional Cristiano Ronaldo 45 minutos.
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Popular amenities for Calheta house rentals
House rentals with a pool

Casa Cro | Ocean View
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Pereira's Domus
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Panoramic View: Lux 3 bed w/ heated pool
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Villa Panorama - Luxury Villa with Jacuzzi-Calheta
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Vila Cales e Chadas by YMR
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Syso House
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Typical house above the sea
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Bella Vista (Heated Pool & Private Parking)
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Weekly house rentals

Villa Vella Panorama View
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The Star House -Jacuzzi & Aircon
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BHF Residences Luxe Sunset
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Cardais Paradise View
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Casa do Terrāço - Quinta Falcões Do Sol
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Mouras House, Lovely place!
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Casa da Lombada
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Hilltop Hideaway by Escape to Madeira
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Private house rentals

Welcome to Little Hawaii!
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Madeira's last hidden mountain paradise!
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Sun&Salt | Ocean view
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2BR Villa, Hot Tub, Sea Views, garden & Office/BR
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Sales House
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Casa Mariana by Rent2U, Ltd.
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Villa Nóbrega
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Tabua Lodge
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Destinations to explore
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Blandy's Wine Lodge
- Sé do Funchal
- Santa Catarina Park
- Ponta do Pargo
- CR7 Museum
- Cascata Dos Anjos
- Clube de Golf Santo da Serra
- Ponta de São Lourenço
- Parque Temático da Madeira
- PR 1.2 Vereda do Pico Ruivo
- PR9 Levada do Caldeirão Verde





