
House vacation rentals in Calheta
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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$14,639 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.

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.

The View, Funchal
Newly renovated quiet 2 bedroomed house with fantastic panoramic views over the sea and Funchal harbour. This comfortable, light contemporary home opens through a wall of glass to a private south facing terrace with loungers and comfortable dining area under a tiled canopy. Cruise ships waft past the terrace, by night lit like Manhatten. Tiny squid fishing boats bob just offshore with their hanging lights. You can watch the boats come and go in the harbour which looks fabulous by night.

Jardim do Mar, Sunset Bougainvillea House
130m² Wohnfläche verteilt auf zwei Ebenen, zwei Schlafzimmer (jeweils Doppelbetten im EG und im OG) mit separatem Dusch-/Wannen-Bad je mit Regendusche laden bis zu vier Personen zum Wohlfühlen in idyllischen Ort in direkter Nähe zum Meer ein. Die attraktive Lage des Hauses und des Ortes, das klare Design, hochwertige Materialien sowie eine raffinierte Aufteilung der Räume schaffen ein ganz besonderes Urlaubserlebnis. Das großzügige Haus wurde komplett renoviert und liebevoll eingerichtet.

Casa Piquita
Between the sea and the mountains, you will find this practical, relaxing and charming tourist house, perfect for those looking for rest, nature and comfort. Set in a quiet countryside environment, the house breathes tranquility and light. The balcony invites moments of contemplation, with stunning views over the sea and mountains. Whether for a family vacation or a getaway for two, this sunny house offers the perfect retreat where time slows down and the landscape inspires.

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.

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.

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.

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

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.

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.

Luxury Villa Pérola
Welcome to our exquisite cliffside villa, with unparalleled ocean views. This opulent sanctuary is a dream at sunrise and sunset. Escape to this haven of natural beauty and luxury for an unforgettable retreat. A unique and tranquil getaway.
Popular amenities for Calheta house rentals
House rentals with a pool

Casa do Penique ORGANIC

Tropical Garden 4

The Sunset Avenue w/infinity pool(optional heated)

Ladeira dos Zimbreiros Villa

Casa Mariana by Rent2U, Ltd.

Panoramic View: Lux 3 bed w/ heated pool

Villa Bisa Atlantic View ,heated pool

Typical house above the sea
Weekly house rentals

Madeira's last hidden mountain paradise!

Sun&Salt | Ocean view

Paradise by the sea | Jardim. Meu Amor!

Stunning 3BR Villa | Ocean-View, Private Pool

Mouras House, Lovely place!

Villas Calhau da Lapa 10

Hilltop Hideaway by Escape to Madeira

Rosas House, Views to the ocean.
Private house rentals

Villa Vella Panorama View

2BR Villa, Hot Tub, Sea Views, garden & Office/BR

The Star House -Jacuzzi & Aircon

Ponta do Sol Sea View, a Home in Madeira

Cozy 2-BR Country House in Madeira’s Nature

Casa da Lombada

Sales House

Peak A Boo (Private Heated Pool & Private Parking)
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- Family-friendly rentals Calheta
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- Rentals with pools Calheta
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Zona Velha
- Praia da Calheta
- Ponta do Sol Beach
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Fish Market
- Casas Tipicas de Santana
- Madeira Whale Museum
- Sé do Funchal
- Ponta do Pargo
- Santa Catarina Park
- Funchal Cable Car
- Blandy's Wine Lodge
- Cristo Rei
- CR7 Museum





