
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 ﺩ.ﺇ 257 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.

Recanto das Florenças (2) - Great Views & Sunsets
This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

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.

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.

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.

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.

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

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.

Casa da Manta - Palheiro
This small villa has great views of the sea and mountains. It is located on the South West Coast of Madeira Island at 450 meters high. It is a one bedroom villa which fits perfectly in its surroundings - the magnificent coastal cliffs, and the endless the Atlantic ocean. You can enjoy the sunset and ocean view from the balcony.
Popular amenities for Calheta house rentals
House rentals with a pool

Casa do Penique ORGANIC

Casa do Terrāço - Quinta Falcões Do Sol

Stunning 3BR Villa | Ocean-View, Private Pool

MG House

Pereira's Domus

Panoramic View: Lux 3 bed w/ heated pool

Villa Bisa Atlantic View ,heated pool

Sea View Villa · Natural Lagoon Pool
Weekly house rentals

Villa Serenity by Rentallido

Villa BlueSky - Modern, Sunny & near the beach.

Paradise by the sea | Jardim. Meu Amor!

Cardais Paradise View

BHF Residences Luxe Sunset

Casa da Lombada

Hilltop Hideaway by Escape to Madeira

Abreu's House
Private house rentals

Villa Vella Panorama View

Sun&Salt | Ocean view

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

Semi-Detached 2BR Home | Shared Pool | Unit A

Casa Requinte - Jacuzzi

Sales House

Art House - By WeHostMadeira

Rosas House, Views to the ocean.
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- Cristo Rei
- CR7 Museum
- Clube de Golf Santo da Serra





