
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$14,615 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.

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.

Sea View Villa with Private Natural Lagoon Pool
Exclusive villa in Calheta, fully renovated, featuring a private natural lagoon-style pool (unique on Madeira Island), sea views, and a barbecue area. A luxurious retreat where comfort meets nature. Highlights: 🏝️ Sustainable pool with a pleasant temperature year-round, at no extra cost. ♿ Bathroom designed for comfort and accessibility. 🌿 Private and privileged location, perfect for relaxation. Ideal for couples, families, or extended stays. 🔥 BBQ area for memorable outdoor experiences.

Villa Rada, by Pausa Holiday Rentals
This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

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.

Tropical house :) 2 min to the sea, views, nature
Tropical house :) - recently renovated, everything is new and fresh - air-conditioning in the living room - 2 minutes to the beach (50 meters) and easy parking - stunning sea views and sunsets - private balcony and patio for outdoor dining - fully equipped kitchen - (oven, dishwasher, microwave, washing machine, etc.) - Fast internet, smart TV and Bluetooth speaker - excellent location (easy access to the entire island, hikes and beaches) - Self check-in

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

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.

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.

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
At Villa Nature and Sun, relax with your family and friends, enjoying the calm of the mountains, the sea and nature! Villa Nature and Sun is located near pedestrian paths (Levada Nova, 25 Fontes) Nearest cafe 5 minutes away, supermarkets and beach 10 minutes away, Funchal city 30 minutes away, Cristiano Ronaldo International Airport 45 minutes away.
Popular amenities for Calheta house rentals
House rentals with a pool

Relax Over The Sea -12391/AL

Panoramic View: Lux 3 bed w/ heated pool

Mango House

Seafront Home in Old Town Funchal w Pool & Garden

Casa Cro | Ocean View

Casa do Penique ORGANIC

Pereira's Domus

Casa do Terrāço - Quinta Falcões Do Sol
Weekly house rentals

Hilltop Hideaway by Escape to Madeira

Abreu's House

BHF Residences Luxe Sunset

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Casa da Lombada

Villa Vella Panorama View

Sunset House

Luxury Ocean View Villa | Pool I Calheta I Madeira
Private house rentals

“Feel at home with Rocha house”

Zeza´s house

Rosas House, Views to the ocean.

Cardais Paradise View

Sun&Salt | Ocean view

Vila Sun House B | Private Pool • Calheta

Villa Serenity by Rentallido

2BR Villa, Hot Tub, Sea Views, garden & Office/BR
Destinations to explore
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- Madeira Island Vacation rentals
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- San Cristóbal de La Laguna Vacation rentals
- 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
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Sé do Funchal
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Funchal Cable Car
- Cristo Rei
- CR7 Museum





