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Holiday rentals with a pool in Madeira

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Madeira

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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The image captures a wooden-roofed structure situated beside a calm sea, with expansive views of the coastline and towering rocky cliffs under a clear blue sky. The serene waters glisten in the sunlight, providing a striking contrast to the natural landscape.
Place to stay in Jardim do Mar
4.95 out of 5 average rating, 291 reviews

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

ValueLocationDecor

Guest favourite
A spacious dining area is highlighted by a round wooden table surrounded by stylish chairs. Floor-to-ceiling glass walls offer panoramic views of the Atlantic Ocean. A modern kitchen is partially visible, and a unique light fixture hangs above the table, providing ambient illumination.
Villa in Estreito da Calheta
4.96 out of 5 average rating, 73 reviews

Grey Rock Villa

The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

LocationValueBathroom

Top Guest favourite
A sparkling salt-water pool is featured with panoramic views of the ocean and surrounding hills. The clear blue water reflects the bright sky, while lush greenery sprawls across the landscape below, creating a serene setting that invites relaxation.
Home in Ribeira Brava
4.98 out of 5 average rating, 58 reviews

Sweet Paradise

Um paraíso no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

LocationValueHospitality

Top Guest favourite
Apartment in Funchal
5 out of 5 average rating, 38 reviews

Ocean View Apartment in Funchal

Wake up to the sound of waves and enjoy breathtaking, uninterrupted ocean views from your spacious terrace. Located on the first ocean line with private access to Formosa Beach, this elegant 2-bedroom apartment is the perfect escape for couples, families, or remote workers. The apartment is fully equipped and totally new, combining comfort with style. Whether you're sipping morning coffee on the veranda or watching the sunset over the sea, this is the perfect spot to relax.

LocationValueCondition

Top Guest favourite
A large, inviting pool is surrounded by a wooden deck, bordered by a low stone wall. The vibrant house above features large glass doors and a balcony. Lush banana trees provide shade and a tropical feel in the background.
Home in Calheta
4.98 out of 5 average rating, 58 reviews

Zeza´s house

This is a 2 bedroom luxury villa located in calheta. The property has 2 luxury modern style bedrooms, Air Conditioning, 1 luxurious modern bathrooms, new modern kitchen, laundry room. 1 more toilette. The property was recently decorated with high quality furniture which is extremely comfortable. The villa also includes cable TV and also a DVD/CD. The property on the outside has a lovely garden with a big pool and a BBQ area and also a big parking space in case you need it.

LocationFamilyWalkability

Top Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 467 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

ValueFamilyBathroom

Guest favourite
A spacious outdoor area features a private pool surrounded by lounge chairs, positioned against a backdrop of lush greenery and unobstructed sea views. A shaded terrace offers a spot for relaxation, while palm trees and various plants enhance the serene environment.
Home in Fajã da Ovelha
4.98 out of 5 average rating, 43 reviews

Chalet do Massapez

Our very comfy chalet is situated on 1000 m2 of private land. Come and enjoy unobstructed sea views with dreamy sunsets ! You will have access to two floors, a big terrace, different types of gardens (flowers, fresh herbs, fruit trees...), and of course the pool and the hot tub (T&C apply). Plenty of space to cook : a very well equipped kitchen inside, and a covered outside space with a traditional barbecue.

LocationFamilyPool

Superhost
Home in Corujeira
5 out of 5 average rating, 11 reviews

Villa Wiktoria, by Pausa Holiday Rentals

We proudly present a modern, spacious single-story villa available for short-term rental. Designed with comfort and style in mind, it features an open-plan kitchen and living area filled with natural light, three cozy bedrooms, two bathrooms, air conditioning, a private pool, and parking. Nestled in a quiet area, it offers the perfect base to relax and explore the many stunning sights of Madeira Island.

ValueFamilyIndoor spaces

Guest favourite
Guesthouse in Ponta do Sol
4.96 out of 5 average rating, 161 reviews

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

LocationFamilyDecor

Top Guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 223 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

ValueLocationGetting around

Guest favourite
Villa in Caniço
4.93 out of 5 average rating, 29 reviews

Spacious clifftop Villa with pool | Villa Albatroz

Villa Albatroz is a well designed, large family villa with an abundance of space inside and out. Furnished to a very high standard we think you will find that this holiday villa has everything you would expect to find in a quality rental property. Perched on the top of a cliff, it ebnefits from panoramic views of the sea second to no other villas in Madeira.

ValueLocationParking

Top Guest favourite
An expansive view of the Atlantic Ocean is presented from the edge of a private infinity pool. The tranquil waters reflect the clear blue sky above, while rolling hills and the coastline of Camara de Lobos are visible in the background.
Home in Câmara de Lobos
5 out of 5 average rating, 96 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.

LocationFamilyLaundry

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