
Holiday rentals with a pool in Madeira Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madeira Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Villa Palheiros - A Magnificent Ocean View
Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

Ocean View Villa | Infinity Pool, Hot Tub, Sauna
Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

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.

Seafront Villa in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in the Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. Two bedroom historic villa with 2 WC´s, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside. Perfect base to explore Madeira´s hikes & beaches

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.

Villa Vera Garajau - Madeira Island
Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

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.

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). .

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.

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

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.
Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Oak tree / Ocean view

House of Christ the King

Casa Velha D. Fernando (Old House D. Fernando)

Ocean View Villa Madeira

Casa da Lombada

Peak A Boo (Private Heated Pool & Private Parking)

Villas Calhau da Lapa 10

Panoramic View: Lux 3 bed w/ heated pool
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset D

Spectacular Ocean and Cliff views with Pool

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking
Other holiday rentals with a pool

Tropical Honeymoon Suite

Ohana Ocean View by LovelyStay

Villa Arco-Iris, a Home in Madeira

Vila Aguarelas with pool by Stay Madeira Island

Ocean View Apartment in Funchal

Villa Nóbrega

The Sunset Avenue w/infinity pool(optional heated)

Villa Acacia- Spectacular Ocean view & heated pool
Destinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- Calheta Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- Beachfront rentals Madeira Island
- Cottage rentals Madeira Island
- Rentals with a patio Madeira Island
- Rentals with lake access Madeira Island
- Rentals with a fireplace Madeira Island
- Private suite rentals Madeira Island
- Serviced apartment rentals Madeira Island
- Rentals with outdoor seating Madeira Island
- Condo rentals Madeira Island
- Family-friendly rentals Madeira Island
- Rentals with a hot tub Madeira Island
- RV rentals Madeira Island
- Fitness-friendly rentals Madeira Island
- Chalet rentals Madeira Island
- Guesthouse rentals Madeira Island
- Tent rentals Madeira Island
- Loft rentals Madeira Island
- House rentals Madeira Island
- Holiday home rentals Madeira Island
- Boutique hotels Madeira Island
- Townhouse rentals Madeira Island
- Rentals with breakfast Madeira Island
- Rentals with an EV charger Madeira Island
- Rentals with a home theatre Madeira Island
- Nature eco lodge rentals Madeira Island
- Rentals with beach access Madeira Island
- Pet-friendly rentals Madeira Island
- Bed and breakfasts Madeira Island
- Villa rentals Madeira Island
- Waterfront rentals Madeira Island
- Hotel rooms Madeira Island
- Smoking-friendly rentals Madeira Island
- Rentals with a fire pit Madeira Island
- Rentals with an accessible height bed Madeira Island
- Rentals with an accessible height toilet Madeira Island
- Apartment rentals Madeira Island
- Rentals with a washing machine and dryer Madeira Island
- Farmstay rentals Madeira Island
- Tiny house rentals Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- Sé do Funchal
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Fish Market
- Ponta do Pargo
- Madeira Whale Museum
- Casas Tipicas de Santana
- Blandy's Wine Lodge
- Funchal Cable Car
- Santa Catarina Park
- Cristo Rei
- Things to do Madeira Island
- Tours Madeira Island
- Sightseeing Madeira Island
- Nature and outdoors Madeira Island
- Art and culture Madeira Island
- Food and drink Madeira Island
- Sports activities Madeira Island
- Things to do Madeira
- Nature and outdoors Madeira
- Entertainment Madeira
- Sports activities Madeira
- Sightseeing Madeira
- Tours Madeira
- Food and drink Madeira
- Art and culture Madeira
- Things to do Portugal
- Art and culture Portugal
- Tours Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Entertainment Portugal
- Sightseeing Portugal
- Sports activities Portugal
- Wellness Portugal





