Holiday rentals with a pool in Gaula

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gaula

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

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Guest favourite

Apartment in Caniço

4.87 out of 5 average rating, 164 reviews

Family friendly apartment swimming pool ocean view

A perfect family friendly apartment for who wants to spend a holiday with kids or friends in a wonderful island in Madeira which offers confortable climate all year long. Apartment is fully furnished and equipped with all the appliances that you need to spend your holidays. Amazing ocean view, perfect location to watch sunrise and sunset from the balcony. It is suitable for kids and infants, has high chairs from 0 to 5 years old, potty chair and a baby cot for the little ones, also a toy box.

Guest favourite

Home in Funchal

4.97 out of 5 average rating, 67 reviews

Seafront Villa w Pool & Rooftop Old Town Funchal

Beachfront home w private swimming pool & large rooftop in Old Town of Funchal city center, 3min walk to restaurants & city attractions. Best location & views for a private relaxing holiday & base to explore the Islands hikes & beaches. Featured in Conde Nast Traveller & Elle Deco, sleeps 8 w 4 ensuite bedrooms, stunning interior design, fast Internet & garage. A unique home for romance, celebrations & unforgettable memories right on top of the sea, with a beach below the house for daily swims

Guest favourite

Villa in Arco da Calheta

5 out of 5 average rating, 21 reviews

Vila Aguarelas with pool by Stay Madeira Island

A unique stay in an elegant and refined accommodation, modern and comfortable, thoughtfully designed just for you! Vila Aguarelas offers 3 suites, each featuring a double bed and private bathroom. In an open-plan layout, there’s a living room with a dining table and a fully equipped kitchen. You can also enjoy the incredible pool (optional heating upon request; additional cost of €35 per night, minimum stay required—please notify at the time of booking or at least one week prior to arrival).

Guest favourite

Place to stay in Jardim do Mar

4.95 out of 5 average rating, 260 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.

Guest favourite

Guest house in Funchal

5 out of 5 average rating, 14 reviews

Studio Victoria at Fonte d 'Alegria

Studio Victoria is located in the lower, and nicest, part of the garden, close to the swimming pool. The studio has it’s own kitchenette, seating area, dining area and bathroom. Since it’s located a bit further from the house you have more privacy and can really indulge in nature with a wonderful garden-view from every window. This studio is perfect if you are looking for a bit more space and/or privacy. Please note the pool is accessible to all guests of Fonte d'Alegria between 9AM and 7PM.

Top guest favourite

Home in Tábua

4.95 out of 5 average rating, 115 reviews

Old Wine Villa

Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

Guest favourite

Home in Ribeira Brava

5 out of 5 average rating, 16 reviews

MG House

Um oásis 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.

Guest favourite

Villa in Estreito da Calheta

4.94 out of 5 average rating, 65 reviews

Beige Rock Villa

The Beige Rock Villa proposes one bedroom, for up to 2 guests, and a large living room opening to a comfortable outdoor area, including a private heated infinity swimming pool. Its stylish design blends harmoniously in the cliffy landscape and with the neighbouring 2 bedrooms Grey 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.

Top guest favourite

Villa in Funchal

4.92 out of 5 average rating, 89 reviews

Number 15 Funchal Ocean & City View Villas Nº1

Over looking the Bay of Funchal with stunning ocean views these 3 one bedroom villas make a perfect holiday home. Designed for couples, each property has privacy & lots of space to relax both inside & out, light streams into the living areas with sliding doors leading out to the large veranda´s with the pool below. They feature wooden floors & have fully integrated kitchens, king size beds, spacious bathrooms free Wi-fi, Car not Essential, Walk into Funchal.

Superhost

Flat in Funchal

5 out of 5 average rating, 3 reviews

Horizon Funchal

Welcome to Horizon Funchal, a brand new 1-bedroom apartment in Funchal offering stunning ocean view. Modern design with an open-plan kitchen and living area, spacious bedroom with a desk to work remotely and private balcony. Located in a quiet, upscale area close to the city center, shops, and restaurants. Enjoy contemporary comfort, natural light, and breathtaking sunrise over the Atlantic. Ideal for spending your holidays in Madeira.

Guest favourite

Flat in Funchal

4.94 out of 5 average rating, 31 reviews

Artsy City Loft with Pool

Swimming in winter? At the "Artsy City Loft" with its year-round community pool, it’s possible! This stylish loft in the heart of Funchal offers breathtaking views from the large rooftop terrace, high-speed internet, and modern design. Perfect for couples who value art and comfort. Its central location makes it ideal for exploring the city. Winter Offer: Book 5 nights, get 1 night free – just send us a personalized request!

Top guest favourite

Flat in Funchal

5 out of 5 average rating, 41 reviews

Luxury Oceanfront @ Reid's Gardens

STUNNING oceanfront apartment in Funchal's exclusive Reid's Gardens condominium - Expansive balcony with panoramic SEA VIEWS - HIGH-END design and amenities - FANTASTIC SHARED POOL and lush, landscaped gardens - WALK to Funchal's top restaurants and sites IDEAL FOR ONE COUPLE, A FAMILY OR A GROUP OF FRIENDS Choose this exclusive home over a 5-star hotel for a premier Madeira experience.