
Vacation rentals with a pool in Prazeres
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Prazeres
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Quinta São Lourenço - Casa Lagar | Sunset & Pool
Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

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.

Country House @ Casas Da Vereda
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

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

Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Villa Serenity by Rentallido
A Villa Serenity é uma moradia térrea com áreas generosas e grande luminosidade. Toda virada para Sul, ela tem uma excelente exposição solar e uma vista magnifica para o mar. Com uma decoração de luxo, esta villa dispõe de todas as comodidades para umas férias inesquecíveis na Madeira. É composta por três quartos de dormir e duas casas de banho completas, podendo receber até 6 pessoas. No exterior, poderá desfrutar de uma linda piscina com vista deslumbrante para o oceano Atlântico.

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

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool. Note: AC available after July 1st.

Casa do Terrāço - Quinta Falcões Do Sol
Casa Terrãço is a restored traditional stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers unobstructed ocean views through a three-meter glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean.

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.

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 Prazeres rentals with a pool
House rentals with a pool

Villa Vera Garajau - Madeira Island

Cardais Paradise View

Ocean View Villa Madeira

Casa da Cascata B&B | Levada Houses

Casa Cro | Ocean View

Villa Palheiros - A Magnificent Ocean View

Amazing views, saltwater pool, and BBQ

Typical house above the sea
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset C

Casa Mar Azul 3

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 vacation rentals with a pool

Ohana Ocean View by LovelyStay

Prazeres da Vista, Atlantic Ocean view

Zto Madeira Oceanfront Escape | Pool & Garden

Geo Calheta with Swimming Pool and Jacuzzi

Ladeira dos Zimbreiros Villa

Villa Acacia- Spectacular Ocean view & heated pool

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

The One Madeira
Quick stats about vacation rentals with a pool in Prazeres

Total vacation rentals
Explore 80 vacation rentals in Prazeres

Nightly prices starting at
Prazeres vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 4,520 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
80 of Prazeres vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Prazeres rentals

4.9 Average rating
Prazeres stays are highly rated by guests—averaging 4.9 out of 5!
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Fish Market
- Pico Do Areeiroo
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Madeira Whale Museum
- Casas Tipicas de Santana
- Funchal Cable Car
- Cascata Dos Anjos
- Cristo Rei
- CR7 Museum





