
Holiday rentals with a pool in Prazeres
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Prazeres

Total holiday rentals
Explore 80 holiday rentals in Prazeres

Nightly prices starting at
Prazeres holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 4,700 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
80 of Prazeres holiday rentals include wifi 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!
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 Palheiro | 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.

Quinta Aurora - Heated, Private Pool & Ocean View
About cottage vacation home Quinta Aurora Welcome to Quinta Aurora, a lovingly restored traditional Madeiran stone house in sunny Estreito da Calheta. Enjoy breathtaking Atlantic views, unforgettable sunsets, complete privacy, a private heated pool, peaceful yoga spaces, an organic garden, high spreed WIFI and a cozy pellet stove for cooler evenings. Minutes from Calheta’s sandy beach, Jardim do Mar, Paul do Mar, restaurants, supermarkets, scenic viewpoints, and Madeira’s famous Levada trails.

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.

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.

Villa Vella Panorama View
Welcome to Villa Vella This beautifully designed and peacefully located villa offers the perfect retreat, featuring an ideal layout, a stunning outdoor area with a private pool, and breathtaking panoramic views of the sea and surrounding nature. Its tranquil atmosphere makes it a true escape from the everyday. Villa Vella is the perfect base to explore the island and unwind after a day full of adventures. Ideal for couples, friends, or families seeking relaxation and comfort.

Blue Sea Villa. Private Heated Pool. Garden. Quiet
Maximum occupancy 6 ADULTS and 2 Children. This CHARMING Villa commands an enviable location with stunning views over the Ocean. Traditional features combine with contemporary facilities, to offer luxury spacious accommodation. From a Palm Tree shaded entrance to Balconies for each room, the property exudes space to relax, breathe and to enjoy the serenity of this peaceful village. The Infinity Pool is the prime feature of the Villa. The waterfall operates July to September.

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.

Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat 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.

☀️ 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.

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.

Villa Céu e Mar
Villa Céu e Mar – between sky and sea Modern luxury on the cliffs with panoramic Atlantic views. This Villa sleeps 6 (3 bedrooms). All rooms feature glass fronts with direct access to the private pool and ocean views. Enjoy total privacy, AC, Smart TVs, and premium comfort. Sustainable through solar energy – your year-round spring paradise for pure relaxation between heaven and sea.
Popular amenities for Prazeres rentals with a pool
House rentals with a pool

Mango House

Relax Over The Sea -12391/AL

Casa Cro | Ocean View

STONE HOUSE

Casa da Cascata B&B | Levada Houses

Typical house above the sea

Syso House

Casa Sol e Vista
Apartment rentals with a pool

Vargem Mar Beach

Tropical Sunset D

New dream luxury appartment in the Madeira Palace.

Renala II "With Pool" by PAUSA Holiday Rentals

Spectacular Ocean and Cliff views with Pool

Sunset Paradise, Funchal: sounds of the sea

Charming Lido Flat I

Ocean View Apartment in Madeira
Other holiday rentals with a pool

House with sea view and heated saltwater pool

Jardim do Mar: 3 bedrooms, pool, stunning view

Quinta Marefe - On the stunning west coast

Villa CLEMENTINA| Cliffs & Ocean| Heated Pool 26ºC

Luxury Ocean View Villa | Pool I Calheta I Madeira

Villa Acacia- Spectacular Ocean view & heated pool

Luxury Villa Pérola

Sea View Villa with Private Natural Lagoon Pool
Destinations to explore
- Funchal Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- São Vicente Holiday rentals
- Rentals with beach access Prazeres
- Beachfront rentals Prazeres
- Waterfront rentals Prazeres
- Flat rentals Prazeres
- Villa rentals Prazeres
- Family-friendly rentals Prazeres
- House rentals Prazeres
- Pet-friendly rentals Prazeres
- Rentals with pools Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Cabo Girão
- Complexo Balnear do Lido
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





