Compare Holiday Homes with Pools in Madeira

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Madeira holiday homes

Premier Holiday Homes with Swimming Pools in Madeira

140 M² House ∙ 4 Bedrooms ∙ 7 Guests - Madeira
9.1 10 reviews

140 M² House ∙ 4 Bedrooms ∙ 7 Guests

house, Porto Santo
Just 500 meters from Porto Santo's golden beaches, Casa Vista Azul offers a spacious two-storey villa with a private swimming pool, ideal for families or groups of up to 7 guests seeking a relaxing getaway.
This family-friendly villa boasts a floor area of 140 square meters, featuring 4 bedrooms, 3 bathrooms, and an open-plan living area with a fully equipped kitchen, perfect for enjoying outdoor leisure with its barbecue area and convenient outdoor shower.
Sweet Brava Home - Pool & Sea View - Madeira
9.9 187 reviews

Sweet Brava Home - Pool & Sea View

house, Ribeira Brava
Offering sensational panoramic sea views from a cliffside perch, this traditional house in Ribeira Brava is just a 5-minute drive from the town centre and its amenities.
Enjoy a superior quality stay with a heated swimming pool available for an additional charge, perfect for those seeking a relaxing getaway with a pool.
Sea Breeze Boutique House  Seafront & Central - Madeira
9.5 11 reviews

Sea Breeze Boutique House Seafront & Central

house, Porto da Cruz
Boasting a prime seaside position in Porto da Cruz, this modern house is situated just 50 meters from the ocean, offering a superb base for exploring the area.
This three-story house with a pool comfortably accommodates four guests, featuring two bedrooms, two bathrooms, and a private garden with a barbecue, all complemented by excellent sea views from its balcony.
Belle Maison By Homie - Madeira
9.1 27 reviews

Belle Maison By Homie

house, Santo António
Spectacular panoramic views of Funchal and the Atlantic Ocean are offered by this luxurious villa, situated in a quiet residential area of Funchal, a mere 5-minute drive from the city centre and close to essential services, with Cabo Girão, a famous viewpoint with a glass platform, also nearby.
This spacious 6-bedroom villa, accommodating up to 16 guests, boasts a private swimming pool with a terrace and barbecue area, perfect for enjoying Madeira's climate, alongside on-site parking including a three-car garage.
Fajã Surf Lodges - House Ash - Madeira
9.7 47 reviews

Fajã Surf Lodges - House Ash

house, São Vicente
Directly on São Vicente's untamed north coast, this house in Fajã da Areia offers a unique escape, just 200 meters from the Fajã da Areia Surf Point.
This family-owned accommodation, perfect for four guests, boasts minimalist architecture and a private swimming pool, providing an ideal base for exploring Madeira's natural beauty and enjoying a peaceful stay.
Chalé Funchal - City View - Madeira
9.7 60 reviews

Chalé Funchal - City View

house, São Roque
This country house in Funchal is perfectly situated 2 kilometres from Marina do Funchal and the Cathedral of Funchal, offering city and sea views.
Boasting 207 square metres, this family-friendly house features 3 bedrooms, a living room, 2 bathrooms, a fully equipped kitchen, and a terrace with sea views, ideal for guests seeking a relaxing getaway with a pool.
Vila Maria Quinta 13 " Maria Quinta" - Madeira
9.4 351 reviews

Vila Maria Quinta 13 " Maria Quinta"

house, Calheta
Vila Maria Quinta 13 is located in Calheta, 26 kilometres from Cape Girão and 29 kilometres from the Porto Moniz Natural Swimming Pools.
This expansive 7-bedroom lodge offers a private outdoor swimming pool, air conditioning, and WiFi, perfect for families seeking a getaway with a pool.
Ourmadeira - Villa Mary - Madeira
9.1 44 reviews

Ourmadeira - Villa Mary

house, Porto Santo
Directly on the beachfront of Porto Santo, this house is just a 5-minute walk from Porto Santo Beach, 3 kilometres from the airport, and 3.5 kilometres from Quinta das Palmeiras.
Offering 180 square metres of space with four bedrooms and two bathrooms, this family-friendly house is ideal for groups and features a fully equipped kitchen, a terrace, garden, and private parking, perfect for exploring the island.

Family-Friendly Holiday Homes with Pools in Madeira

Give yourself the run of a beautifully appointed home; book a luxury villa in Madeira for a stay defined by space, privacy and style.

Blooming Botanic Houses - Madeira
9.6 181 reviews

Blooming Botanic Houses

house, Estreito da Calheta
This holiday home in Calheta is located 25 kilometres from Cabo Girão and 29 kilometres from the Porto Moniz Natural Swimming Pools, with Cristiano Ronaldo Madeira International Airport 51 kilometres away.
Offering a tranquil escape, this family-friendly house boasts a seasonal outdoor swimming pool, a sun terrace, and a garden, alongside air conditioning and free WiFi for your comfort.

Top cities for cheap stays

Pet-Friendly Holiday Homes with a Pool in Madeira

Among the 7312 accommodations in Madeira, here are the 8 best family friendly villas and holiday homes

Villa Luz - Family House Vacations- Large Private Outdoor Area - Madeira
9.6 78 reviews

Villa Luz - Family House Vacations- Large Private Outdoor Area

house, Santa Cruz
Villa Luz is a spacious house in Santa Cruz, located just 3.1 kilometres from Cristiano Ronaldo Madeira International Airport and 2.3 kilometres from Palmeiras Beach.
This family-friendly villa offers a private swimming pool and garden, with 3 bedrooms, a well-equipped kitchen, and stunning mountain and sea views from its terrace, making it ideal for a relaxing getaway with a pool.
Vila Faia - Madeira
9.2 18 reviews

Vila Faia

house, Caniço
Enjoy a relaxing stay at this spacious 3-bedroom house in Caniço, located just 1.1 kilometres from Reis Magos Beach and 10.6 kilometres from Marina do Funchal.
This family-friendly house offers a private swimming pool and a garden, alongside free WiFi and private parking, making it an ideal choice for a getaway with a pool.
The Artist Villa - Madeira
9.8 122 reviews

The Artist Villa

house, Santa Cruz
Located in Santa Cruz, this house is just a 2-minute walk from Palmeiras Beach, offering direct access and convenient proximity to Cristiano Ronaldo Madeira International Airport, which is 3 kilometres away.
This spacious house features 4 bedrooms, 5 bathrooms, and a private swimming pool, alongside a water park and garden, providing a capacity for 15 guests.
Luxury Quinta Rosa By Holiday Rental Madeira - Madeira
10 2 reviews

Luxury Quinta Rosa By Holiday Rental Madeira

house, Funchal (Santa Maria Maior)
Boasting panoramic sea and mountain views, this luxury villa is located in Funchal's Santa Maria Maior district, just 1.6 kilometres from Almirante Reis Beach and Marina do Funchal.
This spacious 1000 square metre, 7-bedroom villa comfortably accommodates up to 27 guests and features a rooftop swimming pool, offering an exceptional getaway with a pool.
With Secret Garden And Pool - Villa Quebra Costas - Madeira
9.8 9 reviews

With Secret Garden And Pool - Villa Quebra Costas

house, Funchal (São Pedro)
Centrally located in Funchal's São Pedro district, this renovated traditional Madeiran villa is within easy walking distance of Funchal Marina and the Cathedral of Funchal.
This spacious 205 square meter villa, accommodating up to six guests, boasts a private garden with a swimming pool and dining area, alongside two ensuite bedrooms.
205 M² Villa ∙ 2 Bedrooms ∙ 6 Guests - Madeira
9.6 60 reviews

205 M² Villa ∙ 2 Bedrooms ∙ 6 Guests

house, Funchal (São Pedro)
Centrally located in Funchal's São Pedro district, this renovated traditional Madeiran villa is within walking distance of attractions such as the Cathedral and Marina, offering easy access to museums and shopping.
This family-friendly house, sleeping up to six, boasts a private swimming pool, a garden with fruit trees, and a separate children's play area, alongside a well-equipped kitchen and two suites.
Litlle Zen House - Madeira
No reviews

Litlle Zen House

house, Santana
House to rent. You will be located in Santana.
Services and facilities: air conditioning, a wheelchair friendly access and a swimming pool.
371 M² Villa ∙ 5 Bedrooms ∙ 12 Guests - Madeira
8.9 34 reviews

371 M² Villa ∙ 5 Bedrooms ∙ 12 Guests

house, Santo António
Offering panoramic sea and Funchal amphitheatre views, this house is located in a tranquil area of Santo António, just a 5-minute drive from Funchal city centre and close to Pico dos Barcelos viewpoint.
This spacious 371 square meter house, accommodating up to 12 guests, boasts five bedrooms, five bathrooms, and a dedicated wellness area with a gym and pool table, all complemented by a private swimming pool and a play field.

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Luxury Holiday Homes with a Private Pool in Madeira

Among the 7312 accommodations in Madeira, here are the 8 best pet friendly villas and holiday homes

Quinta Da Quebrada - Madeira
8.5 266 reviews

Quinta Da Quebrada

farm, Arco de São Jorge
Beachfront at Quinta da Quebrada in Santana, this farm offers direct sea access and is situated 11 kilometres from Santana's Traditional Houses and 32 kilometres from Porto Moniz Natural Swimming Pools.
Guests can enjoy the outdoor swimming pool, garden, bar, and terraces with sea views, with fully equipped kitchenettes and facilities for disabled guests also available for a comfortable stay with a pool.
Valle Paraizo - Madeira
9.4 203 reviews

Valle Paraizo

house, Camacha
Country house accommodation in Camacha's Valle Paraizo offers a tranquil escape, situated 9.3 kilometres from Cristiano Ronaldo Madeira International Airport and 9.7 kilometres from Marina do Funchal.
Enjoy a country house getaway with family and pets, featuring a swimming pool, kitchenettes, garden, and proximity to cycling and hiking, with packed lunches available for exploring landmarks like Girao Cape, 20.9 kilometres away.
Paradise View - Madeira
8.6 77 reviews

Paradise View

house, Gaula
This holiday home in Gaula is conveniently located 8 kilometres from Cristiano Ronaldo Madeira International Airport, 16 kilometres from Marina do Funchal and 25.7 kilometres from Cabo Girão.
Offering sea and mountain views from its terrace and balcony, this 100 square metre holiday home with a pool accommodates up to 9 guests across 3 bedrooms and includes a well-equipped kitchen, living room, and access to an on-site water park, perfect for a getaway with a pool.
Villa ∙ 3 Bedrooms ∙ 6 Guests - Madeira
10 1 review

Villa ∙ 3 Bedrooms ∙ 6 Guests

house, Tábua
Experience a unique sea view villa in Ribeira Brava, Madeira, set within a rustic farmstead and boasting stunning volcanic hillsides, located just minutes from white sandy beaches and golf courses.
This futuristic house with a pool offers an unparalleled spa experience, featuring a magnesium infinity pool, heated jacuzzi, outdoor cinema, and a 270-degree glass house, all controlled by smart home automation for ultimate relaxation and convenience.
New! Villa Alvinho| Lifestyle&nature | Heated Pool - Madeira
9.6 140 reviews

New! Villa Alvinho| Lifestyle&nature | Heated Pool

house, São Martinho
Located in Funchal, this villa is a 16-minute walk from Gorgulho - Gavinas Beach and 2.4 kilometres from Marina do Funchal.
This 3-bedroom villa offers a private heated swimming pool and sea and mountain views from its terrace and balcony, perfect for a pool getaway.
Quinta Dos Cardais By Analodges - Madeira
9.9 66 reviews

Quinta Dos Cardais By Analodges

house, São Vicente
Located in São Vicente, this villa is just a 14-minute walk from São Vicente Beach and 0.6 miles from the Volcanic Caves of São Vicente.
This spacious 746 square meter private villa accommodates up to 17 guests with 4 bedrooms, offering a swimming pool with sea views, a hot tub, and on-site water sports facilities.
Ga281 - Madeira
9.4 139 reviews

Ga281

chalet, Campanário
Located in Campanário, this chalet is situated 8.2 kilometres from Cabo Girão and 16 kilometres from Marina do Funchal, offering both mountain and sea views.
This expansive 750 square metre, 3-bedroom chalet with a swimming pool features soundproof rooms, a fireplace, and a private patio, perfect for a relaxing pool getaway.
Casa Zen Do Rio Zezere - Formula 4 People - Madeira
10 7 reviews

Casa Zen Do Rio Zezere - Formula 4 People

house, Madeirã
Nestled within an olive grove along the Zêzere River, this agrotourism house in Madeirã is ideally situated in the central Portuguese region, just 10 minutes from the N2 and IC8, and the Cabril Dam, offering a UNESCO World Heritage Geopark experience.
This eco-responsible accommodation features two independent 50m² suites, each accommodating up to 4 guests, boasting a kitchen, living area, and terrace, with the added bonus of a swimming pool available from May to October, perfect for a getaway with a pool.
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