A coastal town with terracotta-roofed buildings, a prominent church, and a cliff overlooking the sea.

Hotels with Swimming Pools in Madeira Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Madeira Region

A densely packed urban area with a mix of colorful buildings, including a prominent white church with a bell tower.
HotelsHotels

Funchal

Funchal

Check availability on Madeira Region Hotels with Swimming Pools

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Madeira Region hotels with a pool

A panoramic view of a coastal city with a clear sky, a bridge, and a church spire.

1. Castanheiro Boutique Hotel

Castanheiro Boutique Hotel
4.0 star property
Sao Pedro
9.6 out of 10, Exceptional, (542 reviews)
  • cleanliness
    Luxurious rooftop pool retreat offers stunning city views alongside an indoor oasis for year-round swimming and relaxation.
The price is S$264
includes taxes & fees
16 Nov - 17 Nov
Castanheiro Boutique Hotel
A resort with a large pool, palm trees, and a view of the ocean.

2. Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel
5.0 star property
Funchal
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into paradise with this oceanfront resort's three stunning pools and relaxing hot tub.
The price is S$226
includes taxes & fees
15 Nov - 16 Nov
Pestana Carlton Madeira Ocean Resort Hotel
A pool with palm trees, a view of the ocean, and a building with a curved roof.

3. Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel
5.0 star property
Funchal
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Float away in this luxury hotel with indoor, outdoor, and children's pools plus a poolside bar and marina for complete relaxation.
The price is S$199
includes taxes & fees
24 Nov - 25 Nov
Pestana Casino Park Ocean and SPA Hotel
A large, multi-story building with a red-tiled roof, surrounded by lush greenery.

4. Hotel Quintinha São João & Spa

Hotel Quintinha São João & Spa
5.0 star property
Sao Pedro
9.6 out of 10, Exceptional, (641 reviews)
  • cleanliness
    Year-round aquatic indulgence awaits with twin pools and a soothing hot tub at this luxury spa retreat nestled in Madeira.
The price is S$362
includes taxes & fees
30 Nov - 1 Dec
Hotel Quintinha São João & Spa
An indoor swimming pool with clear water, surrounded by large windows and concrete pillars.

5. Enotel Magnólia

Enotel Magnólia
4.0 star property
Funchal
9.0 out of 10, Wonderful, (923 reviews)
  • cleanliness
    Indulge in a serene pool oasis with indoor and outdoor swimming options, plus loungers and a poolside bar for ultimate relaxation.
The price is S$289
includes taxes & fees
30 Nov - 1 Dec
Enotel Magnólia
A pool area with lounge chairs and umbrellas, a swimmer, and a large tree.

6. Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira
5.0 star property
Funchal
9.8 out of 10, Exceptional, (654 reviews)
  • cleanliness
    Take a splash in paradise at this black sand beachfront resort with 2 outdoor pools and poolside bar serving cold drinks.
The price is S$865
includes taxes & fees
16 Nov - 17 Nov
Reid's Palace, A Belmond Hotel, Madeira
A rooftop pool area with lounge chairs and umbrellas, surrounded by a glass railing and a view of buildings in the background.

7. Hotel Madeira

Hotel Madeira
3.0 star property
Funchal
8.6 out of 10, Excellent, (598 reviews)
  • cleanliness
    Vibrant rooftop pool beckons with sweeping views and leisurely lounging in Madeira.
The price is S$162
includes taxes & fees
24 Nov - 25 Nov
Hotel Madeira
A resort with multiple swimming pools, palm trees, and a view of the ocean.

8. Porto Mare Hotel, by PortoBay

Porto Mare Hotel, by PortoBay
4.0 star property
Funchal
9.6 out of 10, Exceptional, (708 reviews)
  • cleanliness
    Luxury retreat features 4 pools, children's splash zone, and poolside bar serving drinks amid lush gardens.
The price is S$348
includes taxes & fees
24 Nov - 25 Nov
Porto Mare Hotel, by PortoBay
A resort with a large pool, beach area, and a high vantage point overlooking the sea.

9. The Cliff Bay, by PortoBay

The Cliff Bay, by PortoBay
5.0 star property
Funchal
9.8 out of 10, Exceptional, (968 reviews)
  • cleanliness
    Luxurious clifftop pools with breathtaking ocean views create a tranquil oasis perfect for both relaxation and family enjoyment.
The price is S$463
includes taxes & fees
29 Nov - 30 Nov
The Cliff Bay, by PortoBay
An aerial view of a resort with a large swimming pool surrounded by lounge chairs and umbrellas, a parking area, and a view of the ocean.

10. Melia Madeira Mare

Melia Madeira Mare
5.0 star property
Funchal
9.2 out of 10, Wonderful, (620 reviews)
  • cleanliness
    Plunge into a luxury escape at this hotel with both indoor and outdoor pools, plus a poolside bar for ultimate relaxation.
The price is S$232
includes taxes & fees
21 Nov - 22 Nov
Melia Madeira Mare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madeira Region Hotel Reviews

Barcelo Funchal Oldtown

Barcelo Funchal Oldtown

8/10 Good
"We stayed at this hotel for 8 nights and really enjoyed our stay. You can’t beat the location. The rooms are a bit small and to look at the view I needed to stand on a chair but I knew that when I booked it so all good. We enjoyed drinks at the restaurant and lived the live music. We used the rooftop pool almost daily and it’s great place to watch the sunset or look at the stars late at night. We would recommend it."
Kerry 8-night trip
Posted 1 day ago
Barcelo Funchal Oldtown

Explore a world of travel with Expedia