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

Madeira Region Hotels with a Pool from CA $180

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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.
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Funchal

Funchal

Check availability on Madeira Region Hotels with a Pool

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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, (541 reviews)
  • cleanliness
    Luxurious rooftop pool retreat offers stunning city views alongside an indoor oasis for year-round swimming and relaxation.
The price is CA $272
CA $289 total
includes taxes & fees
Nov 16 - Nov 17
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, (1,006 reviews)
  • cleanliness
    Splash into paradise with this oceanfront resort's three stunning pools and relaxing hot tub.
The price is CA $222
CA $239 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,000 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 CA $204
CA $218 total
includes taxes & fees
Nov 24 - Nov 25
Pestana Casino Park Ocean and SPA Hotel
A covered swimming pool with lounge chairs and a wooden deck.

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 CA $383
CA $405 total
includes taxes & fees
Nov 24 - Nov 25
Hotel Quintinha São João & Spa
A woman sitting by a pool with clear blue water, surrounded by modern architecture and greenery.

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 CA $244
CA $263 total
includes taxes & fees
Nov 3 - Nov 4
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, (653 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 CA $995
CA $1,042 total
includes taxes & fees
Nov 19 - Nov 20
Reid's Palace, A Belmond Hotel, Madeira
A rooftop pool area with lounge chairs, umbrellas, and a swimming pool.

7. Hotel Madeira

Hotel Madeira
3.0 star property
Funchal
8.6 out of 10, Excellent, (596 reviews)
  • cleanliness
    Vibrant rooftop pool beckons with sweeping views and leisurely lounging in Madeira.
The price is CA $167
CA $180 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $360
CA $381 total
includes taxes & fees
Nov 24 - Nov 25
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, (967 reviews)
  • cleanliness
    Luxurious clifftop pools with breathtaking ocean views create a tranquil oasis perfect for both relaxation and family enjoyment.
The price is CA $541
CA $569 total
includes taxes & fees
Nov 1 - Nov 2
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, (618 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 CA $238
CA $254 total
includes taxes & fees
Nov 23 - Nov 24
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.
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Top Madeira Region Hotel Reviews

Porto Mare Hotel, by PortoBay

Porto Mare Hotel, by PortoBay

10/10 Excellent
"Wonderful gardens, spa and pools. Great good"
Dimitri 7-night trip
Posted 5 hours ago
Porto Mare Hotel, by PortoBay

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