Top Hotels with Swimming Pools in Madeira Region

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

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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.

Check availability on Madeira Region Hotels with Swimming Pools

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Our top choices for Madeira Region hotels with a pool

Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

1. Castanheiro Boutique Hotel

Sao Pedro

Luxurious rooftop pool retreat offers stunning city views alongside an indoor oasis for year-round swimming and relaxation.

includes taxes & fees

29 Sept - 30 Sept

2. Pestana Carlton Madeira Ocean Resort Hotel

Funchal

Splash into paradise with this oceanfront resort's three stunning pools and relaxing hot tub.

includes taxes & fees

12 Oct - 13 Oct

3. Pestana Casino Park Ocean and SPA Hotel

Funchal

Float away in this luxury hotel with indoor, outdoor, and children's pools plus a poolside bar and marina for complete relaxation.

includes taxes & fees

1 Oct - 2 Oct

4. Hotel Quintinha São João & Spa

Sao Pedro

Year-round aquatic indulgence awaits with twin pools and a soothing hot tub at this luxury spa retreat nestled in Madeira.

includes taxes & fees

4 Oct - 5 Oct

Indoor pool, outdoor pool, open 8 AM to 8 PM, pool umbrellas

5. Enotel Magnólia

Funchal

Indulge in a serene pool oasis with indoor and outdoor swimming options, plus loungers and a poolside bar for ultimate relaxation.

includes taxes & fees

11 Oct - 12 Oct

4 outdoor pools, pool umbrellas, pool loungers

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

Funchal

Take a splash in paradise at this black sand beachfront resort with 2 outdoor pools and poolside bar serving cold drinks.

includes taxes & fees

17 Sept - 18 Sept

Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers

7. Hotel Madeira

Funchal

Vibrant rooftop pool beckons with sweeping views and leisurely lounging in Madeira.

includes taxes & fees

30 Sept - 1 Oct

8. Porto Mare Hotel, by PortoBay

Funchal

Luxury retreat features 4 pools, children's splash zone, and poolside bar serving drinks amid lush gardens.

includes taxes & fees

11 Oct - 12 Oct

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Top Madeira Region Hotel Reviews

Sé Boutique Hotel

10/10 Excellent

"Centrally located and the staff were wonderful!! We arrived early and were still able to check in pretty quickly which was a huge bonus!"

Saccharum Resort

10/10 Excellent

"This stay was fantastic from start to finish. Arriving at the hotel by rental car was easy, there’s a large entry zone to park your car and check in/unload bags. They added parking for my car at no charge, and the parking zone is immediately to the left of the entrance. Our room was immaculate, it reminded me of a stay at a brand new Secrets Resort in Mexico a few years ago. Large rooms, high ceilings, excellent bathroom amenities. A nice plus is the tv has the ability to show you all the hotel information, along with your current bill. We swam at the rooftop unheated pool and the indoor heated pool. Both were fantastic and very enjoyable. The rooftop of the resort had multiple levels, to which if you keep climbing they have fruit and herb gardens overtop, and a steep rock staircase to a viewpoint well above the resort. I’m not sure if it’s when we were there, or the design of the resort, but everything felt like there was plenty of space, and availability. We never had to wait anywhere, nothing was packed. The buffet changes daily and is great for breakfast and dinner. The resort is positioned in a smaller beach town of Madeira, and has excellent vibes for walking nearby for lunch or swimming. Loved this stay, I can’t say enough about how much my wife and I enjoyed it."