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Flight and Pet-friendly hotel deals in Madeira Island

Price found within the past 48 hours. Click for updated prices.

Casa Velha do Palheiro, Relais & Chateaux

CA $1,248

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

9.6/10 Exceptional! (103 reviews)

The hotel territory is outstanding! Breakfast, amenities and facilities were on top! Old money vibes. The only area for improvement is more soundproof walls in the rooms.

Reviewed on May 16, 2026

Reid's Palace, A Belmond Hotel, Madeira

CA $5,976

per person

Jul 19 - Jul 25

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Funchal (FNC)

9.8/10 Exceptional! (627 reviews)

Total luxury …views … beautiful gardens and amazing breakfast ….

Reviewed on Jun 1, 2026

Hotel Quinta da Penha de França

CA $1,963

per person

Aug 20 - Aug 26

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

8.8/10 Excellent! (609 reviews)

Every thing was good and the breakfast was included,

Reviewed on Jun 12, 2026

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5* Pet-friendly holidays in Madeira Island

Price found within the past 48 hours. Click for updated prices.

Casa Velha do Palheiro, Relais & Chateaux

CA $1,248

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

9.6/10 Exceptional! (103 reviews)

The hotel territory is outstanding! Breakfast, amenities and facilities were on top! Old money vibes. The only area for improvement is more soundproof walls in the rooms.

Reviewed on May 16, 2026

Reid's Palace, A Belmond Hotel, Madeira

CA $5,976

per person

Jul 19 - Jul 25

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Funchal (FNC)

9.8/10 Exceptional! (627 reviews)

Total luxury …views … beautiful gardens and amazing breakfast ….

Reviewed on Jun 1, 2026

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See all available trips from Columbus to Madeira Island

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4 Night Pet-friendly holidays in Madeira Island

Price found within the past 48 hours. Click for updated prices.

Residencial Colombo

Sao Pedro

CA $621

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

7/10 Good! (215 reviews)

The location is excellent. Rooms are clean but furnishings are old and outdated. Housekeeping staff does a good job.

Reviewed on Feb 3, 2026

Casa Velha do Palheiro, Relais & Chateaux

CA $1,248

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

9.6/10 Exceptional! (103 reviews)

The hotel territory is outstanding! Breakfast, amenities and facilities were on top! Old money vibes. The only area for improvement is more soundproof walls in the rooms.

Reviewed on May 16, 2026

Reid's Palace, A Belmond Hotel, Madeira

CA $3,208

per person

Aug 23 - Aug 26

found 10 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

9.8/10 Exceptional! (627 reviews)

Total luxury …views … beautiful gardens and amazing breakfast ….

Reviewed on Jun 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Madeira Island

View all trips

Pet-friendly Hotels in Madeira Island

Dreams Madeira Resort Spa & Marina

Sitio da Piedade Machico Madeira

25 min drive from Porto Moniz Natural Pools

Book a stay at this luxury hotel in Machico. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco ...

8.8/10 Excellent! (237 reviews)

"We were well received with staff helping with our bags immediately. Note, if you do want your luggage right away, don't use their luggage service as it is not immediate. Room was large and comfortable. We had an oceanview room with balcony. For the smokers, balcony has ashtrays! Bathroom was large ..."

Reviewed on Jun 7, 2026

Saccharum Resort

Rua Serra de Água, 1 Calheta

25 min drive from Porto Moniz Natural Pools

Book a stay at this luxury hotel in Calheta. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...

9.4/10 Exceptional! (1,000 reviews)

"Beautiful and perfect 5 star hotel."

Reviewed on May 21, 2026

Pestana Carlton Madeira Ocean Resort Hotel

Largo Antonio Nobre Funchal

39 min drive from Porto Moniz Natural Pools

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the breakfast and the helpful staff in our ...

8.8/10 Excellent! (1,000 reviews)

"We absolutely loved this hotel! Beautiful surroundings, clean rooms, and helpful staff. I would definitely stay again."

Reviewed on Jun 6, 2026

See all 5,541 properties in Madeira Island

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.