Madeira Island Vacation Homes

A coastal town with buildings on a hillside, a beach, and rocky outcrops.

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

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Madeira Island holiday homes

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. Quinta das Vinhas

Calheta

Simon

HK$1,591 total

includes taxes & fees

26 Oct - 27 Oct

A stone building with a tiled roof overlooking the sea.

2. Palheiro Mar by Olá Madeira

Paúl do Mar

HK$1,593 total

includes taxes & fees

9 Oct - 10 Oct

A clear blue pool with a view of the ocean.

3. Casas da Levada

Calheta

Jin-Ah

HK$2,298 total

includes taxes & fees

20 Oct - 21 Oct

A modern living room with a grey sofa, a wooden coffee table, and a TV on a wooden stand. A staircase with wooden steps and metal railings leads to another room.

4. Serenity House - São Jorge

São Jorge

"Das Haus war sehr schön und es war wirklich sehr schön ruhig dort. Es gab einen Bäcker gleich in der Nähe und eine Bar wo man morgens Kaffee trinken konnte. Leider waren die abgebildeten Lounge Möbel nicht mehr vor Ort, statt dessen harte Betonbänke, was nicht so schön war. Es fehlen Liegen damit man entspannt dort chillen kann um zu lesen .....sonst war alles super. Das Auto konnte man direkt vor dem Haus parken und Supermärkte sind nicht weit entfernt."

Tanja K.

A hotel room with a bed, bedside tables, a lamp, a window with curtains, and a view of trees.

5. GuestReady - Casa Garajau

Caniço

HK$1,093 total

includes taxes & fees

7 Oct - 8 Oct

A wicker chair with a table and a bottle of wine on a stone-paved area with a stone wall and greenery in the background.

6. Grandpa's Hayloft

Santa Cruz

Jennifer M.

HK$1,350 total

includes taxes & fees

4 Oct - 5 Oct

A coastal view with a balcony railing, a clear sky, and a distant town along the coastline.

7. Casa Gama Ideal Para Descansar

Ribeira da Janela

Gina

HK$895 total

includes taxes & fees

8 Oct - 9 Oct

A wicker chair with a metal frame, a table, and a view of a building and trees in the background.

8. GuestReady - Funchal Hideaway with BBQ

Funchal

HK$1,669 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Madeira Island Hotel Reviews

Barcelo Funchal Oldtown

10/10 Excellent

"Perfect location"

The Editory Ocean Way Funchal

10/10 Excellent

"Really loved this stay in Madeira! It seems like the hotel is newly built and because of that it comes with good amenities. Staff were super helpful with our room and we were able to take advantage of the gym and pool! Definitely a nice place to relax at after doing all the Hikes!"

Calheta Beach - All Inclusive

10/10 Excellent

"Staff were very friendly! Entertainment and food were fabulous. Pool spotless, great to see the manager being there on the complex walking around observing. The bar staff and waiters/waitresses were charming and nothing too much for them. With the facilities, we were disappointed on first day to have no aircon in our room, heard others had same problem with this. We were moved to different room same day but it meant we lost time unpacking and packing again. Overall the stay was so lovely and we would recommend this hotel. We certainly will be returning."

Reid's Palace, A Belmond Hotel, Madeira

10/10 Excellent

"Reid’s is a beautiful property with multiple pools and diving access to the ocean. Our stay involved changing rooms ( not the hotels fault), and not all rooms are the same. The first room had a walk in shower but the second room had a very slippery tub shower. There was construction going on during our stay that made for noisy afternoons. The food was really good and there are multiple restaurants, however, I would reserve a table in advance of your stay to guarantee your spot at dinner. The service was exceptional."

Find out more about Madeira Island