Best Vacation Homes in Madeira Region
Villa
10.0(178 Reviews)
2 Bedrooms
3 Baths
4 Guests
5382 ft²
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
US $257/Night
7 Nights - US $1,800
House
10.0(60 Reviews)
2 Bedrooms
2 Baths
4 Guests
1614.59 ft²
- Oceanfront
- Fireplace/Heating
Pool
Ocean View
US $220/Night
7 Nights - US $1,540
Apartment
10.0(24 Reviews)
1 Bedroom
1 Bath
4 Guests
Kitchen
Air Conditioner
Internet
Child Friendly
US $142/Night
7 Nights - US $994
Villa
10.0(163 Reviews)
3 Bedrooms
1 Bath
7 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $179/Night
7 Nights - US $1,252
Apartment
10.0(51 Reviews)
4 Bedrooms
2 Baths
8 Guests
1022.57 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $130/Night
7 Nights - US $910
House
10.0(143 Reviews)
4 Bedrooms
4 Baths
8 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $802/Night
7 Nights - US $5,615
House
10.0(143 Reviews)
2 Bedrooms
3 Baths
4 Guests
3229 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $276/Night
7 Nights - US $1,932
Villa
10.0(137 Reviews)
3 Bedrooms
2 Baths
6 Guests
1561 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $171/Night
7 Nights - US $1,196
Madeira Region Luxury Rentals
Condo
2.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Internet
Security/Safety
Unlock the Best Price
Apartment
1 Bedroom
2 Baths
4 Guests
Balcony/Terrace
Parking- Air Conditioner
- Internet
Unlock the Best Price
Apartment
8.9(40 Reviews)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
US $9,765/Night
7 Nights - US $68,353
Apartment
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
US $8,281/Night
7 Nights - US $57,968
US $6,539/Night
7 Nights - US $45,770
Villa
5 Bedrooms
6 Baths
12 Guests
41753.21 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $5,007/Night
7 Nights - US $35,051
House
10.0(2 Reviews)
3 Bedrooms
6 Baths
6 Guests
7212 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,643/Night
7 Nights - US $32,499
Ski Chalet
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
64.58 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Internet
US $3,155/Night
7 Nights - US $22,085
Madeira Region Pet Friendly Vacation Rentals
House
10.0(42 Reviews)
3 Bedrooms
2 Baths
7 Guests
1399 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $117/Night
7 Nights - US $818
Villa
10.0(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1722.23 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,365
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Ocean View
- Balcony/Terrace
View
US $357/Night
7 Nights - US $2,500
House
10.0(42 Reviews)
3 Bedrooms
2 Baths
6 Guests
1292 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $86/Night
7 Nights - US $601
Apartment
10.0(13 Reviews)
1 Bedroom
2 Baths
3 Guests
904.17 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $420/Night
7 Nights - US $2,940
Cottage
10.0(33 Reviews)
1 Bedroom
1 Bath
2 Guests
753 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Pet Friendly
US $203/Night
7 Nights - US $1,424
House
10.0(19 Reviews)
3 Bedrooms
3 Baths
6 Guests
3229 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $392/Night
7 Nights - US $2,747
House
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
1292 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $148/Night
7 Nights - US $1,033
Madeira Region Large Vacation Homes
Villa
10.0(119 Reviews)
3 Bedrooms
3 Baths
6 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $414/Night
7 Nights - US $2,897
Villa
10.0(38 Reviews)
3 Bedrooms
3 Baths
6 Guests
1829.86 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $228/Night
7 Nights - US $1,595
Villa
10.0(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $434/Night
7 Nights - US $3,037
Villa
10.0(118 Reviews)
3 Bedrooms
3 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $164/Night
7 Nights - US $1,148
Villa
10.0(20 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Pool
- Balcony/Terrace
- View
- Parking
US $109/Night
7 Nights - US $763
Villa
10.0(76 Reviews)
3 Bedrooms
4 Baths
7 Guests
1615 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $293/Night
7 Nights - US $2,052
House
10.0(66 Reviews)
4 Bedrooms
1 Bath
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $112/Night
7 Nights - US $786
Villa
10.0(61 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $448/Night
7 Nights - US $3,134
Why Choose Rent By Owner for your Madeira Region Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Madeira Region
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here ensures you can enjoy the region's best weather and outdoor experiences, making your stay in Madeira Region, Portugal, truly memorable and stress-free.
Peak Season Highlights
Summer (June to August)
Experience the warmest weather during this peak season when many travelers seek the region for its sunny days and lively atmosphere. It's an ideal time to enjoy outdoor activities and scenic views.
Average Temperature Daytime: 26°C - Nighttime: 20°C
Spring (March to May)
During spring, the area blooms with vibrant landscapes and pleasant temperatures, making it perfect for exploring nature and enjoying outdoor adventures in this popular travel period.
Average Temperature Daytime: 20°C - Nighttime: 14°C
Off-Season Highlights
Autumn (September to November)
As the crowds thin out, you'll find a peaceful atmosphere in early autumn. This is a great time to explore at a relaxed pace while experiencing mild weather and fewer visitors.
Average Temperature Daytime: 22°C - Nighttime: 17°C
Winter (December to February)
During the cooler months, the region offers a quieter experience with fewer tourists. Enjoy mild winter temperatures perfect for scenic drives and cozy stays in this destination.
Average Temperature Daytime: 18°C - Nighttime: 12°C
Weekly Weather Forecast for Madeira Region
How to Book Your Madeira Region Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Madeira Region
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas with scenic views of the landscape or coast.
- Relax in your own private garden or lush green backyard to unwind after exploring the area.
- Make the most of the region’s abundant sunshine with a spacious patio or terrace.
- Take advantage of outdoor pools for refreshing dips amid picturesque surroundings.
- Utilize barbecue facilities perfect for hosting gatherings under the open sky.
- Admire panoramic views from outdoor seating areas designed for relaxation and entertainment.
- Indulge in scenic hiking opportunities directly accessible from many properties in this destination.
Top Attractions Around Madeira Region
What attractions are nearby?
In this captivating destination, you can enjoy a variety of outdoor activities, cultural excursions, and scenic hikes just moments from your Madeira Region vacation rental, making it easy to explore the natural beauty and vibrant local traditions that define the area.
Family Activities
- Madeira Botanical Garden: Explore the lush plant collections and vibrant flowers that create a colorful experience for families in this beautiful garden overlooking the region.
- Levada Walks: Enjoy family-friendly hikes along the scenic levadas, which offer safe and accessible routes to immerse yourselves in the area's stunning natural landscapes.
- Museum of Madeira: Discover the region’s rich history and culture through engaging exhibits that provide an educational outing for all ages here.
- Seafront Promenades: Take relaxing strolls along the coastal paths, where your family can enjoy fresh ocean air and picturesque views in the nearby area.
Adult Activities
- Hiking along the levadas: Explore the region's famous irrigation channels that offer breathtaking views and a chance to experience Madeira's lush natural beauty firsthand.
- Whale watching tours: Embark on a boat trip from the coast to observe impressive marine life, including whales and dolphins, in the waters surrounding this destination.
- Wine tasting experiences: Sample local Madeira wines at renowned cellars where you can learn about the island’s rich viticulture tradition.
- Exploring historic towns: Visit charming towns and villages filled with colonial architecture, vibrant markets, and cultural landmarks that showcase the area's heritage.
Other Places to Stay in Madeira Region
Madeira Island
Funchal
Calheta
Sao Martinho
Santa Cruz
Northern Madeira
Canico
Santa Maria Maior
Ponta do Sol
Machico
Arco da Calheta
Madeira Region Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local cuisine: Take time to indulge in authentic Madeira flavors at nearby restaurants to truly experience the region’s culinary traditions.
- Utilize public transportation: Make the most of buses and local transit options to easily access popular areas and hidden gems throughout the area.
- Plan outdoor excursions: Embrace the region's natural beauty by scheduling hikes and scenic drives that showcase the area's diverse landscapes.
- Engage with the local culture: Attend regional festivals or visit markets to immerse yourself in the vibrant traditions of this destination.
Transportation Options
- Public Buses: An affordable and convenient way to explore the area, connecting key towns and scenic spots throughout Madeira.
- Taxis and Rideshare Services: Readily available for quick, hassle-free transportation around this destination, especially for reaching more remote or less accessible areas.
- Car Rentals: Ideal for discovering the region at your own pace, offering flexibility to visit hidden gems and enjoy scenic drives along the coast.
- Ferries and Boats: Perfect for exploring offshore islands or enjoying scenic coastal views, adding a unique perspective of this destination’s natural beauty.
Local Customs Options
- Festivals and Religious Celebrations: You’ll find vibrant festivals celebrating local saints, where traditional music, dance, and processions showcase the region’s deep-rooted religious customs.
- Fado Music Tradition: Enjoy the soulful melodies of fado, a cherished musical expression in the area that reflects the community's history and emotional depth.
- Gastronomic Customs: Indulge in the local culinary traditions by tasting regional specialties like espetada and Madeira wine during your stay here.
Discover authentic handmade crafts and fresh produce at traditional markets, embodying the area’s dedication to preserving its cultural heritage.
Madeira Region Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Madeira Region?
There are a lot of options in Madeira Region. If you plan on staying in the Madeira Region area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madeira Region:
- SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort
- Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach
- Casa Félix, Calheta: Villa with unique view! Private Pool!
- House on the island of flowers between sky and sea. EXCEPTIONAL views
- Private and heated swiming pool - Wi-Fi - Cable and Satelite TV - large garden
- Large penthouse 160m2, quiet with sea view, in the tourist area Funchal
- 17°West – Holiday villa (option with heated pool)
- Breathtaking Views Holiday House with Heat and or Air conditioning System
- Ocean front facing luxury apartment in excellent location- Roda Mar
- Boundless sea views, a bay in front of Funchal
2. How many vacation rentals have private pools in Madeira Region?
There are 1114 vacation rentals with private pools near Madeira Region. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Madeira Region are best for families?
If you are looking for a family-friendly vacation home in Madeira Region, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madeira Region:
4. How many Rentbyowner vacation rentals are available in Madeira Region?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 12025 in the Madeira Region area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Madeira Region.
5. What is the cancellation policy for vacation rentals in Madeira Region?
Cancellation policies vary depending on the property listing. To ensure your plans are flexible, review the specific terms outlined in the booking details or contact the property owner directly.
6. Are there minimum stay requirements for booking a vacation rental in Madeira?
Minimum stay durations can differ between listings. Details about any required minimum nights are included in each property's description, so be sure to check this information before completing your reservation.
7. How do I know if a vacation rental in the area is suitable for my needs?
Each listing provides detailed descriptions and amenities. You can also reach out to the property owner with questions to confirm that the accommodation meets your preferences and requirements.
8. What should I know about check-in and check-out times when staying here?
Check-in and check-out times are specified in each property’s listing. If you have special timing requests, it’s best to communicate directly with the property owner beforehand.
9. Is there a process for securing a booking in Madeira and what payment methods are accepted?
Booking procedures and accepted payment methods are detailed within each listing. It’s recommended to review these details and contact the owner if you need further clarification to ensure a smooth reservation process.
Madeira Region Top Rated Vacation Rentals
House
10.0(97 Reviews)
4 Bedrooms
3 Baths
6 Guests
2476 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $197/Night
7 Nights - US $1,378
Apartment
10.0(87 Reviews)
1 Bedroom
1 Bath
2 Guests
775 ft²
- Private Pool
- Oceanfront
Spa- Fireplace/Heating
US $162/Night
7 Nights - US $1,134
Apartment
10.0(80 Reviews)
3 Bedrooms
2 Baths
6 Guests
1830 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $327/Night
7 Nights - US $2,290
House
10.0(65 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $214/Night
7 Nights - US $1,498
Apartment
10.0(55 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $228/Night
7 Nights - US $1,595
Villa
10.0(52 Reviews)
4 Bedrooms
3 Baths
8 Guests
3767 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $316/Night
7 Nights - US $2,209
Villa
10.0(49 Reviews)
7 Bedrooms
6 Baths
16 Guests
4844 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $561/Night
7 Nights - US $3,928
Villa
10.0(47 Reviews)
3 Bedrooms
4 Baths
6 Guests
6458 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $698/Night
7 Nights - US $4,883
