10278+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Portugal
  2. Madeira Region

Madeira Region pickleball Stays, Resort Rentals, & Homes

About Madeira Region Vacation Rentals

Discover over 10278 amazing vacation rental options in Madeira Region with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Madeira Region.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1113.68 ft², with prices averaging US $254 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Madeira Region.

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Top Pickleball-Ready Accommodation Types in Madeira Region

Type Count
Holiday Apartments 5105
Vacation Homes 3292
Villas 1153
Cottages 142

Use these Quick Filters to Find a Vacation Rental in Madeira Region

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Madeira Region with PickleTrip™.

Weather in Madeira Region, PT

View the weather forecast for Madeira Region before booking your Madeira Region Vacation Rentals to confirm your best time to go.

December - February
High 70°F       Low 58°F
March - May
High 73°F       Low 58°F
June - August
High 80°F       Low 67°F
September - November
High 80°F       Low 65°F

Top Attractions Around Madeira Region, PT

PickleTrip offers a large selection of top attractions around Madeira Region . Research things to do on your vacation before you visit Madeira Region.


Madeira Botanical Garden
Complexo Balnear do Lido
Porto Moniz Natural Pools
CR7 Museum
Santa Cruz Beach
Funchal Marina
Ponta Do Sol Beach
Santana
Formosa Beach
Monte Palace Gardens
Madeira Stadium
Madeira Congress Center
Porto Santo Beach
Town Square
Reis Magos Beach
Funchal Farmers Market
Madeira Casino
Funchal Tourist Office
Palheiro Gardens
Se Cathedral
Paul do Mar Beach
Funchal-Monte Teleferico
Santo da Serra Golf Club
Santa Catarina Park
Pico do Ariero
Cabo Girao
Palheiro Golf Club
Funchal Cable Car - Monte Station
Fanal Protected Area
Caves of Sao Vicente and Volcanism Center

Other Places to Stay in Madeira Region, PT


Madeira Island 8,975 Properties
Funchal 4,060 Properties
Calheta 1,525 Properties
Sao Martinho 1,452 Properties
Santa Cruz 1,024 Properties
Northern Madeira 947 Properties
Se 799 Properties
Canico 681 Properties
Santa Maria Maior 526 Properties
Ponta do Sol 490 Properties
Machico 416 Properties
Arco da Calheta 415 Properties

Frequently Asked Questions About Madeira Region?

What are the top vacation rentals, resorts, and hotels in Madeira Region with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Madeira Region. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Madeira Region!

How many pickleball-ready properties have private pools in Madeira Region?

Discover 1074 accommodations with private or nearby pickleball courts in Madeira Region. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Madeira Region is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Madeira Region? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Madeira Region?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 10278 properties listed in Madeira Region in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 10278 Madeira Region, PT Vacation Rentals

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