188+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Douglas pickleball Stays, Resort Rentals, & Homes

About Douglas Vacation Rentals

Discover over 188 amazing vacation rental options in Douglas 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 Douglas.

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 1021.09 ft², with prices averaging $403 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 Douglas.

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Top Pickleball-Ready Accommodation Types in Douglas

Type Count
Holiday Apartments 76
Villas 51
Vacation Homes 41

Use these Quick Filters to Find a Vacation Rental in Douglas

★ 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 Douglas with PickleTrip™.

Top Attractions Around Douglas, BB

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


Heywoods Beach
St. Peter Parish Church
Speightstown Esplanade
Dover Beach
Crane Beach
Rockley Beach
Silver Sands Beach
Sandy Lane Beach
Mullins Beach
U.S. Embassy
Carlisle Bay
Paradise Beach
Miami Beach
Worthing Beach
Brownes Beach
Paynes Bay Beach
Bottom Bay Beach
Brighton Beach
Turtle Beach
Bathsheba Beach

Other Places to Stay in Douglas, BB


St. Peter Parish Church 1,999 Properties
Speightstown Esplanade 1,998 Properties
Heywoods Beach 1,494 Properties
Speightstown 466 Properties
Saint Peter Parish 126 Properties

Frequently Asked Questions About Douglas?

What are the top vacation rentals, resorts, and hotels in Douglas 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 Douglas. 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 Douglas!

How many pickleball-ready properties have private pools in Douglas?

Discover 9 accommodations with private or nearby pickleball courts in Douglas. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in ? 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 Douglas?

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 188 properties listed in Douglas 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 188 Douglas, BB Vacation Rentals

Recently Booked Vacation Rentals in Douglas