556+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Florida
  3. Fort Lauderdale
  4. Downtown Hollywood

Downtown Hollywood pickleball Stays, Resort Rentals, & Homes

About Downtown Hollywood Vacation Rentals

Discover over 556 amazing vacation rental options in Downtown Hollywood 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 Downtown Hollywood.

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 1077.86 ft², with prices averaging US $540 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 Downtown Hollywood.

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Top Pickleball-Ready Accommodation Types in Downtown Hollywood

Type Count
Vacation Homes 253
Holiday Apartments 190
Villas 81
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Downtown Hollywood

★ 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 Downtown Hollywood with PickleTrip™.

Weather in Downtown Hollywood, FL

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Downtown Hollywood, FL


Hollywood Beach Golf Resort 8,797 Properties
The ArtsPark at Young Circle 8,639 Properties
Kindred Hospital - South Florida - Hollywood 8,608 Properties
Art and Culture Center of Hollywood 8,573 Properties
South Lake 144 Properties

Frequently Asked Questions About Downtown Hollywood?

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

How many pickleball-ready properties have private pools in Downtown Hollywood?

Discover 109 accommodations with private or nearby pickleball courts in Downtown Hollywood. Some of the best destinations to stay and play pickleball are:

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

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

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 556 properties listed in Downtown Hollywood 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.

Nearby Neighborhood (7) 
Neighborhood Property Count
Hollywood Lakes Vacation Rentals in Fort Lauderdale, Florida 442
South Lake Vacation Rentals in Fort Lauderdale, Florida 144
Royal Poinciana Vacation Rentals in Fort Lauderdale, Florida 122
Little Ranches Vacation Rentals in Fort Lauderdale, Florida 91
North Central Hollywood Vacation Rentals in Fort Lauderdale, Florida 91
Highland Garden Vacation Rentals in Fort Lauderdale, Florida 73
Parkside Vacation Rentals in Fort Lauderdale, Florida 50

People Also Ask

There are 556 Downtown Hollywood, FL Vacation Rentals

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