7073+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Florida
  3. Fort Lauderdale
  4. Hollywood

Hollywood pickleball Stays, Resort Rentals, & Homes

About Hollywood Vacation Rentals

Discover over 7073 amazing vacation rental options in 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 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 797.66 ft², with prices averaging US $479 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 Hollywood.

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Top Pickleball-Ready Accommodation Types in Hollywood

Type Count
Holiday Apartments 3361
Vacation Homes 1976
Villas 287
Cottages 19

Use these Quick Filters to Find a Vacation Rental in 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 Hollywood with PickleTrip™.

Weather in Hollywood, FL

View the weather forecast for Hollywood before booking your 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

Top Attractions Around Hollywood, FL

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


Hollywood Beach
Seminole Hard Rock Casino Hollywood
Hollywood North Beach Park
Hollywood Beach Golf Resort
K1 Speed
North Broadwalk
Anne Kolb Nature Center
Young Israel of Hollywood Beach Synagogue
Dog Beach
Art and Culture Center of Hollywood
Hollywood Beach Theatre
Topeekeegee Yugnee Park
Guinness World Record Museum
Club at Emerald Hills
Mc Tyre Park
C By Me
The ArtsPark at Young Circle
Ripley's Believe It Or Not Museum
Orangebrook Golf and Country Club
Seminole Okalee Indian Village

Other Places to Stay in Hollywood, FL


Hollywood South Central Beach 1,719 Properties
Hollywood Hills 1,113 Properties
Downtown Hollywood 446 Properties
Hollywood Lakes 346 Properties
North Beach 139 Properties
South Lake 130 Properties
Royal Poinciana 93 Properties
North Central Hollywood 79 Properties
Little Ranches 79 Properties
Highland Garden 71 Properties
Parkside 54 Properties
Driftwood 54 Properties

Frequently Asked Questions About Hollywood?

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

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

Discover 934 accommodations with private or nearby pickleball courts in Hollywood. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in 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 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 7073 properties listed in Hollywood in 2026, 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 (16) 
Neighborhood Property Count
Hollywood South Central Beach Vacation Rentals in Fort Lauderdale, Florida 1719
Hollywood Hills Vacation Rentals in Fort Lauderdale, Florida 1113
Downtown Hollywood Vacation Rentals in Fort Lauderdale, Florida 446
Hollywood Lakes Vacation Rentals in Fort Lauderdale, Florida 346
Royal Poinciana Vacation Rentals in Fort Lauderdale, Florida 93
North Central Hollywood Vacation Rentals in Fort Lauderdale, Florida 79
Highland Garden Vacation Rentals in Fort Lauderdale, Florida 71
Parkside Vacation Rentals in Fort Lauderdale, Florida 54
Driftwood Vacation Rentals in Fort Lauderdale, Florida 54
West Hollywood Vacation Rentals in Fort Lauderdale, Florida 28
Boulevard Heights Vacation Rentals in Fort Lauderdale, Florida 28
West Park Vacation Rentals in Fort Lauderdale, Florida 26
Park East Vacation Rentals in Fort Lauderdale, Florida 24
Emerald Hills Vacation Rentals in Fort Lauderdale, Florida 1841
Hillcrest Vacation Rentals in Fort Lauderdale, Florida 2339
Playland Estates Vacation Rentals in Fort Lauderdale, Florida 1298

People Also Ask

There are 7073 Hollywood, FL Vacation Rentals

Recently Booked Vacation Rentals in Hollywood