1315+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Florida
  3. Palm Beach - West Palm Beach
  4. Gulf Stream

Gulf Stream pickleball Stays, Resort Rentals, & Homes

About Gulf Stream Vacation Rentals

Discover over 1315 amazing vacation rental options in Gulf Stream 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 Gulf Stream.

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 798.31 ft², with prices averaging US $461 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 Gulf Stream.

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Top Pickleball-Ready Accommodation Types in Gulf Stream

Type Count
Vacation Homes 788
Holiday Apartments 243
Cottages 55
Villas 41

Use these Quick Filters to Find a Vacation Rental in Gulf Stream

★ 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 Gulf Stream with PickleTrip™.

Weather in Gulf Stream, FL

View the weather forecast for Gulf Stream before booking your Gulf Stream 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 Gulf Stream, FL

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


Rosemary Square
Mar-a-Lago
Deerfield Beach Pier
Port of Palm Beach
Seminole Casino Coconut Creek
Florida Atlantic University
Palm Beach County Convention Center
Lake Worth Beach
Atlantic Avenue
Mizner Park
Clematis Street
Town Center at Boca Raton
Butterfly World
Worth Avenue
Kravis Center For The Performing Arts
Mall at Wellington Green
Palm Beach Zoo & Conservation Society
Lynn University
Morikami Museum and Japanese Gardens
Festival Flea Market

Frequently Asked Questions About Gulf Stream?

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

How many pickleball-ready properties have private pools in Gulf Stream?

Discover 305 accommodations with private or nearby pickleball courts in Gulf Stream. Some of the best destinations to stay and play pickleball are:

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

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

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 1315 properties listed in Gulf Stream 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.


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There are 1315 Gulf Stream, FL Vacation Rentals

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