73457+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Orlando

Orlando pickleball Stays, Resort Rentals, & Homes

About Orlando Vacation Rentals

Discover over 73457 amazing vacation rental options in Orlando 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 Orlando.

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 1657.78 ft², with prices averaging US $387 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 Orlando.

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Top Pickleball-Ready Accommodation Types in Orlando

Type Count
Vacation Homes 45319
Villas 11419
Holiday Apartments 6413
Cottages 531

Use these Quick Filters to Find a Vacation Rental in Orlando

★ 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 Orlando with PickleTrip™.

Weather in Orlando, FL

View the weather forecast for Orlando before booking your Orlando 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 Orlando, FL

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


Walt Disney World
Walt Disney World area
SeaWorld Orlando
Universal Orlando Resort
Universal Studios Florida
Disney Springs
Magic Kingdom Park
Orange County Convention Center
Disney's Animal Kingdom Theme Park
Epcot
Florida Mall
Orlando International Premium Outlets
Discovery Cove
Amway Center
Disney's Hollywood Studios
Camping World Stadium
Holy Land Experience
Walt Disney World Resort
The Wizarding World of Harry Potter
University of Central Florida

Other Places to Stay in Orlando, FL


Osceola County 28,021 Properties
Kissimmee 27,920 Properties
Disney's Maingate West 19,886 Properties
Four Corners 18,984 Properties
West Kissimmee 16,792 Properties
Davenport 10,774 Properties
Historic Downtown Kissimmee 8,135 Properties
Orange County 4,099 Properties
Loughman 2,708 Properties
Reunion 2,210 Properties
Grand Reserve 2,205 Properties
Windsor Hills 1,564 Properties

Frequently Asked Questions About Orlando?

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

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

Discover 33991 accommodations with private or nearby pickleball courts in Orlando. Some of the best destinations to stay and play pickleball are:

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

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

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 73457 properties listed in Orlando 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
West Kissimmee Vacation Rentals in Orlando, Florida 16792
Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida 8135
Windsor Hills Vacation Rentals in Orlando, Florida 1564
Bay Lake Vacation Rentals in Orlando, Florida 997
Southwest Orlando Vacation Rentals in Orlando, Florida 965
Downtown Orlando Vacation Rentals in Orlando, Florida 525
Highlands Reserve Vacation Rentals in Orlando, Florida 400
Regal Palms Vacation Rentals in Orlando, Florida 358
Williamsburg Vacation Rentals in Orlando, Florida 192
Southeast Orlando Vacation Rentals in Orlando, Florida 189
Orange Lake Vacation Rentals in Orlando, Florida 117
College Park Vacation Rentals in Orlando, Florida 44
Pine Hills Vacation Rentals in Orlando, Florida 27
Sunrise Lakes Vacation Rentals in Orlando, Florida 25
Goldenrod Vacation Rentals in Orlando, Florida 168
Union Park Vacation Rentals in Orlando, Florida 267

People Also Ask

There are 73457 Orlando, FL Vacation Rentals

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