231+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Wesley Chapel pickleball Stays, Resort Rentals, & Homes

About Wesley Chapel Vacation Rentals

Discover over 231 amazing vacation rental options in Wesley Chapel 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 Wesley Chapel.

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 737.22 ft², with prices averaging US $255 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 Wesley Chapel.

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Top Pickleball-Ready Accommodation Types in Wesley Chapel

Type Count
Vacation Homes 111
Holiday Apartments 18
Villas 14
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Wesley Chapel

★ 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 Wesley Chapel with PickleTrip™.

Weather in Wesley Chapel, FL

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

December - February
High 75°F       Low 53°F
March - May
High 86°F       Low 55°F
June - August
High 91°F       Low 71°F
September - November
High 89°F       Low 59°F

Top Attractions Around Wesley Chapel, FL

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


Saddlebrook Golf Course
Florida Hospital Wesley Chapel
Wesley Chapel District Park
Advent Health Center Ice
Shops at Wiregrass
Florida Exotic Bird Sanctuary
Lexington Oaks Golf Club
Harry Hopman/Saddlebrook International Tennis
Busch Gardens Tampa Bay
Port of Tampa
Tampa Riverwalk
University of South Florida
Seminole Hard Rock Casino Tampa
Tampa Convention Center
Raymond James Stadium
Florida Aquarium
Amalie Arena
Lowry Park Zoo
Adventure Island
University of Tampa

Other Places to Stay in Wesley Chapel, FL


Saddlebrook Village West 254 Properties
Florida Hospital Wesley Chapel 245 Properties
Saddlebrook 242 Properties
Seven Oaks 242 Properties
Saddlebrook Golf Course 241 Properties
Fairway Village 237 Properties
Harry Hopman/Saddlebrook International Tennis 232 Properties
Wesley Chapel District Park 225 Properties
Wesley Chapel South 185 Properties
Shops at Wiregrass 172 Properties
Lexington Oaks Golf Club 143 Properties
Meadow Pointe 46 Properties

Frequently Asked Questions About Wesley Chapel?

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

How many pickleball-ready properties have private pools in Wesley Chapel?

Discover 15 accommodations with private or nearby pickleball courts in Wesley Chapel. Some of the best destinations to stay and play pickleball are:

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

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

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 231 properties listed in Wesley Chapel 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 (9) 
Neighborhood Property Count
Saddlebrook Vacation Rentals in Tampa, Florida 242
Meadow Pointe Vacation Rentals in Tampa, Florida 46
Fairway Village Vacation Rentals in Tampa, Florida 237
County Line Coalition Vacation Rentals in Tampa, Florida 83
Grand Oaks Vacation Rentals in Tampa, Florida 84
Saddlebrook Village West Vacation Rentals in Tampa, Florida 254
Lake Bernadette Vacation Rentals in Tampa, Florida 74
Seven Oaks Vacation Rentals in Tampa, Florida 242
Lexington Oaks Vacation Rentals in Tampa, Florida 97

People Also Ask

There are 231 Wesley Chapel, FL Vacation Rentals

Recently Booked Vacation Rentals in Wesley Chapel