550+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Casey Key

Casey Key pickleball Stays, Resort Rentals, & Homes

About Casey Key Vacation Rentals

Discover over 550 amazing vacation rental options in Casey Key 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 Casey Key.

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 850.94 ft², with prices averaging US $307 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 Casey Key.

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Top Pickleball-Ready Accommodation Types in Casey Key

Type Count
Vacation Homes 366
Holiday Apartments 54
Villas 23
Cottages 15

Use these Quick Filters to Find a Vacation Rental in Casey Key

★ 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 Casey Key with PickleTrip™.

Weather in Casey Key, FL

View the weather forecast for Casey Key before booking your Casey Key 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 Casey Key, FL

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


Nokomis Beach
North Jetty Beach
Lido Beach
Venice Beach
Siesta Key Beach
St. Armands Circle
Englewood Beach
Turtle Beach
IMG Academy
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
John and Mable Ringling Museum of Art
Manasota Beach
Crescent Beach
Caspersen Beach
Siesta Key Marina
Myakka River State Park
Sarasota Opera House
Mall at University Town Center

Other Places to Stay in Casey Key, FL


North Jetty Beach 951 Properties
Nokomis Beach 608 Properties

Frequently Asked Questions About Casey Key?

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

How many pickleball-ready properties have private pools in Casey Key?

Discover 106 accommodations with private or nearby pickleball courts in Casey Key. Some of the best destinations to stay and play pickleball are:

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

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

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 550 properties listed in Casey Key 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.


People Also Ask

There are 550 Casey Key, FL Vacation Rentals

Recently Booked Vacation Rentals in Casey Key