89+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Long Key

Long Key pickleball Stays, Resort Rentals, & Homes

About Long Key Vacation Rentals

Discover over 89 amazing vacation rental options in Long 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 Long 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 890.78 ft², with prices averaging US $439 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 Long Key.

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Top Pickleball-Ready Accommodation Types in Long Key

Type Count
Vacation Homes 46
Holiday Apartments 8
Cottages 4

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

Weather in Long Key, FL

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

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


Fiesta Key
Sombrero Beach
Dolphin Research Center
Theater of the Sea
Bud n' Mary's Dive Center
Founders Park
Anne's Beach
The Turtle Hospital
Vaca Key
Florida Keys Country Club
Curry Hammock State Park
Sunset Park Beach
Islamorada County Park
Coco Plum Beach
Captain Hooks Marina and Dive Center
Hurricane Monument
Island Hoppers Aerial Adventures
Windley Key Fossil Reef Geological State Park
Kiki's Spa
Marathon Garden Club

Other Places to Stay in Long Key, FL


Long Key State Park 44 Properties
Layton 41 Properties
Fiesta Key 34 Properties

Frequently Asked Questions About Long Key?

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

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

Discover 2 accommodations with private or nearby pickleball courts in Long Key. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Long 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 Long 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 89 properties listed in Long 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 89 Long Key, FL Vacation Rentals

Recently Booked Vacation Rentals in Long Key