167+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Plantation Key

Plantation Key pickleball Stays, Resort Rentals, & Homes

About Plantation Key Vacation Rentals

Discover over 167 amazing vacation rental options in Plantation 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 Plantation 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 1025.5 ft², with prices averaging US $504 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 Plantation Key.

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Top Pickleball-Ready Accommodation Types in Plantation Key

Type Count
Vacation Homes 142
Holiday Apartments 7
Villas 3
Cottages 1

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

Weather in Plantation Key, FL

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

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


Founders Park
Florida Keys Dive Center
Florida Keys Flats Fishing
Islamorada County Park
Kiki's Spa
PADDLE! the Florida Keys
John Pennekamp Coral Reef State Park
Jimmy Johnson's Big Chill
Theater of the Sea
Key Largo Undersea Park
Dolphins Plus Bayside
Florida Keys Visitor Center
Dolphin Cove
Bud n' Mary's Dive Center
Anne's Beach
Caribbean Club Bar
Dolphins Plus
Key Largo Hammocks State Botanical Site
Harry Harris Park
Bluefin Rock Harbor Marina

Other Places to Stay in Plantation Key, FL


Florida Keys Dive Center 944 Properties
Sunshine Estates 942 Properties
Florida Keys Flats Fishing 930 Properties
PADDLE! the Florida Keys 929 Properties
Plantation Tropical Park 927 Properties
Seabreeze Trailer Park 740 Properties
Plantation by the Sea 688 Properties
Islamorada County Park 650 Properties
Founders Park 650 Properties
Plantation Lake Estates 647 Properties
Venetian Shores 46 Properties
Indian Waterways 25 Properties

Frequently Asked Questions About Plantation Key?

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

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

Discover 38 accommodations with private or nearby pickleball courts in Plantation Key. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Plantation 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 Plantation 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 167 properties listed in Plantation 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.

Nearby Neighborhood (7) 
Neighborhood Property Count
Venetian Shores Vacation Rentals in Florida 46
Indian Waterways Vacation Rentals in Florida 25
Sunshine Estates Vacation Rentals in Florida 942
Plantation Tropical Park Vacation Rentals in Florida 927
Plantation by the Sea Vacation Rentals in Florida 688
Seabreeze Trailer Park Vacation Rentals in Florida 740
Plantation Lake Estates Vacation Rentals in Florida 647

People Also Ask

There are 167 Plantation Key, FL Vacation Rentals

Recently Booked Vacation Rentals in Plantation Key