907+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Florida
  3. Fort Myers
  4. Captiva

Captiva pickleball Stays, Resort Rentals, & Homes

About Captiva Vacation Rentals

Discover over 907 amazing vacation rental options in Captiva 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 Captiva.

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 921.62 ft², with prices averaging US $850 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 Captiva.

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Top Pickleball-Ready Accommodation Types in Captiva

Type Count
Vacation Homes 576
Holiday Apartments 77
Cottages 39
Villas 13

Use these Quick Filters to Find a Vacation Rental in Captiva

★ 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 Captiva with PickleTrip™.

Weather in Captiva, FL

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

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


Captiva Beach
Turner Beach
Useppa Island
North Captiva Island Beach
Captiva Chapel By the Sea
Jensen’s Marina
Cabbage Key
Cayo Costa Beaches
McCarthy's Marina
Alison Hagerup Beach Park
Jungle Drums
Barbara Sumwalt Useppa Island Historical Museum
Barbara Sumwalt Museum
Englewood Beach
Sanibel Island Southern Beach
Times Square
Fishing Pier Fort Myers Beach
Fishermen's Village
Bowman's Beach
Boca Grande Beach

Other Places to Stay in Captiva, FL


Turner Beach 622 Properties
Jensen’s Marina 614 Properties
McCarthy's Marina 608 Properties
Jungle Drums 608 Properties
Captiva Chapel By the Sea 608 Properties
Captiva Beach 604 Properties
Captiva Island 594 Properties
Alison Hagerup Beach Park 538 Properties
Gulf Shores 532 Properties
North Captiva 224 Properties
Safety Harbor Club 180 Properties
Jose's Hideaway 44 Properties

Frequently Asked Questions About Captiva?

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

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

Discover 286 accommodations with private or nearby pickleball courts in Captiva. Some of the best destinations to stay and play pickleball are:

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

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

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 907 properties listed in Captiva 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 (3) 
Neighborhood Property Count
Safety Harbor Club Vacation Rentals in Fort Myers, Florida 180
Jose's Hideaway Vacation Rentals in Fort Myers, Florida 44
Gulf Shores Vacation Rentals in Fort Myers, Florida 532

People Also Ask

There are 907 Captiva, FL Vacation Rentals

Recently Booked Vacation Rentals in Captiva