62+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Florida
  3. Tampa
  4. Keystone

Keystone pickleball Stays, Resort Rentals, & Homes

About Keystone Vacation Rentals

Discover over 62 amazing vacation rental options in Keystone 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 Keystone.

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 1595.62 ft², with prices averaging US $344 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 Keystone.

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Top Pickleball-Ready Accommodation Types in Keystone

Type Count
Vacation Homes 43
Cottages 6
Holiday Apartments 5
Villas 2

Use these Quick Filters to Find a Vacation Rental in Keystone

★ 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 Keystone with PickleTrip™.

Weather in Keystone, FL

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

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


TPC of Tampa Bay
Tournament Players Club Tampa Bay
Silver Dollar Golf Club
Lake Rogers Park
Brooker Creek Headwaters Nature Preserve
Crescent Lake
Keystone Lake
The Eagles Golf Club
Health Point Med Group - Hampton Lakes
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
Clearwater Marine Aquarium
Lowry Park Zoo

Other Places to Stay in Keystone, FL


Lake Rogers Park 96 Properties
Health Point Med Group - Hampton Lakes 88 Properties
Cheval West 57 Properties
Brooker Creek Headwaters Nature Preserve 54 Properties
Tournament Players Club Tampa Bay 46 Properties
TPC of Tampa Bay 45 Properties
Lake Keystone 44 Properties
Keystone Lake 44 Properties
Odessa 44 Properties
Crescent Lake 42 Properties
Lake Fern 40 Properties
Silver Dollar Golf Club 37 Properties

Frequently Asked Questions About Keystone?

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

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

Discover 1 accommodations with private or nearby pickleball courts in Keystone. Some of the best destinations to stay and play pickleball are:

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

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

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 62 properties listed in Keystone 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
Lake Keystone Vacation Rentals in Tampa, Florida 44
Cheval West Vacation Rentals in Tampa, Florida 57
Ridgeland Vacation Rentals in Tampa, Florida 44

People Also Ask

There are 62 Keystone, FL Vacation Rentals

Recently Booked Vacation Rentals in Keystone