145+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Florida
  3. Port Richey
  4. Timber Pines

Timber Pines pickleball Stays, Resort Rentals, & Homes

About Timber Pines Vacation Rentals

Discover over 145 amazing vacation rental options in Timber Pines 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 Timber Pines.

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 686.44 ft², with prices averaging US $196 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 Timber Pines.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Timber Pines

Type Count
Vacation Homes 125
Holiday Apartments 13

Use these Quick Filters to Find a Vacation Rental in Timber Pines

★ 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 Timber Pines with PickleTrip™.

Weather in Timber Pines, FL

View the weather forecast for Timber Pines before booking your Timber Pines 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 Timber Pines, FL

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


Weeki Wachee Springs
Hudson Beach
Green Key Beach
Pine Island Beach Park
World Woods Golf Club
SunCruz Port Richey Casino
Bayport Park Boat Ramp
Werner Boyce Salt Springs State Park
Robert K Rees Memorial Park
James E. Grey Preserve
Brooksville Country Club
Jay B. Starkey Wilderness Park
Florida Estates Winery
Weeki Wachee River
Colorama Music
Show Palace Dinner Theater
Miss Virginia Deep Sea Fishing
Summertree Golf Course
Richey Suncoast Theater
Withlacoochee State Forest

Frequently Asked Questions About Timber Pines?

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

How many pickleball-ready properties have private pools in Timber Pines?

Discover 23 accommodations with private or nearby pickleball courts in Timber Pines. Some of the best destinations to stay and play pickleball are:

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

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

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 145 properties listed in Timber Pines 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 (1) 
Neighborhood Property Count
Forest Oaks Vacation Rentals in Port Richey, Florida 158

People Also Ask

There are 145 Timber Pines, FL Vacation Rentals

Recently Booked Vacation Rentals in Timber Pines