481+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Chiefland
  4. Rosewood

Rosewood pickleball Stays, Resort Rentals, & Homes

About Rosewood Vacation Rentals

Discover over 481 amazing vacation rental options in Rosewood 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 Rosewood.

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 720.53 ft², with prices averaging US $248 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 Rosewood.

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Top Pickleball-Ready Accommodation Types in Rosewood

Type Count
Vacation Homes 198
Holiday Apartments 67
Cottages 15
Villas 4

Use these Quick Filters to Find a Vacation Rental in Rosewood

★ 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 Rosewood with PickleTrip™.

Weather in Rosewood, FL

View the weather forecast for Rosewood before booking your Rosewood Vacation Rentals to confirm your best time to go.

December - February
High 77°F       Low 47°F
March - May
High 90°F       Low 49°F
June - August
High 91°F       Low 70°F
September - November
High 89°F       Low 53°F

Top Attractions Around Rosewood, FL

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


Manatee Springs State Park
Cedar Key Pier
Waccasassa Bay Preserve State Park
Lower Suwannee National Wildlife Refuge
Cedar Keys National Wildlife Refuge
Suwannee River
Cedar Key Museum State Park
Cedar Key Chamber of Commerce
Saltwater Assassin Fishing Charters
City Beach
Southern Cross Sea Farms
Shell Mound Park
Waccasassa Bay Preserve State Park
Seahorse Key
Chiefland Farmers Flea Market
Waccasassa River
Eddie Buie Park
Cedar Key Historical Society Museum
Cedar Key Scrub State Reserve
Anderson's Landing

Frequently Asked Questions About Rosewood?

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

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

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

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

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

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 481 properties listed in Rosewood 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 481 Rosewood, FL Vacation Rentals

Recently Booked Vacation Rentals in Rosewood