72+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Mississippi
  3. Biloxi
  4. Diamondhead

Diamondhead pickleball Stays, Resort Rentals, & Homes

About Diamondhead Vacation Rentals

Discover over 72 amazing vacation rental options in Diamondhead 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 Diamondhead.

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 1039.07 ft², with prices averaging US $183 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 Diamondhead.

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Top Pickleball-Ready Accommodation Types in Diamondhead

Type Count
Vacation Homes 32
Holiday Apartments 10

Use these Quick Filters to Find a Vacation Rental in Diamondhead

★ 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 Diamondhead with PickleTrip™.

Weather in Diamondhead, MS

View the weather forecast for Diamondhead before booking your Diamondhead 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 Diamondhead, MS

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


Diamondhead Country Club
Gulfport Beach
Island View Casino
Hollywood Casino
Silver Slipper Casino
Gulf Islands Waterpark
Port of Gulfport
De Soto National Forest
NASA Stennis Space Center
Gulfport Premium Outlets
Honey Island Swamp
Gulfport SportsPlex
Memorial Hospital at Gulfport
Gulfport Dragway
Gulfport Recreation Center
Buccaneer State Park
University of Southern Mississippi-Gulf Coast
Bay Saint Louis Municipal Harbor
Busted Wrench Garage Museum
Bert Jones Yacht Harbor

Other Places to Stay in Diamondhead, MS


Diamondhead Country Club 71 Properties

Frequently Asked Questions About Diamondhead?

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

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

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

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

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

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 72 properties listed in Diamondhead 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 72 Diamondhead, MS Vacation Rentals

Recently Booked Vacation Rentals in Diamondhead