1233+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Florida
  3. Palm Beach - West Palm Beach
  4. Delray Beach

Delray Beach pickleball Stays, Resort Rentals, & Homes

About Delray Beach Vacation Rentals

Discover over 1233 amazing vacation rental options in Delray Beach 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 Delray Beach.

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 823.24 ft², with prices averaging US $494 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 Delray Beach.

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Top Pickleball-Ready Accommodation Types in Delray Beach

Type Count
Vacation Homes 755
Holiday Apartments 244
Cottages 51
Villas 43

Use these Quick Filters to Find a Vacation Rental in Delray Beach

★ 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 Delray Beach with PickleTrip™.

Weather in Delray Beach, FL

View the weather forecast for Delray Beach before booking your Delray Beach 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 Delray Beach, FL

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


Atlantic Avenue
Morikami Museum and Japanese Gardens
Delray Beach Tennis Center
Villa Del Ray Golf Club
Wakodahatchee Wetlands
Atlantic Dunes Park
Putt'n Around
Morikami Gardens
Delray Marketplace
Arts Garage
Delray Mall
Veterans Park
Anchor Park
Delray Square
Diamond Head Park
Morakami Park
Florida Camping Adventures
Morikami Museum & Japanese Gardens
Old School Square Cultural Arts Center
Cypress Creek Golf Course

Other Places to Stay in Delray Beach, FL


Gulf Stream 1,168 Properties
Highland Park Delray 1,142 Properties
Del-Ida Park Historic District 1,122 Properties
Kenmont 1,098 Properties
La Hacienda 1,094 Properties
Marina District 1,081 Properties
Osceola Park 1,005 Properties
Tropic Isle 881 Properties
Tropic Palms 57 Properties
Lake Ida Shores 45 Properties
Totterdale 45 Properties
Pineapple Grove Arts District 37 Properties

Frequently Asked Questions About Delray Beach?

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

How many pickleball-ready properties have private pools in Delray Beach?

Discover 313 accommodations with private or nearby pickleball courts in Delray Beach. Some of the best destinations to stay and play pickleball are:

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

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

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 1233 properties listed in Delray Beach 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 (16) 
Neighborhood Property Count
Tropic Palms Vacation Rentals in Delray Beach, Florida 57
Lake Ida Shores Vacation Rentals in Delray Beach, Florida 45
Totterdale Vacation Rentals in Delray Beach, Florida 45
Pineapple Grove Arts District Vacation Rentals in Delray Beach, Florida 37
Del-Ida Park Historic District Vacation Rentals in Delray Beach, Florida 1122
Tropic Isle Vacation Rentals in Delray Beach, Florida 881
Marina District Vacation Rentals in Delray Beach, Florida 1081
La Hacienda Vacation Rentals in Delray Beach, Florida 1094
Highland Park Delray Vacation Rentals in Delray Beach, Florida 1142
Osceola Park Vacation Rentals in Delray Beach, Florida 1005
Kenmont Vacation Rentals in Delray Beach, Florida 1098
Delray Beach Shores Vacation Rentals in Delray Beach, Florida 972
Polo Trace Vacation Rentals in Delray Beach, Florida 80
Bexley Park Vacation Rentals in Delray Beach, Florida 491
Villages of Oriole Vacation Rentals in Delray Beach, Florida 105
Coral Trace Vacation Rentals in Delray Beach, Florida 1121

People Also Ask

There are 1233 Delray Beach, FL Vacation Rentals

Recently Booked Vacation Rentals in Delray Beach