Delray Beach pickleball Stays, Resort Rentals, & Homes
About Delray Beach Vacation Rentals
Discover over 1343 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 811.76 ft², with prices averaging US $443 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.
Top Pickleball-Ready Accommodation Types in Delray Beach
| Type | Count |
|---|---|
| Vacation Homes | 844 |
| Holiday Apartments | 256 |
| Cottages | 52 |
| Villas | 45 |
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.
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.
Other Places to Stay in Delray Beach, FL
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!
- GREAT LOCATION! Clean, cozy, and comfortable! Walk downtown and to beach!
- Walk to Beaches & the Ave- Large 1BR Villa w/Saltwater Pool. DISC. Apr-Nov
- DISC Premier 1 BR KING, Exceptional. APR-NOV deals; Pool, Ave/Beaches Walkable
- Casa Calma 2 min to Famous Atlantic Ave, Backyard Oasis!
- Gated Delray Beach cottage, dog friendly, 0,8 walk to downtown 1.8 to beach
- Cozy Retreat w/HEATED Pool at The Royal House - 5 miles from the beach
- Fab House w/Screen Porch and Yard. Premier Neighborhood. Walk to Downtown!
- Poolside Retreat | Near the Ave
- Welcome to Tropic Palms — a Dwell Magazine-featured designer retreat.
- Bungalow with pickleball court/pool walk to beach!
How many pickleball-ready properties have private pools in Delray Beach?
Discover 352 accommodations with private or nearby pickleball courts in Delray Beach. Some of the best destinations to stay and play pickleball are:
- Big heated salt water pool house with easy access to the beach and Atlantic Ave
- NEW Designer's Dream Delray Beach Oasis w/ Private Pool, Patio, close to Ave!
- Casita Charming
- Charming House in Historic Lake Ida Delray
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 1343 properties listed in Delray Beach in 2026, 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 | 1042 |
| La Hacienda Vacation Rentals in Delray Beach, Florida | 1329 |
| Lake Ida Shores Vacation Rentals in Delray Beach, Florida | 1347 |
| Totterdale Vacation Rentals in Delray Beach, Florida | 1346 |
| Pineapple Grove Arts District Vacation Rentals in Delray Beach, Florida | 1446 |
| Marina District Vacation Rentals in Delray Beach, Florida | 1380 |
| Del-Ida Park Historic District Vacation Rentals in Delray Beach, Florida | 1393 |
| Tropic Isle Vacation Rentals in Delray Beach, Florida | 1105 |
| Highland Park Delray Vacation Rentals in Delray Beach, Florida | 1422 |
| Kenmont Vacation Rentals in Delray Beach, Florida | 1331 |
| Delray Beach Shores Vacation Rentals in Delray Beach, Florida | 1219 |
| Polo Trace Vacation Rentals in Delray Beach, Florida | 79 |
| Coral Trace Vacation Rentals in Delray Beach, Florida | 1380 |
| Palm Trail Vacation Rentals in Delray Beach, Florida | 1317 |
| Kokomo Key Vacation Rentals in Delray Beach, Florida | 1254 |
| Osceola Park Vacation Rentals in Delray Beach, Florida | 1252 |
