St. Augustine South pickleball Stays, Resort Rentals, & Homes
About St. Augustine South Vacation Rentals
Discover over 77 amazing vacation rental options in St. Augustine South 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 St. Augustine South.
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 1001.7 ft², with prices averaging US $300 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 St. Augustine South.
Top Pickleball-Ready Accommodation Types in St. Augustine South
| Type | Count |
|---|---|
| Vacation Homes | 75 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in St. Augustine South
★ 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 St. Augustine South with PickleTrip™.
Weather in St. Augustine South, FL
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Frequently Asked Questions About St. Augustine South?
What are the top vacation rentals, resorts, and hotels in St. Augustine South 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 St. Augustine South. 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 St. Augustine South!
- Coastal Heated Pool Home, 10 mins to the beach and downtown
- Family HEATED POOL mins to dt/ beaches/inlet, 2 boat drops, pets ok
- Renovated home with private pool, patio, outdoor fireplace, & grill
- Comfortable home, quiet, scenic neighborhood, walkable street, near town & beach
- Relax in the covered "Heart" Pool & hot tub, local dining, min DT and Beaches
- A true "Gem" wonderful Matanzas river view with beautiful sunrises
- The Heron House - River View
- Dog-friendly home with fenced yard, patio, grill, & park across the street
- Casa Playa - Private Home for 6
- Charming house with free WiFi, AC min from hospital min from historical downtown
How many pickleball-ready properties have private pools in St. Augustine South?
Discover 1 accommodations with private or nearby pickleball courts in St. Augustine South. Some of the best destinations to stay and play pickleball are:
Which vacation rentals, resorts, or hotels in St. Augustine South is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in St. Augustine South? 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.
- Minutes from it all! Spectacular Views, 2 Boat Ramps, and a Community Park
- Inspire Haven Inc
- Peaceful & Comfy Home! Perfect Location! Pets OK!
How many PickleTrip vacation rentals or resorts are available in St. Augustine South?
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 77 properties listed in St. Augustine South 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.

























































