St. Simons Island pickleball Stays, Resort Rentals, & Homes
About St. Simons Island Vacation Rentals
Discover over 1179 amazing vacation rental options in St. Simons Island 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. Simons Island.
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 1189.96 ft², with prices averaging US $538 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. Simons Island.
Top Pickleball-Ready Accommodation Types in St. Simons Island
| Type | Count |
|---|---|
| Vacation Homes | 693 |
| Holiday Apartments | 50 |
| Cottages | 34 |
| Villas | 14 |
Use these Quick Filters to Find a Vacation Rental in St. Simons Island
★ 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. Simons Island with PickleTrip™.
Weather in St. Simons Island, GA
View the weather forecast for St. Simons Island before booking your St. Simons Island Vacation Rentals to confirm your best time to go.
Top Attractions Around St. Simons Island, GA
PickleTrip offers a large selection of top attractions around St. Simons Island . Research things to do on your vacation before you visit St. Simons Island.
Other Places to Stay in St. Simons Island, GA
Frequently Asked Questions About St. Simons Island?
What are the top vacation rentals, resorts, and hotels in St. Simons Island 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. Simons Island. 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. Simons Island!
- 1BR Ground Floor Condo with Screened-in Porch! Reduced rates for Fall 2026!
- Totally Renovated Coastal Condo in Ocean Walk, Unit T-2
- Great Location-Close to Everything. Adorable 3 BD/3 Bath Cottage with Pool!
- Close to Beach & Pier. Ocean Walk. 2 Pools. 5 Star Reviews.
- Thinking about Labor Day or Fall Break? We’re Open! Flexible Days!
- First floor end unit freshly painted with Updated master bath, and kitchen.
- 5 Bedroom Home with Heated Private Pool, Wildlife Views, Steps to Pier Village!
- Family & pet-friendly, 2bdrm/4 beds/2.5bath condo, 5 min to beach & Village
- New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
- Ohhh so close to the Village with a POOL! Sleeps 8
How many pickleball-ready properties have private pools in St. Simons Island?
Discover 243 accommodations with private or nearby pickleball courts in St. Simons Island. Some of the best destinations to stay and play pickleball are:
- Perfect South Island Location! 4 Bikes included/Pool/Pickelball. Bring the Dog!
- Village Walk - 3 bedrooms, 2 1/2 bathrooms located next to the Village
- Saint Simons Island Presents ‘OFF BROADWAY' Beach Escape Heated Pool
- Minutes to the some of the best beaches, dining and shopping
Which vacation rentals, resorts, or hotels in St. Simons Island is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in St. Simons Island? 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.
- Two Pools-Corner Unit-Newly Renovated Ocean Walk
- Resort-Style Condo in St Simons ~ 1 Mi to Pier!
- Village Walk - 3 bedrooms, 2 1/2 bathrooms located next to the Village
How many PickleTrip vacation rentals or resorts are available in St. Simons Island?
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 1179 properties listed in St. Simons Island 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 (3)
| Neighborhood | Property Count |
|---|---|
| Saint Simons Heights Vacation Rentals in Brunswick, Georgia | 154 |
| King City Vacation Rentals in Brunswick, Georgia | 66 |
| Kings Terrace Vacation Rentals in Brunswick, Georgia | 2804 |
