Sarasota pickleball Stays, Resort Rentals, & Homes
About Sarasota Vacation Rentals
Discover over 24433 amazing vacation rental options in Sarasota 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 Sarasota.
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 1060.91 ft², with prices averaging US $438 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 Sarasota.
Top Pickleball-Ready Accommodation Types in Sarasota
| Type | Count |
|---|---|
| Vacation Homes | 13240 |
| Holiday Apartments | 2377 |
| Villas | 1009 |
| Cottages | 421 |
Use these Quick Filters to Find a Vacation Rental in Sarasota
★ 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 Sarasota with PickleTrip™.
Weather in Sarasota, FL
View the weather forecast for Sarasota before booking your Sarasota Vacation Rentals to confirm your best time to go.
Top Attractions Around Sarasota, FL
PickleTrip offers a large selection of top attractions around Sarasota . Research things to do on your vacation before you visit Sarasota.
Other Places to Stay in Sarasota, FL
Frequently Asked Questions About Sarasota?
What are the top vacation rentals, resorts, and hotels in Sarasota 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 Sarasota. 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 Sarasota!
- AMAZING VIEWS of Siesta Key Beach and Gulf. Unit 502W. Fifth floor corner unit.
- World-Class Oceanfront Resort at Siesta Key Beach
- Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
- Raya House | Private Heated Pool + Outdoor Shower
- Cozy 2Bd+2 Ba beach cottage; screened Florida rm, sleep porch; VR22-00059
- Siesta Key-Siesta Dunes-Beautiful Condo with partial view of the Gulf of America
- Anna Maria Island!1 Block to the Beach. Private Home with Heated Pool.
- 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
- Palm Bay Club! RESORT LIVING ON SIESTA KEY! Beach to Bay!
- Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22
How many pickleball-ready properties have private pools in Sarasota?
Discover 6356 accommodations with private or nearby pickleball courts in Sarasota. Some of the best destinations to stay and play pickleball are:
- Beautiful New Pool/Spa, Steps to Sand & Restaurants, Golf Cart Included
- LaPlaya 202E Catch the gentle Gulf breezes on your private balcony beneath the swaying palms
- Twin Palms at Siesta
- PENTHOUSE DOUBLE BALCONY FULL GULF & BAY VIEWS FROM EVERY ROOM Beachplace 5-602
Which vacation rentals, resorts, or hotels in Sarasota is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Sarasota? 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.
- Casa Mar - Unit 4 1 Bedroom 1 Bath
- Pickleball Retreat with Private Pool & Spa
- Just Beachy by Beachside Management
How many PickleTrip vacation rentals or resorts are available in Sarasota?
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 24433 properties listed in Sarasota 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 |
|---|---|
| Siesta Key Village Vacation Rentals in Sarasota, Florida | 3808 |
| Central Sarasota Vacation Rentals in Sarasota, Florida | 997 |
| Downtown Vacation Rentals in Sarasota, Florida | 936 |
| South Venice Vacation Rentals in Sarasota, Florida | 395 |
| Gulf Gate Estates Vacation Rentals in Sarasota, Florida | 306 |
| Palma Sola Vacation Rentals in Sarasota, Florida | 159 |
| South Sarasota Vacation Rentals in Sarasota, Florida | 126 |
| South Bradenton Vacation Rentals in Sarasota, Florida | 118 |
| Sarasota Springs Vacation Rentals in Sarasota, Florida | 111 |
| Warm Mineral Springs Vacation Rentals in Sarasota, Florida | 76 |
| Saint Armands Key Vacation Rentals in Sarasota, Florida | 76 |
| Laurel Park Vacation Rentals in Sarasota, Florida | 60 |
| The Meadows Vacation Rentals in Sarasota, Florida | 55 |
| Vamo Vacation Rentals in Sarasota, Florida | 53 |
| Fruitville Vacation Rentals in Sarasota, Florida | 45 |
| Bee Ridge Vacation Rentals in Sarasota, Florida | 1436 |
