23353+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Sarasota pickleball Stays, Resort Rentals, & Homes

About Sarasota Vacation Rentals

Discover over 23353 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 1059.23 ft², with prices averaging US $478 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.

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Top Pickleball-Ready Accommodation Types in Sarasota

Type Count
Vacation Homes 12720
Holiday Apartments 2232
Villas 898
Cottages 404

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.

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 Sarasota, FL

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


Lido Beach
Venice Beach
Siesta Key Beach
St. Armands Circle
Turtle Beach
IMG Academy
Nokomis Beach
Coquina Beach
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
John and Mable Ringling Museum of Art
Riverwalk
Ellenton Premium Outlets
Anna Maria Beach
Crescent Beach
Caspersen Beach
Siesta Key Marina
Myakka River State Park
Sarasota Opera House

Other Places to Stay in Sarasota, FL


Sarasota County 10,229 Properties
Manatee County 6,498 Properties
Siesta Key 4,114 Properties
Siesta Key Village 3,979 Properties
Holmes Beach 1,878 Properties
Bradenton 1,682 Properties
Bradenton Beach 1,338 Properties
Anna Maria 1,152 Properties
Central Sarasota 1,105 Properties
Venice 1,052 Properties
Downtown 1,048 Properties
Main Street Merchants 979 Properties

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!

How many pickleball-ready properties have private pools in Sarasota?

Discover 6022 accommodations with private or nearby pickleball courts in Sarasota. Some of the best destinations to stay and play pickleball are:

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.

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 23353 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 3979
Central Sarasota Vacation Rentals in Sarasota, Florida 1105
Downtown Vacation Rentals in Sarasota, Florida 1048
South Venice Vacation Rentals in Sarasota, Florida 389
Gulf Gate Estates Vacation Rentals in Sarasota, Florida 348
Palma Sola Vacation Rentals in Sarasota, Florida 165
South Sarasota Vacation Rentals in Sarasota, Florida 125
Sarasota Springs Vacation Rentals in Sarasota, Florida 125
South Bradenton Vacation Rentals in Sarasota, Florida 111
Warm Mineral Springs Vacation Rentals in Sarasota, Florida 74
Saint Armands Key Vacation Rentals in Sarasota, Florida 72
The Meadows Vacation Rentals in Sarasota, Florida 65
Laurel Park Vacation Rentals in Sarasota, Florida 62
Vamo Vacation Rentals in Sarasota, Florida 57
Fruitville Vacation Rentals in Sarasota, Florida 48
Bee Ridge Vacation Rentals in Sarasota, Florida 585

People Also Ask

There are 23353 Sarasota, FL Vacation Rentals

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