Florida pickleball Stays, Resort Rentals, & Homes
About Florida Vacation Rentals
Discover over 68 amazing vacation rental options in Florida 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 Florida.
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 718.19 ft², with prices averaging US $430 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 Florida.
Top Pickleball-Ready Accommodation Types in Florida
| Type | Count |
|---|---|
| Vacation Homes | 29 |
| Holiday Apartments | 21 |
| Villas | 13 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Florida
★ 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 Florida with PickleTrip™.
Weather in Florida, PR
View the weather forecast for Florida before booking your Florida Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Florida?
What are the top vacation rentals, resorts, and hotels in Florida 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 Florida. 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 Florida!
- Beachfront Luxury Villa: 3BR, 3.5BA,Gazebo,Pool, Secluded Beach, Gated Community
- Vieques Island Exclusive Oceanfront Gated Community
- Vieques Island Exclusive Oceanfront Gated Community
- Lush hillside retreat overlooking the Caribbean and Bioluminescent Bay
- Sands Beachfront Upstairs Ocean View & Pool
- Breathtaking La Solana in Vieques Puerto Rico
- Casa Cumbre - Spectacular views, location and pool
- Sands Beachfront Downstairs Ocean View & Pool!
- Sands Beachfront Tropical Beach & Pool Experience!
- Casona Martineau - Gorgeous House on the North Shore
How many pickleball-ready properties have private pools in Florida?
Discover 3 accommodations with private or nearby pickleball courts in Florida. Some of the best destinations to stay and play pickleball are:
- Amazing Views with Pool
- Casa Ladera Downstairs- A Tropical Beach & Pool Experience
- Casa Ladera Casita- A Private Tropical Beach & Pool Experience!
Which vacation rentals, resorts, or hotels in Florida is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Florida? 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 Ladera Downstairs- A Tropical Beach & Pool Experience
- Paradise Beach House Vieques 2
- Casa Ladera Casita- A Private Tropical Beach & Pool Experience!
How many PickleTrip vacation rentals or resorts are available in Florida?
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 68 properties listed in Florida 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 (2)
| Neighborhood | Property Count |
|---|---|
| Isabel II Vacation Rentals in Vieques | 37 |
| Puerto Ferro Vacation Rentals in Vieques | 29 |
