943+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Medley

Medley pickleball Stays, Resort Rentals, & Homes

About Medley Vacation Rentals

Discover over 943 amazing vacation rental options in Medley 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 Medley.

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 671.23 ft², with prices averaging US $367 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 Medley.

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Top Pickleball-Ready Accommodation Types in Medley

Type Count
Holiday Apartments 262
Vacation Homes 150
Villas 12
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Medley

★ 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 Medley with PickleTrip™.

Weather in Medley, FL

View the weather forecast for Medley before booking your Medley 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 Medley, FL

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


Tobie Wilson Park
PortMiami
Hollywood Beach
Ocean Drive
Hard Rock Stadium
Dolphin Mall
Seminole Hard Rock Casino Hollywood
Sawgrass Mills
American Airlines Arena
Aventura Mall
Bayside Marketplace
Miami Beach Boardwalk
Collins Avenue Shopping Area
Miami Beach Convention Center
Fontainebleau
Lincoln Road Mall
University of Miami
Bayfront Park
Brickell City Centre

Other Places to Stay in Medley, FL


Tobie Wilson Park 561 Properties

Frequently Asked Questions About Medley?

What are the top vacation rentals, resorts, and hotels in Medley 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 Medley. 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 Medley!

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

Discover 21 accommodations with private or nearby pickleball courts in Medley. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Medley is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Medley? 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 Medley?

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 943 properties listed in Medley in 2025, 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.


People Also Ask

There are 943 Medley, FL Vacation Rentals

Recently Booked Vacation Rentals in Medley