338+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Florida
  3. Fort Myers
  4. Estero

Estero pickleball Stays, Resort Rentals, & Homes

About Estero Vacation Rentals

Discover over 338 amazing vacation rental options in Estero 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 Estero.

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 805.93 ft², with prices averaging US $261 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 Estero.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Estero

Type Count
Vacation Homes 140
Villas 13
Holiday Apartments 10
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Estero

★ 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 Estero with PickleTrip™.

Weather in Estero, FL

View the weather forecast for Estero before booking your Estero Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 51°F
March - May
High 91°F       Low 53°F
June - August
High 92°F       Low 72°F
September - November
High 90°F       Low 57°F

Top Attractions Around Estero, FL

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


Coconut Point Mall
Hertz Arena
Miromar Outlets
Zoomers Amusement Park
Stoneybrook Golf Club
Koreshan State Historic Site
Old Corkscrew Golf Club
Mound Key Archaeological State Park
Koreshan State Park
Estero Bay Preserve State Park
Barefoot Beach
JetBlue Park at Fenway South
Florida Gulf Coast University
Vanderbilt Beach
Bonita Springs Public Beach
Naples Pier
Captiva Beach
Naples Beach
Seminole Casino Immokalee
Sanibel Island Southern Beach

Other Places to Stay in Estero, FL


Mound Key Archaeological State Park 1,962 Properties
Zoomers Amusement Park 1,612 Properties
Estero Bay Preserve State Park 1,222 Properties
Koreshan State Historic Site 505 Properties
Coconut Point Mall 503 Properties
Koreshan State Park 494 Properties
Colonial Oaks 487 Properties
Seaside 474 Properties
Fountain Lakes 466 Properties
The Masters 446 Properties
Grandezza 282 Properties
Stoneybrook 270 Properties

Frequently Asked Questions About Estero?

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

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

Discover 53 accommodations with private or nearby pickleball courts in Estero. Some of the best destinations to stay and play pickleball are:

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

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

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 338 properties listed in Estero 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 (14) 
Neighborhood Property Count
Stoneybrook Vacation Rentals in Fort Myers, Florida 270
Fountain Lakes Vacation Rentals in Fort Myers, Florida 466
Miromar Lakes Vacation Rentals in Fort Myers, Florida 363
Grandezza Vacation Rentals in Fort Myers, Florida 282
The Masters Vacation Rentals in Fort Myers, Florida 446
Colonial Oaks Vacation Rentals in Fort Myers, Florida 487
Seaside Vacation Rentals in Fort Myers, Florida 474
Pinehurst Vacation Rentals in Fort Myers, Florida 469
Riverwoods Plantation Vacation Rentals in Fort Myers, Florida 454
Cascades Vacation Rentals in Fort Myers, Florida 445
Oak Run Vacation Rentals in Fort Myers, Florida 438
Palmetto Dunes Vacation Rentals in Fort Myers, Florida 421
Copper Oaks Vacation Rentals in Fort Myers, Florida 384
Corkscrew Woodlands Vacation Rentals in Fort Myers, Florida 357

People Also Ask

There are 338 Estero, FL Vacation Rentals

Recently Booked Vacation Rentals in Estero