202+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Bahamas
  2. Harbor Island

Harbor Island pickleball Stays, Resort Rentals, & Homes

About Harbor Island Vacation Rentals

Discover over 202 amazing vacation rental options in Harbor Island 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 Harbor Island.

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 1254.83 ft², with prices averaging US $3,136 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 Harbor Island.

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Top Pickleball-Ready Accommodation Types in Harbor Island

Type Count
Vacation Homes 127
Cottages 25
Villas 16
Holiday Apartments 9

Use these Quick Filters to Find a Vacation Rental in Harbor Island

★ 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 Harbor Island with PickleTrip™.

Weather in Harbor Island, BS

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

December - February
High 81°F       Low 64°F
March - May
High 87°F       Low 65°F
June - August
High 91°F       Low 78°F
September - November
High 90°F       Low 71°F

Top Attractions Around Harbor Island, BS

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


Pink Sand Beach
Harbour Island Ministry of Health Clinic
Briland's Blue Hole
Fisherman's Dock
Glen Stewart Mansion
Dr. Albert Johnson Memorial
Government Dock
Lone Tree
Sir George Roberts Memorial Library
Current Cut
Rainbow Bay Beach
Surfers Beach
Hatchet Bay Cave
Gaulding Cay Beach
Tay Bay Beach
Glass Window Bridge
Queens Bath
Ben Bay Beach
Preacher's Cave
James Point Beach
Current Bay Beach
Lobster Cay
Whale Point
Russell Island

Other Places to Stay in Harbor Island, BS


Eleuthera and Harbour Island 836 Properties
Triana Shores 220 Properties
Glen Stewart Mansion 219 Properties
Harbour Island Ministry of Health Clinic 218 Properties
Sir George Roberts Memorial Library 218 Properties
Pink Sand Beach 217 Properties
Dr. Albert Johnson Memorial 217 Properties
Government Dock 217 Properties
Briland's Blue Hole 217 Properties
Fisherman's Dock 216 Properties
Lone Tree 214 Properties
Dunmore Town 142 Properties

Frequently Asked Questions About Harbor Island?

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

How many pickleball-ready properties have private pools in Harbor Island?

Discover 48 accommodations with private or nearby pickleball courts in Harbor Island. Some of the best destinations to stay and play pickleball are:

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

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

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 202 properties listed in Harbor Island 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 202 Harbor Island, BS Vacation Rentals

Recently Booked Vacation Rentals in Harbor Island