Windermere Island Beach Vacations

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Top Beach vacation packages in Windermere Island

Price found within the past 48 hours. Click for updated prices.
The Cove Eleuthera
Pink Sands Resort
Cape Eleuthera Resort & Marina
Coral Sands Inn & Cottages
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3 Night Beach vacations in Windermere Island

Price found within the past 48 hours. Click for updated prices.
Cape Eleuthera Resort & Marina
Pink Sands Resort
Coral Sands Inn & Cottages
Don't see what you're looking for?
See all available trips from Columbus to Windermere Island
View all trips

4 Night Beach vacations in Windermere Island

Price found within the past 48 hours. Click for updated prices.
Cape Eleuthera Resort & Marina
Pink Sands Resort
Runaway Hill Inn
Don't see what you're looking for?
See all available trips from Columbus to Windermere Island
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Find your perfect Windermere Island beach vacation

How do I book the best Windermere Island beach vacation packages?

Life’s a beach when you dive into our brilliant Windermere Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Windermere Island?

A rental steps from the shore creates an amazingly affordable Windermere Island beach vacation. Seaside sojourns during low season start from $1,326. Prices and availability are subject to change. Additional terms may apply.

When should I book a Windermere Island beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Windermere Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Windermere Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Windermere Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Windermere Island beach vacation deals?

Sort your search results by deals to delight in amazing Windermere Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Windermere Island beach trip with free cancellation and/or flexible dates?

Just like the Windermere Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Windermere Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Windermere Island. (OK, maybe not that last part.)

Top Beach Windermere Island Hotels

Historic Home on Windermere Beach w/Club

Historic Home on Windermere Beach w/Club

Windermere Governor's Harbour
  • 6 min walk from Windermere Island Beach
Make the most of this fantastic location, as you'll be a short walk from Windermere Island Beach with a vacation at this vacation home.
9.6/10 Exceptional! (51 reviews)

Travelers like: on the beach, pool

 Aa great stay at an idyllic location!
"Our recent Provender House 1 week stay was excellent. 1. The drive to the house on Windemere is beautiful just to start. 2. The view from the house to the pink sand beach is stunning. Several of our party exclaimed about it when we first entered the door. You are on 5 miles of beautiful pink sand ..."

Reviewed on Jul 7, 2026

Historic Home on Windermere Beach w/Club
Stunning, Private, Pink Sand, Beachfront Estate with 70ft dock on Bonefish Flats

Stunning, Private, Pink Sand, Beachfront Estate with 70ft dock on Bonefish Flats

Windermere Island Eleuthera
  • 4 min drive from Windermere Island Beach
Stroll along the shore in Savannah Sound, as you'll be within walking distance of Windermere Island Beach with a holiday at this vacation home. Amenities at ...
10/10 Exceptional! (1 review)

Travelers like: on the beach, sun loungers, beach towels, private pool

Paradise Found
"Gorgeous home in a spectacular location. Truly far from the ordinary world. Miranda was exceptionally helpful. We will be back."

Reviewed on Jan 2, 2022

Stunning, Private, Pink Sand, Beachfront Estate with 70ft dock on Bonefish Flats
Private Villa on Windermere Beach, Private Pool, Tennis

Private Villa on Windermere Beach, Private Pool, Tennis

Savannah Sound Eleuthera
  • 5 min walk from Windermere Island Beach
Make the most of this fantastic location, as you'll be close to Windermere Island Beach with a holiday stay at this villa.
9.6/10 Exceptional! (8 reviews)

Travelers like: on the beach, private pool

Travelers say...
"A beautiful home with a short walk to the beach! We had a wonderful time at Wave's End. The beach was beautiful, pink sand and not another person in sight. Clotilda, the housekeeper, did a wonderful job of keeping the house clean. Cardi, the caretaker, was great. The power went out and the generator ..."

Reviewed on Jun 27, 2026

Private Villa on Windermere Beach, Private Pool, Tennis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.