Windermere Island Vacations from $895

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The Latest Windermere Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Daddy Joes

$895

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to North Eleuthera (ELH)

9.6/10 Exceptional! (151 reviews)

Most relaxing trip yet…..

Reviewed on Aug 17, 2026

Pink Sands Resort

$4,213

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to North Eleuthera (ELH)

8.6/10 Excellent! (125 reviews)

Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

Runaway Hill Inn

$2,551

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to North Eleuthera (ELH)

10/10 Exceptional! (1 review)

I love Runaway Hill - everyone is extremely accommodating & nice! My room was super comfortable and quiet, spotless. I had to leave a day early, unfortunately, but I can’t wait to return. Yummy Thai food in their restaurant!

Reviewed on Jun 24, 2026

Romora Bay Resort & Marina

$3,131

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to North Eleuthera (ELH)

8.6/10 Excellent! (44 reviews)

The marina is very good the food at the restaurant was expensive but taste great We also have a sour experience at the from desk we asked for a water taxi to eluthera airport and they call fo a private taxi without tell us that was private when we got to the island they ask us to pay $70 for the ride that was 10 minutes and for the same ride before they charge us $10 each other than that the experience was nice the beach was very clean and beautiful 😍

Reviewed on Jul 26, 2026

Coral Sands Inn & Cottages

$7,030

per person

Dec 19 - Dec 26

found 7 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to North Eleuthera (ELH)

9.2/10 Wonderful! (365 reviews)

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Stay near popular Windermere Island attractions

Windermere Island Beach

Why not spend a lazy afternoon at Windermere Island Beach during your trip to Savannah Sound?

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What to do in Windermere Island

Private Pink Sand Beach Tour: Swim With Pigs, Turtles & Stingrays

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

$8,500

per traveler

See all activities in Windermere Island

Windermere Island Hotel Deals

Historic Home on Windermere Beach w/Club

Windermere Governor's Harbour

9.6/10 Exceptional! (51 reviews)

 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

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La Bougainvillea Hotel and Villas

Banks Road, Governor's Harbour North Palmetto Point Central Eleuthera

$273 nightly

$306 total

Oct 23 - Oct 24

Total with taxes and fees

9.4/10 Exceptional! (125 reviews)

"."

Reviewed on Sep 22, 2026

Pineapple Fields Boutique Condo Hotel

Banks Road Governor's Harbour Eleuthera

$281 nightly

$313 total

Nov 14 - Nov 15

Total with taxes and fees

See all 586 properties in Windermere Island

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.