Windermere Island Vacations from $820

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The Latest Windermere Island vacation packages

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

Daddy Joes

$820

per person

Jan 9 - Jan 14

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

Save 100% on your flight

$3,617

per person

Jan 9 - Jan 14

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

Save 100% on your flight

$2,200

per person

Jan 9 - Jan 14

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

Cape Eleuthera Resort & Marina

$1,610

per person

Jan 11 - Jan 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

8.8/10 Excellent! (23 reviews)

Tingum Village Hotel

$917

per person

Jan 3 - Jan 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to North Eleuthera (ELH)

8.4/10 Very Good! (396 reviews)

From the time we arrived it was just incredible. The atmosphere, the rooms and the staff!

Reviewed on Oct 19, 2026

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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

$286 nightly

$319 total

Oct 21 - Oct 22

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

$287 nightly

$316 total

Oct 21 - Oct 22

Total with taxes and fees

See all 584 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.