Windermere Island Vacations from $1,223

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The Latest Windermere Island vacation packages

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

Daddy Joes

$1,223

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

$2,496

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to North Eleuthera (ELH)

8.6/10 Excellent! (125 reviews)

Beautiful. Clean. Quiet

Reviewed on Jul 10, 2026

Runaway Hill Inn

$1,894

per person

Dec 27 - Dec 30

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

$1,519

per person

Nov 26 - Nov 29

found 24 hours ago

Roundtrip flight included

New York (NYC) 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

Cape Eleuthera Resort & Marina

$1,700

per person

Dec 12 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to North Eleuthera (ELH)

8.8/10 Excellent! (23 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

La Bougainvillea Hotel and Villas

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

$296 nightly

$328 total

Oct 9 - Oct 10

Total with taxes and fees

9.6/10 Exceptional! (124 reviews)

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Reviewed on Sep 22, 2026

Pineapple Fields Boutique Condo Hotel

Banks Road Governor's Harbour Eleuthera

$287 nightly

$316 total

Oct 5 - Oct 6

Total with taxes and fees

Hilton's Haven

Thomas St. & Queen's Highway Tarpum Bay ELEUTHERA

Fully refundableReserve now, pay when you stay

$233 nightly

$257 total

Oct 5 - Oct 6

Total with taxes and fees

9.8/10 Exceptional! (6 reviews)

"Room was pristine & the host was very responsive!"

Reviewed on Sep 21, 2026

See all 582 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.