Windermere Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Windermere Island Vacation Deals

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

Daddy Joes

3 out of 5
Price was CA $1,561, price is now CA $1,204 per person
CA $1,204
per person
Jan 11 - Jan 18
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to North Eleuthera (ELH)
9.6/10 Exceptional! (151 reviews)
If you are looking for your home away from home you have found it. Everyone here is like family.

Reviewed on Nov 8, 2026

Pink Sands Resort

Pink Sands Resort

4 out of 5
Price was CA $12,391, price is now CA $9,274 per person
CA $9,274
per person
Jan 15 - Jan 22
just found
Roundtrip flight included
Toronto (YTO) to North Eleuthera (ELH)
8.6/10 Excellent! (125 reviews)

Runaway Hill Inn

Runaway Hill Inn

3.5 out of 5
Price was CA $5,765, price is now CA $4,379 per person
CA $4,379
per person
Jan 15 - Jan 22
just found
Roundtrip flight included
Toronto (YTO) 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

Tingum Village Hotel

Tingum Village Hotel

3 out of 5
Price was CA $3,378, price is now CA $2,795 per person
CA $2,795
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to North Eleuthera (ELH)
8.4/10 Very good! (397 reviews)

Cape Eleuthera Resort & Marina

Cape Eleuthera Resort & Marina

4 out of 5
Price was CA $5,931, price is now CA $4,970 per person
CA $4,970
per person
Dec 26 - Jan 2
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to North Eleuthera (ELH)
8.8/10 Excellent! (23 reviews)

Ready to book your vacation to Windermere Island?

 

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Windermere Island Hotel Deals

Historic Home on Windermere Beach w/Club

Historic Home on Windermere Beach w/Club

Windermere Governor's Harbour
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Historic Home on Windermere Beach w/Club
La Bougainvillea Hotel and Villas

La Bougainvillea Hotel and Villas

3.5 out of 5
Banks Road, Governor's Harbour North Palmetto Point Central Eleuthera
The price is CA $441 per night from Nov 21 to Nov 22
CA $441
CA $486 total
Nov 21 - Nov 22
includes taxes & fees
9.4/10 Exceptional! (125 reviews)
"."

Reviewed on Sep 22, 2026

La Bougainvillea Hotel and Villas
Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel

3 out of 5
Banks Road Governor's Harbour Eleuthera
The price is CA $374 per night from Nov 21 to Nov 22
CA $374
CA $461 total
Nov 21 - Nov 22
includes taxes & fees
Pineapple Fields Boutique Condo Hotel
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.
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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?
See properties

What to do in Windermere Island

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

CA $12,020
per traveller
Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays
See all activities in Windermere Island

Frequently asked questions

How much does a Windermere Island vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Windermere Island from just CA $1,204. And the more you bundle, the more you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Windermere Island?
Our Windermere Island vacation packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and extras (including tours) into a neat and tidy package. But cheap prices are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options globally to pick from. Whatever your budget, there's a package here just for you.
Where should I stay in Windermere Island?
Windermere Island features a number of wonderful places to explore, including Windermere Island Beach. Stay somewhere nearby and make sightseeing simple.
What are the top hotels in Windermere Island?
As Seen On Bahamas Life Newly Remodeled Windermere Beach House W and Spectacular Views Of The World Famous Windermere Beach are among the most well-known hotels in Windermere Island. Why not look up the facilities and rates at each and then make up your mind?
How far in advance should I book my Windermere Island vacation?
While not all airlines advertise ticket prices early, you can normally start comparing international fares on Expedia up to a year in advance. This is the time you'll score some incredible bargains. If you're purchasing tickets last minute, you might get lucky. Sometimes the lowest prices emerge just weeks before departure.
What does an Expedia Windermere Island travel package include?
Hotels, flights and rental cars, or any combination of them — the choice is yours. Whether you're venturing to Windermere Island with the family or adventuring solo, there's a bundle to match your budget and style. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Windermere Island travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your flights, hotels and rental cars and save a packet. Whatever type of vacation you have in mind, there's bound to be a package to suit your budget.
Can I choose my airline with a Windermere Island Expedia vacation package?
Yes, of course. We offer more than 550 airline partners all over the world, so opt for the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my Windermere Island vacation package?
Plans can change in the blink of an eye, so yes. You may be able to cancel and rebook your Windermere Island vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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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.