Windermere Island Vacation Packages

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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 $1,061, price is now CA $857 per person
CA $857
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to North Eleuthera (ELH)
9.6/10 Exceptional! (123 reviews)
Property is across the street from mind-blowingly beautiful beach. Owners were welcoming and communicative about car rental, etc and food at the restaurant is great

Reviewed on Aug. 3, 2025

Tingum Village Hotel

Tingum Village Hotel

3 out of 5
Price was CA $1,344, price is now CA $908 per person
CA $908
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.4/10 Very Good! (337 reviews)
Loved the atmosphere. Unique. Wonderful hospitaity.

Reviewed on Jun. 16, 2025

Pink Sands Resort

Pink Sands Resort

4 out of 5
Price was CA $5,464, price is now CA $3,937 per person
CA $3,937
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to North Eleuthera (ELH)
8.6/10 Excellent! (118 reviews)
Very private and stunning beach!

Reviewed on Mar. 16, 2025

The Cove Eleuthera

The Cove Eleuthera

4 out of 5
Price was CA $5,432, price is now CA $4,348 per person
CA $4,348
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to North Eleuthera (ELH)
9.2/10 Wonderful! (250 reviews)
The Cove feels like your own tropical island. Very quiet and the food at the restaurant was fresh and delicious. If you’re looking to get away and truly relax in the peaceful Caribbean, The Cove is your place!

Reviewed on Jul. 23, 2025

Valentines Resort & Marina

Valentines Resort & Marina

4 out of 5
Price was CA $2,193, price is now CA $1,785 per person
CA $1,785
per person
Sep 22 - Sep 25
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.8/10 Excellent! (221 reviews)
4th year, of 5 day stays, 4 months in a row, staying at Valentines Resort and Marina. Location and amenities were a strong 4 star in the beginning. But each year has gotten worse. Room maintenance has deteriorated but worse has been the staff and dining / bar area. Quality and speed of service and food has gotten horrible. Seems to be plenty of wait staff available but little desire to be attentive or diligent in their duties. Meanwhile menu choices have reduced and quality of food preparation has declined. Food / bar quality and service is a huge part of any resorts amenities. This decline can only be laid on management. It is a shame to see this decline as Valentines was a great experience all around. And could be again.

Reviewed on Jun. 16, 2025

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Windermere Island Hotel Deals

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 $406 per night from Aug 21 to Aug 22
CA $406
CA $446 total
Aug 21 - Aug 22
includes taxes & fees
9.4/10 Exceptional! (97 reviews)
"Exceptional service. Very welcoming and friendly manager Sanom went above and beyond - even sent help for us when our rental car broke down on way to hotel. Also Daniella our bartender was very friendly and helpful."

Reviewed on Jul. 20, 2025

La Bougainvillea Hotel and Villas
French Leave Resort, Autograph Collection

French Leave Resort, Autograph Collection

4 out of 5
Queen's Highway, Governor's Harbour
Fully refundableReserve now, pay when you stay
The price is CA $775 per night from Sep 19 to Sep 20
CA $775
CA $1,014 total
Sep 19 - Sep 20
includes taxes & fees
9.6/10 Exceptional! (28 reviews)
"The hotel is situated in an ideal spot between the Atlantic and the Caribbean. The staff was very friendly and helpful."

Reviewed on Mar. 25, 2025

French Leave Resort, Autograph Collection
Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel

3 out of 5
Banks Road, Governor's Harbour, Eleuthera
9.8/10 Exceptional! (8 reviews)
"We LOVED everything! The only thing they could possibly improve on would be room darkening blinds in the bedroom. My husband slept great; I’m a light sleeper."

Reviewed on Jul. 11, 2025

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Pineapple Fields Boutique Condo Hotel
See all 605 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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What to do in Windermere Island

Private Eleuthera Swimming Pigs, Turtles and Pink Sand Beach

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

CA $11,703
per traveller
Private Pink Sand Beach Tour: 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 $857. 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.