Windermere Island Vacation Packages 2026 from $693

Windermere Island flight + hotel vacation packages

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

Daddy Joes

$693

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

Pink Sands Resort

$2,637

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

This luxury resort features 2 restaurants, 2 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Families will appreciate the arcade/game room, complimentary bicycles, and babysitting.

Runaway Hill Inn

$1,817

per person

Nov 18 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.

Hilton's Haven

$884

per person

Nov 30 - Dec 5

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Luggage storage is also provided.

Coriolana 4 Bedroom Home

Save 100% on your flight

$5,384

per person

Nov 30 - Dec 5

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to North Eleuthera (ELH)

An outdoor tennis court is featured at this vacation home, along with a terrace and barbecue grills.

Top Windermere Island hotels deals

Stunning, Private, Pink Sand, Beachfront Estate with 70ft dock on Bonefish Flats

Windermere Island Eleuthera

Get rates

This vacation home features a gym and a hot tub. A garden, laundry facilities, and concierge services are also on offer.

La Bougainvillea Hotel and Villas

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

$289 nightly

$321 total

Oct 9 - Oct 10

Total with taxes and fees

A private beach and a restaurant are featured at this Mediterranean hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Pineapple Fields Boutique Condo Hotel

Banks Road Governor's Harbour Eleuthera

$266 nightly

$295 total

Oct 9 - Oct 10

Total with taxes and fees

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and concierge services are also provided.

Laughing Bird Suites

Bay Street Governor's Harbour Eleuthera

$279 nightly

$307 total

Sep 23 - Sep 24

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A terrace and a garden are also provided.

French Leave Resort, Autograph Collection

Queen's Highway Governor's Harbour

$709 nightly

$780 total

Sep 10 - Sep 11

Total with taxes and fees

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free self parking and a free beach shuttle.

Hilton's Haven

Thomas St. & Queen's Highway Tarpum Bay ELEUTHERA

Free Cancellation

Reserve now, pay when you stay

$233 nightly

$257 total

Sep 10 - Sep 11

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Luggage storage is also provided.

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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.

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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Frequently asked questions

How much are vacation packages to Windermere Island?

With vacation packages being sold from as low as $693, it's not necessary to wipe out your bank balance to travel to Windermere Island. Travelocity is here to help. Combine experiences, hotels and flights into a convenient package and land some fantastic discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Windermere Island?

Travelocity will be able to help you find a terrific Windermere Island package deal. With more than 400 airlines and 1,000,000 properties around the world, you're sure to be able to craft the perfect itinerary.

Why should I purchase my Windermere Island vacation bundle via Travelocity?

Incredible savings, an abundance of breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Windermere Island car rental if I combine it with hotels and flights?

Combining your bookings into a Windermere Island vacation package will leave you with some serious savings. You can combine a flight and car; a hotel, flight and car; or a hotel and car. You won't find a better way to explore the greater Windermere Island area than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.