Beach Vacations in Keewaydin Island 2026

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Flight and Beach hotel deals in Keewaydin Island

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

Landing Apartments Fort Myers near Olympia Pointe

CA $994

per person

Dec 1 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (9 reviews)

Great pool,comfortable room.

Reviewed on Mar 27, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,186

per person

Dec 4 - Dec 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (1,012 reviews)

Loved the lazy river, staff was pleasant and helpful, and we loved our 1-bedroom villa.

Reviewed on Sep 15, 2026

Landing Apartments Fort Myers - Cape Coral

The Forum

CA $1,164

per person

Dec 1 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (9 reviews)

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,033

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Landing Furnished Apartments Immokalee Road - Naples

Rural Estates

CA $1,656

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Fort Myers (RSW)

8.4/10 Very good! (5 reviews)

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5* Beach holidays in Keewaydin Island

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

Sundial Beach Resort & Spa

Mid Island

CA $1,381

per person

Nov 19 - Nov 22

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (2,690 reviews)

Sundial Resort is the best place to stay on Sanibel! We have been there numerous times, and also stayed in other resorts and condos on Sanibel and Captive, but Sundial has the best vibe, family entertainment and great food!

Reviewed on Sep 15, 2026

The Ritz-Carlton, Naples

Pelican Bay

CA $4,558

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Fort Myers (RSW)

9.2/10 Wonderful! (513 reviews)

Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $6,169

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (34 reviews)

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3 Night Beach holidays in Keewaydin Island

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

Landing Fort Myers Near Highland Pines

Daniels Corridor

CA $831

per person

Nov 19 - Nov 22

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (14 reviews)

Very Clean

Reviewed on Sep 9, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,204

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,012 reviews)

Loved the lazy river, staff was pleasant and helpful, and we loved our 1-bedroom villa.

Reviewed on Sep 15, 2026

Sundial Beach Resort & Spa

Mid Island

CA $1,381

per person

Nov 19 - Nov 22

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.6/10 Excellent! (2,690 reviews)

Reviewed on Sep 15, 2026

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4 Night Beach holidays in Keewaydin Island

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

Landing Apartments Fort Myers near Eastwood Village

CA $701

per person

Nov 30 - Dec 4

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.6/10 Exceptional! (30 reviews)

This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

The Perry Hotel Naples

Save 100% on your flight

CA $944

per person

Nov 30 - Dec 4

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

Matanzas Inn Bayside Resort and Marina

CA $837

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (1,006 reviews)

We stayed one night but will definitely be back for a longer stay. Everyone was helpful and friendly. I loved that there was free parking and an ice machine! Our room was clean and roomy.

Reviewed on Sep 14, 2026

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What are some benefits when booking beach vacations in Keewaydin Island?

When you travel to the beach in Keewaydin Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Keewaydin Island?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Keewaydin Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Keewaydin Island?

There are quite a few things you can do to get cheap beach vacations in Keewaydin Island. Prices range from CA $701, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Keewaydin Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 29.

Why should I book family beach vacations?

When you're travelling with the family to Keewaydin Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Keewaydin Island?

It's easy to find a beachfront vacation accommodation in Keewaydin Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Keewaydin Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Keewaydin Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Naples. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.