Keewaydin Island Vacations 2026 from CA $908

Keewaydin Island flight + hotel packages

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

Candlewood Suites Fort Myers Sanibel Gateway by IHG

South Fort Myers

CA $908

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $5,325

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

The Perry Hotel Naples

CA $2,245

per person

Dec 30 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Edison Beach House

Save 100% on your flight

CA $1,806

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Sanibel Inn

East End

Save 100% on your flight

CA $2,079

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this beach hotel in Sanibel. Enjoy a private beach, a 24-hour front desk, and daily housekeeping. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.

Top Keewaydin Island hotels deals

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL

Free cancellation

Reserve now, pay when you stay

CA $133

CA $182 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Tiburon Golf Club and Vanderbilt Beach are located nearby.

Pool

Breakfast included

Fairways Inn of Naples

103 Palm River Blvd Naples FL

Free cancellation

Reserve now, pay when you stay

CA $111

CA $124 total

Oct 29 - Oct 30

includes taxes & fees

Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tiburon Golf Club and Vanderbilt Beach are located nearby.

Pool

Breakfast included

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free cancellation

Reserve now, pay when you stay

CA $286

CA $317 total

Oct 31 - Nov 1

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Pool

Hot tub

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

Free cancellation

Reserve now, pay when you stay

CA $320

CA $433 total

Nov 8 - Nov 9

includes taxes & fees

Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Marco Beach and Winterberry Beach are located nearby.

Pool

Hot tub

The Perry Hotel Naples

12155 Tamiami Trail N Naples FL

Free cancellation

Reserve now, pay when you stay

CA $166

CA $254 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Pool

Pet-friendly

Bayfront Inn Fifth Avenue

1221 5th Ave S Naples FL

Free cancellation

Reserve now, pay when you stay

CA $161

CA $179 total

Oct 27 - Oct 28

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Pool

Hot tub

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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.

Frequently asked questions

How much are vacation packages to Keewaydin Island?

Your vacation daydreams can all come true in Keewaydin Island from an impressive CA $908. Our package deals include flights and hotels, so you'll find booking is easy as pie. The only thing you'll have to worry about is having an incredible time.

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

There are fantastic Keewaydin Island package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 worldwide properties? Keep this in mind when you're ready to check another place off your list.

Why should I purchase my Keewaydin Island vacation bundle with Travelocity?

Because life is an amazing journey, and we've got everything you could hope for to help you along the way. With our high-quality service and Price Match Guarantee, you can book with confidence. What's more, you can sleep easy while you're on the road knowing we've got your back with our 24/7 customer support.

Can I save on my Keewaydin Island car rental if I combine it with a hotel or flight?

With a Keewaydin Island vacation package, you can combine your car, flight and hotel bookings and save loads. If you'd love to see the best of this wonderful destination, why not check out Vizcaya Museum and Gardens? This top attraction is 161 kilometers from Keewaydin Island. With your own wheels, you'll be there belong long.

Which airport is best for Keewaydin Island?

Keewaydin Island has two airports you can fly to — Southwest Florida Intl. Airport (RSW) (48 kilometers away from the city center) and Naples Municipal Airport (APF) (10 kilometers away from central Keewaydin Island).