Keewaydin Island Vacations 2024/2025 from CA $1,665

Keewaydin Island flight + hotel packages

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

Resort Harbour Properties

Punta Rassa

Save 100% on your flight

per person

Jan. 13 - Jan. 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this 3.5-star beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.

Naples Grande Beach Resort

Park Shore

Save 100% on your flight

per person

Jan. 9 - Jan. 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.

Inn on Fifth

Old Naples

Save 100% on your flight

per person

Jan. 12 - Jan. 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Bellasera Resort

Old Naples

Save 100% on your flight

per person

Jan. 12 - Jan. 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

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

South Seas Resort

Save 100% on your flight

per person

Jan. 13 - Jan. 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this beach resort in Captiva. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.

Top Keewaydin Island hotels deals

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

CA $285

CA $378 total

includes taxes & fees

1 Dec - 2 Dec

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.

Hilton Naples

5111 Tamiami Trl N, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $281

CA $312 total

includes taxes & fees

17 Nov - 18 Nov

Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

Pool

Parking included

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $258

CA $286 total

includes taxes & fees

12 Nov - 13 Nov

Stay at this 3.5-star 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

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $144

CA $160 total

includes taxes & fees

1 Dec - 2 Dec

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

Pool

Breakfast included

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free cancellation

Reserve now, pay when you stay

CA $284

CA $377 total

includes taxes & fees

11 Nov - 12 Nov

Book a stay at this beach hotel 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 Winterberry Beach and South Marco Beach are located nearby.

Pool

Hot tub

Fairways Inn of Naples

103 Palm River Blvd, Naples, FL

CA $131

CA $146 total

includes taxes & fees

26 Nov - 27 Nov

Book a stay at this business-friendly 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.

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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.

Popular places to visit

Fifth Avenue South

During your trip to Naples, you can find the perfect gifts to bring home at Fifth Avenue South. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Naples Beach

4.5/5(102 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Vanderbilt Beach

4.5/5(26 reviews)

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

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 $1,665. 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).