Keewaydin Island Vacations 2026 from CA $829

Keewaydin Island flight + hotel packages

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

The Perry Hotel Naples

CA $829

per person

Jul 3 - Jul 7

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $1,293

per person

Jul 2 - Jul 6

found 16 hours ago

Roundtrip flight included

Detroit (DTW) 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 Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

CA $935

per person

Jul 5 - Jul 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $890

per person

Jun 18 - Jun 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.

Hilton Marco Island Beach Resort and Spa

South End

CA $1,637

per person

Jul 2 - Jul 6

found 16 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

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 South Marco Beach and Winterberry Beach are located nearby.

Top Keewaydin Island hotels deals

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

Free cancellation

Reserve now, pay when you stay

CA $302

CA $412 total

May 21 - May 22

includes taxes & fees

Pool

Hot tub

Great Wolf Lodge Naples

3900 City Gate Blvd N. Naples FL

Free cancellation

Reserve now, pay when you stay

CA $271

CA $301 total

May 26 - May 27

includes taxes & fees

Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and Swamp Buggy Races 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 $109

CA $120 total

May 27 - May 28

includes taxes & fees

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

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free cancellation

Reserve now, pay when you stay

CA $232

CA $257 total

May 31 - Jun 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

Fairways Inn of Naples

103 Palm River Blvd Naples FL

Free cancellation

Reserve now, pay when you stay

CA $110

CA $122 total

Jun 2 - Jun 3

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 Vanderbilt Beach and Barefoot Beach are located nearby.

Pool

Breakfast included

Bayfront Inn Fifth Avenue

1221 5th Ave S Naples FL

CA $128

CA $142 total

Jun 8 - Jun 9

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.

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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

Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

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.

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.

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 $829. 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).