Keewaydin Island Vacations 2025 from CA $1,301

Keewaydin Island flight + hotel packages

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

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

per person

Feb. 16 - Feb. 22

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Bellasera Resort

Old Naples

Save 100% on your flight

per person

Feb. 16 - Feb. 22

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

Resort Harbour Properties

Punta Rassa

Save 100% on your flight

per person

Mar. 2 - Mar. 9

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 Harbour are located nearby.

The Perry Hotel Naples

Save 100% on your flight

per person

Feb. 16 - Feb. 22

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.

Hyatt Place Fort Myers/at The Forum

The Forum

Save 100% on your flight

per person

Mar. 2 - Mar. 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Fleamasters Fleamarket are located nearby.

Top Keewaydin Island hotels deals

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

CA $615

CA $746 total

includes taxes & fees

11 Jan - 12 Jan 2025

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 Fifth Avenue South and Naples Beach are located nearby.

Hilton Naples

5111 Tamiami Trl N, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $361

CA $401 total

includes taxes & fees

8 Jan - 9 Jan 2025

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 Fifth Avenue South and Naples Beach are located nearby.

Fairways Inn of Naples

103 Palm River Blvd, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $221

CA $245 total

includes taxes & fees

6 Jan - 7 Jan 2025

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 La Playa Golf Club and Veterans Community Park are located nearby.

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $374

CA $415 total

includes taxes & fees

6 Jan - 7 Jan 2025

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.

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

CA $435

CA $546 total

includes taxes & fees

8 Jan - 9 Jan 2025

Stay at this 4-star 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.

Inn on Fifth

699 5th Ave S, Naples, FL

Free cancellation

Reserve now, pay when you stay

CA $849

CA $993 total

includes taxes & fees

1 Jan - 2 Jan 2025

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.

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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.

Popular places to visit

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.

5th Avenue Shopping District which includes markets, street scenes and a city

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 $1,301. 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).