Keewaydin Island Vacation Packages 2025 from $309

Keewaydin Island flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

per person

Jul 24 - Jul 27

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

South Seas Resort

Save 100% on your flight

per person

Aug 15 - Aug 21

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

This smoke-free resort features a private beach, a golf course, and a water park. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Lani Kai Beachfront Resort

Save 100% on your flight

per person

Aug 7 - Aug 12

found 1 day ago

Roundtrip flight included

Cincinnati (CVG) to Fort Myers (RSW)

This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Swiftwater Apartments By Barsala

Save 100% on your flight

per person

Aug 23 - Aug 29

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

South End

Save 100% on your flight

per person

Aug 3 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Fort Myers (RSW)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Top Keewaydin Island hotels deals

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

Free Cancellation

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A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with kayaking.

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

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A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.

Hilton Naples

5111 Tamiami Trl N, Naples, FL

Free Cancellation

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This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle.

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free Cancellation

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A full-service spa, a 24-hour gym, and a restaurant are all featured at this hotel. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.

The Ritz-Carlton, Naples

280 Vanderbilt Beach Rd, Naples, FL

Free Cancellation

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A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the children's club, children's pool, and arcade/game room.

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N, Naples, FL

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

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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

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

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.

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.

Frequently asked questions

How much are vacation packages to Keewaydin Island?

Your vacation daydreams can all come true in Keewaydin Island from an impressive $309. 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 100 mi 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) (30 mi away from the city center) and Naples Municipal Airport (APF) (6 mi away from central Keewaydin Island).