Keewaydin Island Vacation Packages 2025 from $330

Keewaydin Island flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Lani Kai Beachfront Resort

Save 100% on your flight

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Edison Beach House

Save 100% on your flight

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

An outdoor pool, free self parking, and free newspapers are featured at this aparthotel. A terrace, a garden, and a picnic area are also on offer.

GreenLinks Golf Villas at Lely Resort

Save 100% on your flight

per person

Aug 19 - Aug 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A golf course, a full-service spa, and 2 outdoor tennis courts are all featured at this smoke-free aparthotel. Enjoy the outdoor pool and perks like free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

The Perry Hotel Naples

per person

Aug 15 - Aug 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

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.

Pool

Hot Tub

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

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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.

Pool

Hot Tub

Hilton Naples

5111 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. 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.

Pool

Parking included

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

Free Cancellation

Reserve now, pay when you stay

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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.

Pool

Hot Tub

The Ritz-Carlton, Naples

280 Vanderbilt Beach Rd, Naples, FL

Free Cancellation

Reserve now, pay when you stay

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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.

Pool

Spa

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.

Pool

Breakfast included

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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(1,407 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(313 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.

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

Fifth Avenue South

4.5/5(45 reviews)

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 $330. 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).