Keewaydin Island Vacation Packages 2025/2026 from $701

Keewaydin Island flight + hotel vacation packages

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

South Seas Resort

Save 100% on your flight

$701

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) 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. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,826

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$1,255

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Edison Beach House

Save 100% on your flight

$1,145

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) 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.

The Perry Hotel Naples

Save 100% on your flight

$1,253

per person

Dec 27 - Dec 30

found 13 hours ago

Roundtrip non-stop 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

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

Free Cancellation

$246 nightly

$273 total

Nov 25 - Nov 26

Total with taxes and fees

A full-service spa, 4 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 tennis lessons.

Pool

Hot Tub

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

$252 nightly

$280 total

Nov 1 - Nov 2

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. 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

Marco Beach Ocean Suites

480 S Collier Blvd, Marco Island, FL

$184 nightly

$204 total

Nov 4 - Nov 5

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this resort. WiFi in public areas is free. A garden, a free grocery shopping service, and luggage storage are also on offer.

Free WiFi

Air conditioning

Hilton Naples

5111 Tamiami Trl N, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$152 total

Nov 1 - Nov 2

Total with taxes and fees

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

Hot Tub

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$199 total

Nov 25 - Nov 26

Total with taxes and fees

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

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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.

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.

Naples Pier

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Frequently asked questions

How much are vacation packages to Keewaydin Island?

Your vacation daydreams can all come true in Keewaydin Island from an impressive $701. 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).