Book Exclusive Keewaydin Island Vacation Packages

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Keewaydin Island flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,022, price is now CA $540 per person
CA $540
per person
Sep 26 - Sep 29
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Stay at this 3-star beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $1,504, price is now CA $780 per person
CA $780
per person
Sep 26 - Sep 29
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Stay at this 4.5-star 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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $1,137, price is now CA $606 per person
CA $606
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops are located nearby.
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
Price was CA $1,391, price is now CA $841 per person
CA $841
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
Stay at this 3-star motel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Jungle Golf Ft. Myers are located nearby.
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was CA $1,891, price is now CA $1,149 per person
CA $1,149
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.

Top Keewaydin Island hotels deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Free cancellation
The price is CA $219 per night
CA $219
CA $312 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
Pool
Hot tub
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S, Naples, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $105 total
Sep 1 - Sep 2
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 Pier are located nearby.
Pool
Breakfast included
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $177 per night
CA $177
CA $196 total
Sep 1 - Sep 2
includes taxes & fees
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 Pier are located nearby.
Pool
Hot tub
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $235 per night
CA $235
CA $323 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4-star 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 Winterberry Beach and South Marco Beach are located nearby.
Pool
Hot tub
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $182 per night
CA $182
CA $202 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this 4-star 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 Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Pool
Parking included
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N, Naples, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $174 per night
CA $174
CA $228 total
Sep 20 - Sep 21
includes taxes & fees
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
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

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.

Naples Beach
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.

Fifth Avenue South
Naples Pier featuring landscape views and a beach as well as a large group of people

Naples Pier

Enjoy a stop at Naples Pier, an entertaining place to visit in Naples. Stroll along the seaside or seek out the golf courses.

Naples Pier

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 $540. 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).

Photos of local treasures

Browse Keewaydin Island vacation photos for more inspiration

Photo by Luis Hernandez Davila
Photo by Luis Hernandez Davila