Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (868 reviews)
The property was very well.We stayed in the cabin but when we got to the cabin the door was wide open and it was ninety degrees inside the cabin and we couldn't even go to sleep. The door was very hard to close and thank God. I'm my window and door guy and I was able to solve that problem. But we had to go out and find air conditioning until the room got. Download comfortable degrees so we can go to sleep

Reviewed on Jul. 21, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
Property well kept. Room needs some update. Otherwise is good. I definitely would come back and recommend it.

Reviewed on Aug. 8, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.8/10 Exceptional! (500 reviews)
Very clean and staff was friendly than most other places.

Reviewed on Aug. 7, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on Aug. 4, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
Classic 4 stars hotel. That is goof but something is missing. Here the pool for families was so cold nobody can swim in it. Even though we are in summer the heater wasn’t working and the are was great, the pool super clean a poolside bar etc, but you can’t enjoy the pool because literally was freezing. Good thing we spoke to the staff and they let us use the adults only pool. The other thing and really annoying was the AC in the room. Not working at night despite several attempts of the staff to fix it. So to us was good but could have been better

Reviewed on Aug. 8, 2025

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Keewaydin Island Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is CA $208 per night from Sep 7 to Sep 8
CA $208
CA $292 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,670 reviews)
Beautiful hotel
"Beautiful hotel, service so so."

Reviewed on Aug. 8, 2025

Naples Grande Beach Resort
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
Fully refundableReserve now, pay when you stay
The price is CA $303 per night from Aug 17 to Aug 18
CA $303
CA $397 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,486 reviews)
"Convenietly located and well-maintained hotel."

Reviewed on Aug. 7, 2025

Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Sep 1 to Sep 2
CA $175
CA $194 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,377 reviews)
"."

Reviewed on Aug. 7, 2025

Hyatt House Naples/5th Avenue
See all 10,306 properties in Keewaydin Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Keewaydin Island

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

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

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

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.

Naples Pier

What to do in Keewaydin Island

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $87
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

CA $96
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

CA $82
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
See all activities in Keewaydin Island

Frequently asked questions

How much does a Keewaydin Island vacation package cost?
Browse and book everything in one place with our Keewaydin Island vacation packages, which start from only CA $769. Select the hotels and flights that suit your style. Then, add on a few experiences or tours for an amazing adventure.
How do I get a cheap travel package to Keewaydin Island?
You'll save big if you bundle your car rentals, hotels and flights into a Keewaydin Island vacation package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties across the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Keewaydin Island?
With popular attractions such as Naples Botanical Garden and East Naples Community Park in this neighborhood, look for a hotel situated near them. Southpointe Marina is another sight in Keewaydin Island that travelers flock to.
How far in advance should I book my Keewaydin Island vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Keewaydin Island sometimes occur just a few weeks before departure.
What does an Expedia Keewaydin Island travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your dream Keewaydin Island trip. You can also add on a few tours and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Keewaydin Island travel package?
You'll score amazing savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot just makes things easier. So why waste your time or money? Whether you're organizing a ritzy city getaway or a low-cost family break, check out our package deals today.
Can I choose my airline with a Keewaydin Island Expedia vacation package?
You certainly can. We have more than 550 airline partners across the globe, so fly with the carrier that best suits your budget and traveling style.
If I'm not able to travel, can I cancel my Keewaydin Island vacation package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Keewaydin Island vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.