Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Oct 24 - Oct 27
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,010 reviews)
Nice grounds, clean rooms, convenient location.

Reviewed on Jul. 27, 2025

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
per person
Sep 14 - Sep 20
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Nice property, but rooms are dated, 3 star rating but paying 4-5 star prices. AC broke, we were offered another room but no help or golf cart to help move us at 10 PM to a different building.

Reviewed on Jul. 29, 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
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Very good! A nice experience for a quick getaway Relaxing and beautiful beach with no over crowding.

Reviewed on Jul. 30, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Excellent hotel in the heart of Naples, plenty of dining options, very friendly staff and service with the exception of one of the valet staff, who was very rude and inconsiderate, the other valet staff were amazing, maybe he had a bad day, but other than this small detail, I will definitely return.

Reviewed on Jul. 31, 2025

Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (854 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

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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 $226 per night from Sep 1 to Sep 2
CA $226
CA $312 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,625 reviews)
"Beautiful hotel with amazing staff!"

Reviewed on Jul. 29, 2025

Naples Grande Beach Resort
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 $176 per night from Sep 1 to Sep 2
CA $176
CA $195 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,347 reviews)
"Nice location, good layout. On the water with easy self-parking options. Rooms were clean and well laid out. Restaurant food was good but not elegant. Service was top notch."

Reviewed on Jul. 28, 2025

Hyatt House Naples/5th Avenue
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
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Aug 11 to Aug 12
CA $104
CA $116 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (1,544 reviews)
"Nice stay with plenty of room."

Reviewed on Jul. 28, 2025

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 10,345 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

Sunset Tour in Naples Bay on a New Godfrey- All included

Sunset Tour in Naples Bay on a New Godfrey- All included

CA $137
per adult
Sunset Tour in Naples Bay on a New Godfrey- All included
Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

CA $137
per adult
Best of Marco Dolphin Tour
Everglades: Mangrove Maze Airboat Tour and Boardwalk

Everglades: Mangrove Maze Airboat Tour and Boardwalk

CA $129
per adult
100% of travellers recommend
Everglades: Mangrove Maze Airboat Tour and Boardwalk
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 $288. 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.