Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

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

Innovation Hotel

4 out of 5
Price was CA $987, price is now CA $609 per person
CA $609
per person
Oct 16 - Oct 19
found 21 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (505 reviews)
Ultra modern and clean. Friendly staff

Reviewed on Aug. 10, 2025

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 $1,926, price is now CA $1,050 per person
CA $1,050
per person
Oct 30 - Nov 2
just found
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.

Reviewed on Aug. 14, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,356, price is now CA $1,416 per person
CA $1,416
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
We stayed there a few weeks ago for our 19th year wedding anniversary. The rooftop sunset was amazing, diner with that view, even better. The restaurant paid attention to our reservations being labeled as an anniversary and surprised us with a unexpected desert. The pool, the property, the staff all amazing. If it wasn't for a billing/check out issue ( that they eventually corrected) it would have been the best hotel experience we have had since our honeymoon. This is the 3rd time staying at a perry hotel (twice in key West) and we can not wait to come back!!!

Reviewed on Aug. 19, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was CA $1,233, price is now CA $757 per person
CA $757
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
8.2/10 Very Good! (1,004 reviews)
Very nice and friendly place

Reviewed on Aug. 16, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,593, price is now CA $1,000 per person
CA $1,000
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
9.2/10 Wonderful! (579 reviews)
They gave me the room at 4:45 because it wasn't ready

Reviewed on Aug. 18, 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
The price is CA $209 per night from Sep 7 to Sep 8
CA $209
CA $293 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,716 reviews)
"Súper friendly staff and great amenities"

Reviewed on Aug. 17, 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 $175 per night from Sep 1 to Sep 2
CA $175
CA $195 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,402 reviews)
Good location
"Ventilation could use some matainance. It did some strange vents maybe had mold around them. Kitchen chairs very heavy to move without disturbing rooms below. Over all nice roomy place with good location ."

Reviewed on Aug. 15, 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 $94 per night from Sep 1 to Sep 2
CA $94
CA $104 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,591 reviews)
"Very friendly and helpful staff"

Reviewed on Aug. 17, 2025

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 10,350 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 $88
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 $96
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 $609. 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.