Mid Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Mid Island

Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was CA $2,290, price is now CA $1,415 per person
CA $1,415
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)
Beautiful location.

Reviewed on Nov 8, 2026

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 $4,954, price is now CA $3,233 per person
CA $3,233
per person
Jan 17 - Jan 21
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Great resort. Probably the nicest on the entire run of resorts on this beach. And that includes the Ritz-Carlton just upo the way. Obviously, the Ritz is classier, but La Playa felt more exclusive and comfortable. The beach experience is top-notch, with complimentary umbrellas and beach chairs upon request. The bar and restaurant were very good. Drinks are pricey, to be sure, which can add up if you're ordering while relaxing on the beach for days on end. About a 25 minute drive to the best restaurants and shops in Old Town Naples. This was a little far for us, since we didn't have a car and Uber'd whenever we went out. Overall, a very nice experience.

Reviewed on Nov 9, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,148, price is now CA $1,498 per person
CA $1,498
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Price was CA $4,798, price is now CA $3,407 per person
CA $3,407
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
No reviews

Where to stay in Mid Island

Find the best Mid Island areas and neighborhoods for the activities you enjoy most. Learn more about Mid Island
A pier extending into the water with two gazebos at the end, under a sunset sky.

South Island

2 out of top 10 points of interest in this area

While visiting South Island, you might make a stop by sights like Santini Marina Shopping Plaza and Castle Beach.

Find hotels in South Island

Mid Island Hotel Deals

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴

Fort Myers Beach FL
10/10 Exceptional! (140 reviews)
"Very clean and excellent communication. Only issue was ice maker otherwise this home met all expectations!And great location.Curtis"

Reviewed on Oct 8, 2026

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OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴
Flamingo Inn

Flamingo Inn

3 out of 5
6090 Estero Blvd Fort Myers Beach FL
The price is CA $140 per night from Nov 17 to Nov 18
CA $140
CA $250 total
Nov 17 - Nov 18
includes taxes & fees
8/10 Very good! (1,028 reviews)
"The inn is sweet and beautiful. Absolutely spotless!"

Reviewed on Oct 27, 2026

Flamingo Inn
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!

🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!

Fort Myers Beach FL
8.6/10 Excellent! (12 reviews)
5 Stars
"Great location and a comfortable place to stay. Clean, well-equipped, and close to the beach and local restaurants. Would recommend."

Reviewed on Sep 9, 2026

Get rates
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
See all 739 properties in Mid 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
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Mid Island vacation package cost?
Starting from a low CA $1,415, a vacation package is your passport to cheap travel. Custom make your Mid Island escape by choosing from our great range of hotels, airfares and rental cars.
How do I get a cheap travel package to Mid Island?
Creating your own Mid Island vacation package with Expedia is a simple way to save. We offer access to over 550 partner airlines and 1,000,000 properties worldwide. With such an extensive range to choose from, you'll have no issues creating your ideal trip.
Where should I stay in Mid Island?
A vacation in Mid Island isn't complete without visiting Castle Beach, Santini Marina Shopping Plaza and Bay Oaks Recreation Center. Spend your evenings near these tourist attractions and make sightseeing easy.
What are the top hotels in Mid Island?
Get your vacation off to an excellent start by staying at Smugglers Cove 6a6 2 Bedroom Condo By Redawning. It's one of most popular properties in Mid Island. Another leading option is Outrigger Beach Resort.
How far in advance should I book my Mid Island vacation?
It can be tricky to know when is the perfect time to book your trip to Mid Island. But usually the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you're hoping for a last-minute getaway, no need to stress! There are great deals advertised on Expedia every single day.
What does an Expedia Mid Island travel package include?
Hotels, flights and car rentals — we connect you to all the best deals. All you'll have to do is figure out your favorite combination. Once you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to put together an exciting Mid Island trip.
What should I know before booking a Mid Island travel package?
You'll enjoy excellent savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a budget family adventure, explore our package deals today.
Can I choose my airline with a Mid Island Expedia vacation package?
The choice is all yours! Expedia has access to more than 550 airlines globally, so you can customize your Mid Island vacation according to your travel preferences.
If I'm not able to travel, can I cancel my Mid Island vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a Mid Island vacation package and have to cancel or amend it, we're here to help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Stay near popular Mid Island attractions

Estero Boulevard Beach

9.0/10 (177 reviews)
Why not spend a lazy afternoon at Estero Boulevard Beach during your trip to Fort Myers Beach?
See properties

Things to do

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

CA $68
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $90
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
See all activities in Fort Myers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.