Mid Island Vacation Packages
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Top Holiday Package Deals in Mid Island
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
CA $1,339
per person
Oct 29 - Nov 4
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
My husband and I were able to check in right on time. We were given a helpful overview of the property, a map, and list of the numerous amenities (complimentary kayaks, bikes, beach towels, pools and hot tubs, as well as the many restaurants, shops, rentals, and beach services) and opening and closing times said amenities. Prices for amenities and rentals were reasonable in my opinion. The restaurants range in price from reasonable to upscale dining.
Our room was exactly as pictured. The entire property including the private beach - which was just across the road - were exceptionally clean. My only complaint was our bed was very firm for our tastes.
The Gulf side beach was gorgeous. We saw many shore birds and dolphins. The bay side features a large marina and manatees in the cove.
All staff we encountered were very friendly and helpful.
We stayed in mid September and it appeared that most of the rooms were filled, but it was still very relaxing, quiet, and uncrowded.
The location is excellent. It's easy to find off the main road through the islands and it's only a short drive to the attractions and beaches in both Sanibel and Captiva.
Overall I would recommend and would stay here again.
Reviewed on Sep 20, 2026
Landing Apartments Fort Myers near Eastwood Village
CA $957
per person
Dec 11 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (30 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
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
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.
TP Hill's
When in TP Hill's, you can plan a visit to Key West Express and Estero Boulevard Beach, some noteworthy sights in the nearby area.
Downtown Fort Myers Beach
1 out of top 10 points of interest in this area
If you're spending some time in Downtown Fort Myers Beach, Lynn Hall Memorial Park and Estero Boulevard Beach are top sights worth seeing.
Winklers
While Winklers might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Key West Express and Estero Boulevard Beach.
Laguna Shores
Though Laguna Shores might not have many top sights, you can venture to the surrounding area to see attractions like Lover's Key Beach and Santini Marina Shopping Plaza.
Mid Island Hotel Deals
Flamingo Inn
6090 Estero Blvd Fort Myers Beach FL
CA $133
CA $242 total
Sep 30 - Oct 1
includes taxes & fees
8/10 Very good! (1,025 reviews)
"La limpieza es súper excelente,pero saqué la reserva por expidia y pagué un dinero por adelantado y me ponían que cuando llegara a la reserva pagaba el restante y no fue así,tuve que pagar la reserva completa y al hora tengo que hacer el reclamo a expido 😔,por lo demás todo excelente"
Reviewed on Sep 8, 2026
Labor Day, XMas🎄Available- Beach 🏖️ 2min walk🩴
Fort Myers Beach FL
10/10 Exceptional! (139 reviews)
"We have been vacation in FMB since 2017 and this property was by far the cleanest and the communication with Jackie was seamless and prompt. Although the pictures are accurate they do not convey the overall quality of the property. The amount of organization and attention to detail is second to none. ..."
Reviewed on Jul 4, 2026
5350 Chasing Sunshine: 5BD/4.5BA Pool Home, Steps to Sand!
Fort Myers Beach FL
10/10 Exceptional! (7 reviews)
"Enjoyed our stay! Very convenient and beautiful house. Highly recommend!"
Reviewed on Jul 19, 2026
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.
Frequently asked questions
How much does a Mid Island vacation package cost?
Starting from a low CA $771, 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?
Sterling Ave Beach
10.0/10 (2 reviews)
Why not spend a lazy afternoon at Sterling Ave Beach during your trip to Fort Myers Beach?
Mound House
7.8/10 (28 reviews)
Learn about the local history of Fort Myers Beach with a stop at Mound House. Wander the beautiful beaches and seaside in this family-friendly area.
Things to do
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
CA $100
per adult
90% of travellers recommend
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
CA $90
per adult
Guided Kayak Eco Tour - Bunche Beach
CA $97
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.