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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $969
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Beautiful place, nice amenities. My only complaint is that it is a time-share location, and they will beat you to death to get you to join. Very annoying. We wanted a vacation, not a sales pitch.

Reviewed on Oct 6, 2026

The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $2,567
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,182 reviews)
Me gusta mucho este hotel , he estado dos veces hospedada ahí , me gusta mucho q aceptan mascotas , muy cerca de la playa , restaurantes, mercados , tiendas . Me gustaría volver .

Reviewed on Oct 6, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
CA $1,480
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Resort Harbour Properties

Resort Harbour Properties

Punta Rassa
Save 100% on your flight
CA $3,300
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (372 reviews)
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.

Reviewed on Aug 11, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

CA $2,317
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 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
A coastal scene with a lighthouse, beach, and ocean.

West End

3 out of top 10 points of interest in this area

While visiting West End, you might make a stop by sights like J. N. Ding Darling National Wildlife Refuge and Bowman's Beach.

A coastal scene with a lighthouse, beach, and ocean.

East End

3 out of top 10 points of interest in this area

While visiting East End, you might make a stop by sights like Sanibel Island Northern Beach and Sanibel Island Lighthouse.

A cyclist on a paved path alongside a road with cars, palm trees, and a liquor store sign.

Beachview Country Club Estates

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

A beach with a green umbrella and two lounge chairs.

Gulf Shores

While there might not be top attractions in Gulf Shores, you can explore the larger area and discover places like Bowman's Beach and J. N. Ding Darling National Wildlife Refuge.

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Sanctuary

While Sanctuary might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Blind Pass Beach and Turner Beach.

Mid Island Hotel Deals

Sanibel Island Beach Resort

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
CA $255
CA $324 total
Oct 15 - Oct 16
includes taxes & fees
Sanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
CA $471
CA $619 total
Oct 29 - Oct 30
includes taxes & fees
8.6/10 Excellent! (2,712 reviews)
"Tiki bar and restaurants were excellent and very good prices for excellent food. All staff were so helpful. So much to do. Rooms were spacious and comfy"

Reviewed on Oct 1, 2026

Sundial Beach Resort & Spa
Casa Ybel Resort

Casa Ybel Resort

2255 W. Gulf Dr. Sanibel FL
CA $362
CA $404 total
Oct 15 - Oct 16
includes taxes & fees
Casa Ybel Resort
See all 1,042 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.

Stay near popular Mid Island attractions

A street lined with palm trees and a sign for Periwinkle Place Shops.

Periwinkle Way

9.2/10 (560 reviews)
The island’s spine is also its commercial hub. Drive or bike the road’s length to find attractions and discover many stores and restaurants.
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A rustic wooden building with a metal roof, surrounded by trees and a gravel path.

Sanibel Historical Museum and Village

8.0/10 (5 reviews)
You can spend time browsing the exhibits at Sanibel Historical Museum and Village in Sanibel. Wander the beautiful beaches and seaside in this family-friendly area.
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A coastal landscape with a lake, fields, and scattered buildings.

Bailey's Beach

Why not spend a lazy afternoon at Bailey's Beach during your trip to Sanibel?
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Sanibel Island Golf Club

8.4/10 (152 reviews)
Enjoy a round of golf in Sanibel at Sanibel Island Golf Club. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.
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Dunes Golf and Tennis Club

Catch an event at Dunes Golf and Tennis Club during your trip to Sanibel. Wander the beautiful beaches and seaside in this family-friendly area.
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Gulfside City Park

Gulfside City Park is just one of the places to see in Sanibel, so why not enjoy the other things to explore during your travels? Discover the beautiful sunsets and lively bars in this family-friendly area.
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BIG Arts Center

8.8/10 (5 reviews)
You can make plans for a show at BIG Arts Center on your trip to Sanibel. Wander the beautiful beaches and seaside in this quaint area.
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Woodring Beach

Why not spend a lazy afternoon at Woodring Beach during your trip to Sanibel?
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Things to do

Dolphin and Shelling Cruise Tour at Fort Myers Beach

Dolphin and Shelling Cruise Tour at Fort Myers Beach

CA $103
per adult
100% of travellers recommend
Dolphin and Shelling Cruise Tour at Fort Myers Beach
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise

CA $84
per adult
Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $91
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
See all activities in Sanibel
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.