Mid Island Vacations from $594

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The Latest Mid Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$594
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,182 reviews)
Justo lo que se necesita para relajarse un fin de semana

Reviewed on Oct 17, 2026

GullWing Beach Resort

GullWing Beach Resort

South Island
Save 100% on your flight
$1,473
per person
Jan 2 - Jan 9
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (976 reviews)
Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities.

Reviewed on Oct 17, 2026

Windward Passage Resort

Windward Passage Resort

Save 100% on your flight
$1,039
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (19 reviews)
Edison Beach House

Edison Beach House

$895
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,921 reviews)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

$850
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (123 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 coastal scene with a lighthouse, beach, and ocean.

West End

4 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
$204 nightly
$227 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (2,371 reviews)
"No elevator. Limited menu in restaurant. Great room. Clean. Comfortable bed. It was close to a lot of nice restaurants and the the shell 🐚 museum which is a m i"

Reviewed on Oct 17, 2026

Sanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
$387 nightly
$432 total
Nov 18 - Nov 19
Total with taxes and fees
8.6/10 Excellent! (2,716 reviews)
"Gotta get rid of the sand chiggers."

Reviewed on Oct 17, 2026

Sundial Beach Resort & Spa
Casa Ybel Resort

Casa Ybel Resort

2255 W. Gulf Dr. Sanibel FL
$275 nightly
$306 total
Nov 18 - Nov 19
Total with taxes and fees
8.8/10 Excellent! (451 reviews)
"This was a beautiful resort. The pool area and poolside restaurant and bar were very well maintained. The staff was wonderful. We had a great time. There are lots of restaurants and activities around. Lots of shells."

Reviewed on Oct 17, 2026

Casa Ybel Resort
See all 995 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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Herb Strauss Schoolhouse Theater

You can get tickets for a performance at Herb Strauss Schoolhouse Theater on your trip to Sanibel. Stroll along the seaside or discover the beautiful sunsets in this quaint area.
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Things to do

Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

$70
per adult
100% of travellers recommend
Fort Myers Beach Sunset and Dolphin Watching Cruise
Copacetic Day Sail

Copacetic Day Sail

$70
per adult
100% of travellers recommend
Copacetic Day Sail
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
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.