Mid Island Vacations from $489

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The Latest Mid Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

Save 100% on your flight
$489
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

$1,296
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,074 reviews)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$894
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
So nice to have the benefit of being able to enjoy both the beach side and bay side.

Reviewed on Aug 31, 2026

Casa Ybel Resort

Casa Ybel Resort

Mid Island
Save 100% on your flight
$859
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (412 reviews)
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on Aug 30, 2026

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

Save 100% on your flight
$745
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,781 reviews)
*

Reviewed on Sep 1, 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.

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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.

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.

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
$206 nightly
$230 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (2,255 reviews)
"The property was really nice the staff was good . The only suggestion I have would be to do something about the stuffy and smell in the hallway to the rooms. The other suggestion would be calibrate the ac and thermostat the room was either to hot or to cold there was no median temperature."

Reviewed on Aug 31, 2026

Sanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
$398 nightly
$444 total
Sep 2 - Sep 3
Total with taxes and fees
Sundial Beach Resort & Spa
Sanibel Siesta on the Beach

Sanibel Siesta on the Beach

1246 Fulgur Street Sanibel FL
9.2/10 Wonderful! (40 reviews)
"This place was great. Family of 4, right there on the beach. Place was amazing"

Reviewed on Aug 20, 2026

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Sanibel Siesta on the Beach
See all 1,049 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 white building with a green roof, surrounded by lush greenery and a clear blue sky.

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 quaint area.
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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 family-friendly 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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Herb Strauss Schoolhouse Theater

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

Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

$63
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.