
Mid Island Vacations from $298
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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
Save 100% on your flight
Price was $533, price is now $298 per person
$298
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (417 reviews)
New hotel, great room with river views and very comfortable beds, 2 beautiful pools with bars, food is limited at bars.
Reviewed on Oct 12, 2025

Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $757, price is now $366 per person
$366
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
I really liked that it wascebtrally located as i used public transportation and felt i could get downtown and the beach easily. Staff were super nice!
Reviewed on Oct 11, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $964, price is now $479 per person
$479
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Our experience at La Playa was exceptional, everything was what we wanted and expected it to be
Reviewed on Sep 29, 2025

South Seas Resort
Save 100% on your flight
Price was $1,458, price is now $843 per person
$843
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,003 reviews)
The room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was such a memorable experience. Overall, it was an amazing trip for both kids and adults. Thank you!
Reviewed on Oct 10, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $820, price is now $495 per person
$495
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (639 reviews)
We love this Hyatt although the food is limited and construction around the area is bad.
Reviewed on Oct 11, 2025
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

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.
Mid Island Hotel Deals

Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $243 total per night from Oct 29 to Oct 30
$243 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (1,330 reviews)
"Safe parking, nice area."
Reviewed on Oct 11, 2025

Sundial Beach Resort & Spa
1451 Middle Gulf Drive, Sanibel, FL
$388 nightly
The price is $433 total per night from Oct 21 to Oct 22
$433 total
Oct 21 - Oct 22
Total with taxes and fees
8.6/10 Excellent! (2,576 reviews)
"The ocean view 1 minute to the beach"
Reviewed on Sep 22, 2025

Kona Kai Motel
1539 Periwinkle Way, Sanibel, FL
$164 nightly
The price is $183 total per night from Oct 13 to Oct 14
$183 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (930 reviews)
"Lovely staff, clean rooms,"
Reviewed on Oct 5, 2025
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.
Discover the most popular places to visit in Mid Island

Periwinkle Way
5/5(2 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.

Sanibel Historical Museum and Village
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.

Sanibel Island Southern Beach
4.5/5(171 reviews)
Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?
Things to do

Fort Myers Beach Sunset Excursion
$60
per adult
100% of travellers recommend

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
$65
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.