Midtown Vacations from $587
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The Latest Midtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Save 100% on your flight
Price was $888, price is now $587 per person
$587
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (788 reviews)
Food was great, two pools (family and adults only) the room was clean which is extremely important and a great view
Reviewed on May 7, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,970, price is now $1,114 per person
$1,114
per person
Jun 28 - Jul 4
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South
Reviewed on May 9, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,176, price is now $790 per person
$790
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (2,556 reviews)
Absolutely beautiful
Reviewed on May 9, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,128, price is now $774 per person
$774
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,192 reviews)
place was immaculate beds for super comfy
Reviewed on May 5, 2026
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Iona
While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.
Midtown Hotel Deals
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Jun 1 to Jun 2
$58 total
Jun 1 - Jun 2
Total with taxes and fees
6.8/10 (1,071 reviews)
Great deal with awesome amenities ❤️
Reviewed on May 9, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$247 nightly
The price is $275 total per night from Jun 10 to Jun 11
$275 total
Jun 10 - Jun 11
Total with taxes and fees
9/10 Wonderful! (2,077 reviews)
Omg…the pool is just disgusting! People blow their noses it & so on
Reviewed on May 10, 2026
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
$253 nightly
The price is $279 total per night from Jun 1 to Jun 2
$279 total
Jun 1 - Jun 2
Total with taxes and fees
9.2/10 Wonderful! (1,875 reviews)
Perfect spot for both beach and pool.
Reviewed on May 9, 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.
Discover the most popular places to visit in Midtown
Edison Mall
You can enjoy retail therapy at Edison Mall during your visit to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.
Edison and Ford Winter Estates
Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.
Sanibel Harbour
Commune with nature and explore the great outdoors at Sanibel Harbour during your travels in Fort Myers. Stroll along the waterfront or visit the spas in this family-friendly area.
Things to do
Fort Myers Beach Sunset and Dolphin Watching Cruise
$70
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.