Midtown Vacations from $675
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The Latest Midtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
$796
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back.
Reviewed on Aug 13, 2026
Manasota Key Resort
$920
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (307 reviews)
El lugar nos encantó la ubicación es increíble verdaderamente llegas al paraíso tiene mucho entretenimiento para adultos y niños bicicletas, kayak, juegos todos sin cargo extra muy bien pensado y los atardeceres son increíbles las vistas son expertaculares de seguro volveremos
Reviewed on Aug 12, 2026
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Villas
1 out of top 10 points of interest in this area
The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.
Iona
While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.
Punta Rassa
1 out of top 10 points of interest in this area
Punta Rassa is a destination visitors seek out for is beaches, abundant dining options, and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighborhood.
South Fort Myers
While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf.
Daniels Corridor
2 out of top 10 points of interest in this area
While visiting Daniels Corridor, you might make a stop by sights like Lee Health Sports Complex and JetBlue Park at Fenway South.
Midtown Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$197 nightly
$220 total
Sep 8 - Sep 9
Total with taxes and fees
9/10 Wonderful! (2,431 reviews)
"We had a wonderful stay at Margaritaville Fort Myers Beach! From the moment you arrive, you immediately feel the relaxed and fun island vibe, and the service throughout the resort was excellent. We especially loved the easy access to the beach and the fact that beach chairs and umbrellas are included—it ..."
Reviewed on Aug 15, 2026
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
$63 nightly
$70 total
Aug 16 - Aug 17
Total with taxes and fees
6.8/10 (1,145 reviews)
"Ok"
Reviewed on Aug 14, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$136 nightly
$152 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (1,903 reviews)
"There where bugs and we told them and they said you have to refund"
Reviewed on Aug 15, 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.
Stay near popular Midtown attractions
Fort Myers Historical Museum
10.0/10 (1 review)
You can spend time studying the exhibits at Fort Myers Historical Museum during your travels in Fort Myers. Stroll along the beautiful beaches or attend a baseball game in the area.
Things to do
Fort Myers Beach Sunset and Dolphin Watching Cruise
$63
per adult
100% of travellers recommend
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
$60
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.