Estero Island Vacations from $640
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The Latest Estero Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Fort Myers near Eastwood Village
$673
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (30 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
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See all available trips from Columbus to Estero Island
View all tripsStay near popular Estero Island attractions
Bowditch Point Park
8.6/10 (621 reviews)
You can take time to visit Bowditch Point Park during your travels to Fort Myers Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.
Times Square
9.0/10 (18 reviews)
After visiting Times Square, make a plan to see the other sights and activities in Fort Myers Beach.
Santini Marina Shopping Plaza
8.8/10 (527 reviews)
You can browse for the perfect souvenirs at Santini Marina Shopping Plaza during your visit to Fort Myers Beach. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.
Mound House
7.8/10 (28 reviews)
Learn about the local history of Fort Myers Beach with a stop at Mound House. Wander the beautiful beaches and seaside in this family-friendly area.
Bay Oaks Recreation Center
8.0/10 (120 reviews)
After visiting Bay Oaks Recreation Center, make a plan to see the other sights and activities in Fort Myers Beach. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.
What to do in Estero Island
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
$55
per adult
Estero Island Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$194 nightly
$216 total
Sep 23 - Sep 24
Total with taxes and fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$135 nightly
$151 total
Sep 21 - Sep 22
Total with taxes and fees
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
$258 nightly
$288 total
Sep 28 - Sep 29
Total with taxes and fees
9.4/10 Exceptional! (1,442 reviews)
"Property was well maintained….. clean, pleasant, so many amenities. Breakfast was exceptional. Poolside service, room service. They did not miss anything! New mattress in our unit and all of the personnel were friendly, helpful and efficient! I honestly can not think of one negative comment. So thankful ..."
Reviewed on Sep 18, 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.
Find the Best Estero Island Vacation Packages
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- Visit Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
