Estero Island Vacations from $1,020
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The Latest Estero Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Manasota Key Resort
Save 100% on your flight
Price was $1,541, price is now $1,020 per person
$1,020
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (340 reviews)
We loved our stay. Thank you so much for the great hospitality
Reviewed on Oct 22, 2026
The Suites at Fishermen’s Village
Punta Gorda Isles
Save 100% on your flight
Price was $1,876, price is now $1,185 per person
$1,185
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,348 reviews)
Very nice accommodations. When we had a problem with the AC Linda was very willing to help get us into another vacant room. Great view of the bay
Reviewed on Nov 12, 2026
The Perry Hotel Naples
Price was $2,234, price is now $1,447 per person
$1,447
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)
If you are looking for a fantastic resort that’s nearby everything SWFL has to offer. This is the resort for you! I wasn’t sure what to expect booking but it was great. From the staff, to the room, the food and private boat to the beach. Every detail was noted and appreciated. I cannot wait to return! Thank you for making a tough trip into a wonderful one!
Reviewed on Nov 13, 2026
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What to do in Estero Island
Sunset Cruise Fort Myers Beach
$48
per adult
100% of travellers recommend
Estero Island Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $239 total per night from Nov 15 to Nov 16
$239 total
Nov 15 - Nov 16
Total with taxes and fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $216 total per night from Nov 16 to Nov 17
$216 total
Nov 16 - Nov 17
Total with taxes and fees
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Dec 9 to Dec 10
$157 total
Dec 9 - Dec 10
Total with taxes and fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
