
Estero Island Vacations from $754
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The Latest Estero 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 $1,232, price is now $754 per person
$754
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
Everything was terrific from the beautiful rooms, 2 pools, excellent and helpful staff to the breakfast bar in the morning. There are shuttles by van and boat to the beaches abs other locations. The new Tigress restaurant and outdoor bar were a perfect way to end the day.
Reviewed on May 3, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,464, price is now $875 per person
$875
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,007 reviews)
Nice, high end facility with friendly staff. Check in was easy, check out was easy, going to the beach was easy… very relaxing stay.
Reviewed on May 4, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $1,767, price is now $1,108 per person
$1,108
per person
Jul 8 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (843 reviews)
I have been a customer for the last 10 years of this place and it never disappoints
Reviewed on May 5, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,259, price is now $805 per person
$805
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,184 reviews)
beautiful views but very disappointing experience. Rooms were great but difficult to get to. No one available to help. All toomsv on 2nd floor but illogical placement of room numbers. No food or activity after 10 pm. No map of rooms. No breakfast options before 8 am. Room had view of open dumpster.
Reviewed on May 5, 2026

Shell Island Beach Club
East End
Save 100% on your flight
Price was $2,164, price is now $1,398 per person
$1,398
per person
Jul 25 - Aug 1
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (23 reviews)
Beautiful view and beautiful beach!
Reviewed on Aug 2, 2025
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Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$277 nightly
The price is $308 total per night from May 6 to May 7
$308 total
May 6 - May 7
Total with taxes and fees
9/10 Wonderful! (2,066 reviews)
We had a short little trip to Margaritaville with our 2 year old in between making our way up to Disney. Pro's: clean, amazing staff that was always so helpful, table chairs and umbrella on the beach was great, location to times square and shopping/restaurants, food and drinks were great and reasonably ...
Reviewed on May 5, 2026

Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
$165 nightly
The price is $184 total per night from May 11 to May 12
$184 total
May 11 - May 12
Total with taxes and fees
9/10 Wonderful! (1,452 reviews)
Loved it from first minute
Reviewed on May 2, 2026

Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
$277 nightly
The price is $308 total per night from Jun 4 to Jun 5
$308 total
Jun 4 - Jun 5
Total with taxes and fees
9.4/10 Exceptional! (1,342 reviews)
Staff very friendly, room clean and property very clean
Reviewed on May 5, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















