
Estero Island Vacations from $410
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The Latest Estero Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $735, price is now $410 per person
$410
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,009 reviews)
The room was clean but it smells very musty like needed window to air it out.
Reviewed on Nov 14, 2025

Matanzas Inn Bayside Resort and Marina
Price was $1,179, price is now $548 per person
$548
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Door slamming under cottage in the morning can be an early wake up call lol
Reviewed on Nov 14, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,110, price is now $608 per person
$608
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
18.4/10 Exceptional! (701 reviews)
The property was beautiful. The staff was friendly. The bed and pillows were amazing.
Reviewed on Nov 15, 2025

Home2 Suites by Hilton Fort Myers Airport
Save 100% on your flight
Price was $764, price is now $460 per person
$460
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
18/10 Exceptional! (398 reviews)
The hotel was very clean, cozy, and well-maintained, creating a comfortable and relaxing atmosphere from the moment I arrived. The staff was friendly and helpful, and the room had everything I needed for a pleasant stay. I especially appreciated how spacious and modern the suite felt. Overall, I would definitely stay here again and highly recommend it to anyone looking for a clean, comfortable, and welcoming place to stay.
Reviewed on Nov 2, 2025

OYO Waterfront Hotel - Cape Coral/Fort Myers, FL
Caloosahatchee
Save 100% on your flight
Price was $713, price is now $447 per person
$447
per person
Feb 7 - Feb 12
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
11.6/10 Exceptional! (1,003 reviews)
This hotel was close to everything which made it convenient for us. However, we found two cockroaches in the kitchen area.
Reviewed on Mar 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Estero Island
View all tripsDiscover the most popular places to visit in Estero Island

Lynn Hall Memorial Park
Walk over the water on a long pier that’s popular day and night for the breeze and fishing.

Bunche Beach
Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

Castle Beach
Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?
What to do in Estero Island

Fort Myers Beach Sunset Excursion
$65
per adult
100% of travellers recommend

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
$65
per adult
Estero Island Hotel Deals

Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$204 nightly
The price is $228 total per night from Dec 2 to Dec 3
$228 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (1,618 reviews)
Great staff and clean and comfortable room.
Reviewed on Nov 11, 2025

Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $203 total per night from Nov 19 to Nov 20
$203 total
Nov 19 - Nov 20
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Breakfast was great but not included with the room price The 29 drink credit we had to ask them about it as we didn’t receive it upon check in. But they gave us a rum barrell drink ticket snd domestic beer drink ticket and he tossed in a couple of xtras. We don’t care for the rum drinks. But overall ...
Reviewed on Nov 15, 2025

Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
$254 nightly
The price is $284 total per night from Nov 20 to Nov 21
$284 total
Nov 20 - Nov 21
Total with taxes and fees
9.4/10 Exceptional! (1,159 reviews)
Chester was very personable and helpful. All the front desk people very knowledgeable and helpful. We arrived at 8 am and were upgraded to an available room after arriving from another hotel.
Reviewed on Nov 13, 2025
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.



















