Estero Island Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Stephanie Karasek
  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Estero Island Vacation Packages

Estero Island Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is ¥30,043 per night from May 26 to May 27
¥30,043
¥41,412 total
May 26 - May 27
includes taxes & 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

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
The price is ¥22,868 per night from May 12 to May 13
¥22,868
¥29,015 total
May 12 - May 13
includes taxes & fees
9/10 Wonderful! (1,455 reviews)
This is a hard one. We loved the location. The room was very clean & updated. We loved that they provided beach towels & we didn’t have to pack those! We could walk to everything! But the staff… they couldn’t get on the same page. We were told we could stop

Reviewed on May 5, 2026

Lani Kai Beachfront Resort
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
The price is ¥31,249 per night from May 26 to May 27
¥31,249
¥45,219 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,342 reviews)
Staff very friendly, room clean and property very clean

Reviewed on May 5, 2026

Pink Shell Beach Resort and Marina
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.

Discover the most popular places to visit in Estero Island

What to do in Estero Island

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.