Estero Island Vacation Packages
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Top Estero Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Bellasera Resort
Old Naples
9.6/10 Exceptional! (2,335 reviews)
Nov 27 - Nov 30
3 night stay
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
United • Roundtrip • Coach
Price was $1,755, price is now $1,157 per person
$1,157
per person
found 1 day ago
Excellent staff...everyone. Rooms were also great.
Reviewed on Oct 12, 2026
3.0-star property
Southseas
No reviews
Dec 28 - Jan 4
7 night stay
Indianapolis (IND) to Fort Myers (RSW)
Southwest Airlines • Non-stop • Coach
Fort Myers (RSW) to Indianapolis (IND)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,653, price is now $2,520 per person
$2,520
per person
found 4 hours ago
3.5-star property
Resort Harbour Properties
Punta Rassa
9.6/10 Exceptional! (372 reviews)
Dec 25 - Jan 1
7 night stay
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
United • Roundtrip • Coach
Save 100% on your flight
Price was $3,612, price is now $2,577 per person
$2,577
per person
found 1 day ago
On the property description it showed that there was access to the resort pool but you cannot use it.
Property is not really near anything unless you have a car. It would have been nice to have used the pool with the tiki bar and restaurant.
The view was beautiful and the condo was very clean.
Reviewed on Oct 17, 2026
Top rated hotels for your Estero Island vacation package
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
2.74 mi from city center
$202 nightly
The price is $226 total per night
$226 total
Nov 3 - Nov 4
Total with taxes and fees
At Margaritaville Beach Resort Fort Myers , guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 35 per day. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and concierge services. Other amenities at this beach hotel include free WiFi in public areas, a business center, and a terrace.
Pool
Spa
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
2.59 mi from city center
$139 nightly
The price is $155 total per night
$155 total
Oct 18 - Oct 19
Total with taxes and fees
Guests staying at Lani Kai Beachfront Resort enjoy an outdoor pool, a rooftop terrace, and free WiFi in public areas. Self parking is offered for USD 20.00 per night. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. Other amenities at this beach hotel include laundry facilities, a gift shop, and a picnic area.
Pool
Free WiFi
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
2.84 mi from city center
$147 nightly
The price is $164 total per night
$164 total
Oct 18 - Oct 19
Total with taxes and fees
Guests of The Lighthouse Resort Inn & Suites enjoy features like 2 outdoor pools, free WiFi in public areas, and coffee in a common area. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-out, a terrace, and laundry facilities.
Pool
Pet friendly
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.
Things to do
Fort Myers Beach Sunset and Dolphin Watching Cruise
$70
per adult
100% of travellers recommend
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
$55
per adult
Dolphin and Shelling Cruise Tour at Fort Myers Beach
$75
per adult
100% of travellers recommend
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