Estero Island Vacation Packages 2026 from $719

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The Latest Estero Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

$719

per person

Dec 21 - Dec 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (123 reviews)

The Perry Hotel Naples

Save 100% on your flight

$1,130

per person

Dec 21 - Dec 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,182 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$2,047

per person

Dec 21 - Dec 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

GullWing Beach Resort

South Island

Save 100% on your flight

$886

per person

Jan 11 - Jan 15

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (976 reviews)

Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities.

Reviewed on Oct 17, 2026

Edison Beach House

$895

per person

Dec 21 - Dec 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,921 reviews)

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Stay near popular Estero Island attractions

Bowditch Point Park

8.6/10 (621 reviews)

You can take time to visit Bowditch Point Park during your travels to Fort Myers Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.

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Times Square

9.0/10 (18 reviews)

After visiting Times Square, make a plan to see the other sights and activities in Fort Myers Beach.

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Santini Marina Shopping Plaza

8.8/10 (527 reviews)

You can browse for the perfect souvenirs at Santini Marina Shopping Plaza during your visit to Fort Myers Beach. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

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Mound House

7.8/10 (28 reviews)

Learn about the local history of Fort Myers Beach with a stop at Mound House. Wander the beautiful beaches and seaside in this family-friendly area.

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Bay Oaks Recreation Center

8.0/10 (120 reviews)

After visiting Bay Oaks Recreation Center, make a plan to see the other sights and activities in Fort Myers Beach. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.

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What to do in Estero Island

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

Copacetic Day Sail

$70

per adult

100% of travellers recommend

See all activities in Estero Island

Estero Island Hotel Deals

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$202 nightly

$226 total

Nov 3 - Nov 4

Total with taxes and fees

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$149 nightly

$166 total

Nov 2 - Nov 3

Total with taxes and fees

The Lighthouse Resort Inn & Suites

1051 5th St Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$147 nightly

$164 total

Oct 25 - Oct 26

Total with taxes and fees

8.6/10 Excellent! (1,821 reviews)

"*the room on the first floor smelled with mold room #152 also zero handicap rooms the couch looks soiled and mildew smelling Icould not stay in that room front desk girls when asked why no handicap Ed rooms they got an attitude and said it was a family owned business but gave no good answers need ..."

Reviewed on Oct 17, 2026

See all 2,891 properties in Estero Island

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.