Estero Island Vacation Packages 2026 from $733

Photo by Stephanie Karasek

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The Latest Estero Island vacation packages

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

Marco Beach Ocean Suites

South End

Save 100% on your flight

$733

per person

Dec 4 - Dec 7

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (1,548 reviews)

Beautiful views! Clean place even though it was under construction.

Reviewed on Oct 23, 2026

The Perry Hotel Naples

Save 100% on your flight

$1,033

per person

Jan 9 - Jan 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,182 reviews)

Landing Apartments Fort Myers near Eastwood Village

Save 100% on your flight

$818

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (31 reviews)

This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave

Save 100% on your flight

$2,108

per person

Jan 6 - Jan 12

found 10 hours ago

Roundtrip flight included

New York (NYC) to Fort Myers (RSW)

No reviews

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$2,909

per person

Dec 25 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 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

$59

per adult

100% of travellers recommend

Copacetic Day Sail

$70

per adult

100% of travellers recommend

Parasailing Adventure on Fort Myers Beach (400 Foot Flight)

$105

per adult

94% 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

$210 nightly

$234 total

Oct 25 - Oct 26

Total with taxes and fees

9/10 Wonderful! (2,688 reviews)

"Our favorite place to stay."

Reviewed on Oct 23, 2026

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$165 nightly

$184 total

Nov 3 - Nov 4

Total with taxes and fees

The Lighthouse Resort Inn & Suites

1051 5th St Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

$134 nightly

$149 total

Nov 3 - Nov 4

Total with taxes and fees

8.6/10 Excellent! (1,832 reviews)

"Had various stays there before, but this was the BEST room. Location was terrific for us, pool & bar right outside the door, but away from the main Tiki Bar (where all the noise is). Will definitely ask for that room again on our next visit."

Reviewed on Oct 23, 2026

See all 2,894 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.