Estero Island Vacation Packages
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Top Estero Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
Price was CA $782, price is now CA $538 per person
CA $538
per person
Jul 9 - Jul 12
found 24 hours ago
Roundtrip flight included
Buffalo (BUF) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
That staff was exceptional... my brother became ill when we arrived and they couldn't have been more caring or thoughtful
Reviewed on Apr 28, 2026
The Perry Hotel Naples
Price was CA $896, price is now CA $557 per person
CA $557
per person
Jul 9 - Jul 12
found 24 hours ago
Roundtrip flight included
Buffalo (BUF) to Fort Myers (RSW)
9.4/10 Exceptional! (758 reviews)
Hard to find parking and valet closes early. Front desk was not helpful at check in and didn’t explain the amenities at all. They did not honor Expedia free drink voucher at stated when I made my reservation. Rooftop bar is very busy and hard to get a reservation or spot at the bar as it is open to the public, but great drinks and views. Room was very nice.
Reviewed on Apr 27, 2026
Mariners Boathouse by Coolvacay
South Island
Price was CA $1,657, price is now CA $1,110 per person
CA $1,110
per person
Jun 18 - Jun 24
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Very nice condo. Views are amazing. Nice place. Would recommend.
Reviewed on Mar 6, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was CA $1,163, price is now CA $813 per person
CA $813
per person
Jul 9 - Jul 12
found 24 hours ago
Roundtrip flight included
Buffalo (BUF) to Fort Myers (RSW)
9/10 Wonderful! (831 reviews)
It was amazing!
Chantel helped us check in and the process was smooth. Overall we had a blast!
Reviewed on Apr 28, 2026
Estero Island Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
The price is CA $272 per night from May 18 to May 19
CA $272
CA $371 total
May 18 - May 19
includes taxes & fees
9/10 Wonderful! (2,050 reviews)
Everything was super good. I am very happy with my stay. Thank you.
Reviewed on Apr 27, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from May 19 to May 20
CA $193
CA $246 total
May 19 - May 20
includes taxes & fees
9/10 Wonderful! (1,438 reviews)
The location was fabulous, and the beach is absolutely beautiful and extremely well kept. They’re in there plenty of places for food, drink, and entertainment.
Reviewed on Apr 28, 2026
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
9.4/10 Exceptional! (1,332 reviews)
Very clean room, staff was very helpful and delightful. Free breakfast is very good deal and a lot of food. The views from our room which included the octopool and the Gulf were stunning and amazing. We loved that the balconies are screening in top to bottom for safety too. 100% going back!!!
Reviewed on Apr 27, 2026
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
Bowditch Point Park
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.
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.
Lynn Hall Memorial Park
Why not spend a carefree afternoon at Lynn Hall Memorial Park during your travels in Fort Myers Beach? Amble around this family-friendly area's seaside and enjoy its lively bars.
What to do in Estero Island
Dolphin Wildlife Cruise Fort Myers Beach
CA $88
per adult
100% of travellers recommend
Clear Kayak Guided Eco Tour in North Naples
CA $123
per adult
100% of travellers recommend
Guided Kayak Eco Tour - Bunche Beach
CA $96
per adult
98% of travellers recommend
Explore a world of travel with Expedia
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- Pet-Friendly Hotels in Mid Island
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- Barefoot Beach
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- Bowditch Point Park
- Bunche Beach
- Cape Coral Vacations
- Coconut Point Mall
- Delnor-Wiggins Pass State Park
- Eagle Ridge Golf Club
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- Florida Gulf Coast University
- Visit Mid Island
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- Visit Fort Myers Beach
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- Hertz Arena
- Key West Express
- Legends Golf and Country Club
- Little Hickory Island Beach Park
- Lovers Key State Park Vacations
- Visit Lovers Key State Park
- Lynn Hall Memorial Park
- Mercato
- Naples Marina and Excursions
- Ostego Bay Marine Science Center
- Raptor Bay Golf Club
- San Carlos Golf Club
- San Carlos Island Vacations
- Sanibel Island Golf Club
- Sanibel Sea School
- Sanibel Vacations
- Six Mile Cypress Slough Preserve
- Southwest Florida Vacations
- Vanderbilt Beach
- Beach Vacation Packages Fort Myers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
