Estero Vacation Packages

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Your Estero Vacation

When a fun city getaway is calling, answer it with a vacation package to Estero. The neighborhood of Bonita Bay, which is great for golfing, cycling and walking, makes a terrific base for your adventures. If your trip to Estero includes a little sightseeing, visit much-loved attractions like Hertz Arena, Florida Gulf Coast University and Coconut Point Mall. Stop dreaming and start adventuring. Browse the broad range of options on Expedia today and finally put your Estero vacation plans into motion!

Top Estero Vacation Deals

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

Manasota Key Resort

2.5 out of 5
Price was CA $1,657, price is now CA $1,024 per person
CA $1,024
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (300 reviews)
We LOVED our trip to Manasota Key. Staff was outstanding, room very clean, beach was awesome. Enjoyed every minute. We will be back.

Reviewed on Jul 10, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $2,543, price is now CA $1,624 per person
CA $1,624
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
When looking over the balcony all you see is over grown trees and down below is trash. The elevator was between two buildings and you had to walk to the opposite end just to get to your room. Also the beach is across the street not on the property.

Reviewed on Jul 14, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $3,055, price is now CA $1,992 per person
CA $1,992
per person
Aug 26 - Sep 2
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
La propiedad está muy bien y el servicio es excelente

Reviewed on Jul 12, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was CA $1,985, price is now CA $1,358 per person
CA $1,358
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
9.2/10 Wonderful! (2,924 reviews)
I can’t say enough about this property! 10++++ loved it can’t wait to go back! Gorgeous views, pools, staff, restaurants all fabulous!

Reviewed on Jul 14, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,364, price is now CA $1,622 per person
CA $1,622
per person
Aug 26 - Sep 2
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Wonderful experience.

Reviewed on Jul 11, 2026

Where to stay in Estero

Find the best Estero areas and neighborhoods for the activities you enjoy most. Learn more about Estero
A pier extending into calm waters with a cloudy sky.

Seaside

While Seaside might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Coconut Point Mall and Saltleaf Golf Preserve.

Find hotels in Seaside

Ready to book your vacation to Estero?

 

Choose your dates

Estero Hotel Deals

Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
10450 Corkscrew Commons Dr Estero FL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jul 26 to Jul 27
CA $156
per night
Jul 26 - Jul 27
9.2/10 Wonderful! (1,221 reviews)
"Everything was amazing! Good place"

Reviewed on Jul 14, 2026

Embassy Suites by Hilton Fort Myers Estero
Hyatt Place Fort Myers Estero

Hyatt Place Fort Myers Estero

3.5 out of 5
23120 Via Villagio Estero FL
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jul 26 to Jul 27
CA $143
per night
Jul 26 - Jul 27
8.8/10 Excellent! (1,007 reviews)
"Very nice stay! Clean, comfortable, good breakfast."

Reviewed on Jul 9, 2026

Hyatt Place Fort Myers Estero
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is CA $269 per night from Aug 6 to Aug 7
CA $269
per night
Aug 6 - Aug 7
9/10 Wonderful! (2,325 reviews)
"Room was clean."

Reviewed on Jul 14, 2026

Margaritaville Beach Resort Fort Myers
See all 19,417 properties in Estero
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Stay near popular Estero attractions

An aerial view of a large industrial building with a curved roof, surrounded by a parking lot and adjacent roads.

Hertz Arena

8.4/10 (283 reviews)
Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.
See properties

What to do in Estero

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

CA $66
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $91
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
Clear Kayak Guided Eco Tour in North Naples

Clear Kayak Guided Eco Tour in North Naples

CA $126
per adult
100% of travellers recommend
Clear Kayak Guided Eco Tour in North Naples
See all activities in Estero

Frequently asked questions

How much does an Estero vacation package cost?
Offering excellent value package deals from CA $1,024 on Expedia, you'll be pleasantly surprised at how much a vacation to Estero costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Estero?
You can generally find reduced prices and better availability in June, September and October. Browse our cheap Estero vacation packages and you could land some great off-season deals.
How many days is enough for Estero?
With around 3 days, you'll have plenty of time to enjoy popular neighbourhoods such as Bonita Bay and San Carlos Park during your Estero vacation. Remember to also add Gulf Coast Town Centre and Miromar Outlets to your must-do list. Up for some more adventures? Consider venturing outside of Estero on day trips and tours.
Is it worth booking a vacation package to Estero?
Popular for its shopping, golfing and nature, an Estero vacation offers something for everyone. Be sure to visit leading sights like Hertz Arena and Coconut Point Mall, and consider renting a car for day trips to explore even more.
How to find the best Estero package deals?
Use Expedia's filter tool to find some of the best Estero package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Estero package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Estero vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Estero escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Estero?
If you've got your Estero vacation dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Estero?

  1. Pick your dates: The things you want to do in Estero and your favourite season can help you decide when to travel.
  2. Set your budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Estero. Then, choose a property that works with your budget, whether that's a low-cost option or a deluxe getaway.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you'd like to experience in Estero. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Estero vacation package.

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.