Estero Holidays
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Top Flight + Hotel Deals in Estero
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
€918
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The manager was horrible and completely u accommodating. I have never felt so attacked and the unwillingness of the reservations manager to accept payment or the phone even was a joke. It was a great property but the manager was horrible. My fiance tried paying for our room and was denied. Had all our reservations cancelled to be told the were sold out but in fact we're not. I. Brought my family 24 hours away from home only to be denied service. And totally discriminated against
Reviewed on 23 Aug 2026
Lani Kai Beachfront Resort
€837
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,862 reviews)
My last day I encountered a few roaches. Besides that all was ok but I have a habit after covid to clean with alcohol wipes.
The beach was awesome. Clean.
Reviewed on 22 Aug 2026
Where to stay in Estero
Find the best Estero areas and neighborhoods for the activities you enjoy most. Learn more about Estero
Stoneybrook
1 out of top 10 points of interest in this area
When in Stoneybrook, you can plan a visit to Miromar Outlets and Stoneybrook Golf Club, some noteworthy sights in the nearby area.
The Villages at Country Creek
Though The Villages at Country Creek may not have many top sights, you can venture to the surrounding area to see attractions like Hertz Arena and Miromar Outlets.
Seaside
While Seaside may 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 Hertz Arena.
Fountain Lakes
Fountain Lakes might not have many top sights, but Coconut Point Mall and Saltleaf Golf Preserve are two attractions nearby that you can check out.
Riverwoods Plantation
While there might not be top attractions in Riverwoods Plantation, you can explore the larger area and discover places like Hertz Arena and Coconut Point Mall.
Top hotels in Estero
Embassy Suites by Hilton Fort Myers Estero
10450 Corkscrew Commons Dr Estero FL
Fully refundableReserve now, pay when you stay
€101
29 Aug - 30 Aug
includes taxes & fees
Hyatt Place Fort Myers Estero
23120 Via Villagio Estero FL
Fully refundableReserve now, pay when you stay
€89
28 Aug - 29 Aug
includes taxes & fees
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
€214
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (2,461 reviews)
"Great hotel!"
Reviewed on 23 Aug 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.
Stay near popular Estero attractions
Hertz Arena
8.4/10 (283 reviews)
Southwest Florida's premier entertainment venue hosts concerts, sporting events, and the Florida Everblades hockey team. Enjoy state-of-the-art acoustics and modern amenities in this intimate arena.
Photo by Deanna Leach
Koreshan State Park
8.0/10 (38 reviews)
Step back in time at this preserved 19th-century religious settlement with its unique hollow Earth beliefs. Explore restored historic buildings and botanical gardens before kayaking along the tranquil Estero River.
Coconut Point Mall
9.0/10 (781 reviews)
This Mediterranean-inspired outdoor shopping centre features over 110 stores surrounding scenic lakes with boardwalks. Browse high-end retailers and boutiques, then dine at Ruth's Chris Steak House overlooking the water.
Miromar Outlets
9.0/10 (670 reviews)
This Mediterranean-inspired shopping destination features over 140 designer outlets with significant savings. Stroll through landscaped courtyards with fountains while exploring high-end fashion in Southwest Florida.
Stoneybrook Golf Club
8.0/10 (41 reviews)
This championship course designed by Azinger and Lewis stretches across 7,353 yards of preserve areas and lakes. Enjoy wide fairways and undulating greens with seven tee options for players of all skill levels.
Old Corkscrew Golf Club
8.0/10 (37 reviews)
Jack Nicklaus's only Signature Design in Southwest Florida winds through pristine natural landscape without homes. Golfers navigate strategic bunkers and undulating greens while spotting native wildlife.
Tommy Bahama | Featuring the Marlin Bar
After visiting Tommy Bahama | Featuring the Marlin Bar, make a plan to see the other sights and activities in Estero. Visit the shops and top-notch restaurants in this family-friendly area.
What to do in Estero
Fort Myers Dolphin & Manatee Kayak or Paddleboard Tour
€62
per adult
90% of travellers recommend
Sunset Cruise Fort Myers Beach
€41
per adult
100% of travellers recommend
Frequently asked questions
How much does an Estero holiday package cost?
You'll find cheap prices from €748 on Expedia for your Estero getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Estero costs.
What are the cheapest months to go to Estero?
If you'd like to book a cheap Estero holiday package, consider planning a trip in June, September and October. You'll usually find lower rates on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Estero?
We'd suggest booking an Estero holiday for a minimum of 3 days. This gives you plenty of time to check off top attractions including Hertz Arena and Koreshan State Historic Site, and also explore neighbourhoods like Bonita Bay and San Carlos Park. You might even be able to squeeze in one or two day trips beyond Estero.
Is it worth booking a holiday package to Estero?
Estero has all the ingredients you need for a fantastic trip — shopping, golfing and nature are just the start. Whether you'd like to visit sights such as Hertz Arena and Coconut Point Mall, or take the path less traveled, you'll have plenty to do on your Estero holiday.
How to find the best Estero package deals?
Start your search for an Estero package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Estero package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Estero adventure underway.
Is it cheaper to book an Estero holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging hotels and flights individually. Better still, you can personalise your Estero getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Estero?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Estero getaway.
How to plan a trip to Estero?
- Choose your travel dates: What you want to do in Estero and your favourite season will help you decide when to travel.
- Set your budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Estero. Then, select a hotel that suits your budget, whether that's a low-cost option or a more luxurious retreat.
- Determine how many days away: Start by compiling a list of the activities and sights you want to get to in Estero. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Estero holiday package that brings all your bookings together.
Explore a world of travel with Expedia
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- Barefoot Beach
- Bonita Springs Holidays
- Cape Coral Holidays
- Congo River Golf - Bonita Springs
- Coral Cay Adventure Golf
- Coralwood Shopping Center
- Cypress Pines Country Club
- Delnor-Wiggins Pass State Park
- Dunbar Park
- Visit Estero Island
- Fort Myers Beach Holidays
- Visit Fort Myers Beach
- Fort Myers Holidays
- Fowler Street Shopping Center
- Lee Health Sports Complex
- Visit Lovers Key State Park
- Manatee Park
- Manatee World
- Naples Historical Society's Historic Palm Cottage
- Naples Zoo at Caribbean Gardens
- Orange Tree Golf Club
- Ostego Bay Marine Science Center
- Pelican Bay Holidays
- Quail Run Golf Course
- Royal Tee Golf Club
- Silverspot Cinema
- Sun N Fun Lagoon
- Sun Splash Water Park
- Terry Park Ball Field
- The Baker Museum
- Tiburon Golf Club
- Car hire Estero
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- Car hire near Hertz Arena
- Rental cars Southwest Florida Intl. airport
- Dollar Rent A Car Rental Cars in Southwest Florida Intl.
- Foco Rental Cars in Southwest Florida
- Hertz Rental Cars in Estero Island
- Island Car Rentals Rental Cars in San Carlos Island
- Mini Car Hire in Fort Myers Beach
- National Car Rental Rental Cars in Estero Island
- National Car Rental Rental Cars in San Carlos Island
- Nextcar Rental Cars in Estero Island
- Sixt Rental Cars in Southwest Florida
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
