Estero Vacations from $238

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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!

The Latest Estero vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $408, price is now $238 per person
$238
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug 23, 2025

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 $1,344, price is now $606 per person
$606
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Lovely stay and attentive staff!

Reviewed on Aug 24, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $878, price is now $513 per person
$513
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
9.8/10 Exceptional! (512 reviews)
Everything was amazing except for the fan in the room continually blowing and making noise.

Reviewed on Aug 20, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $573, price is now $347 per person
$347
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,462 reviews)
I absolutely loved everything about this property! It had everything I needed, including a washer and dryer in the room….which is essential when it’s brutally hot outside and you go through every outfit you brought. The staff were great and so friendly. The elevator wasn’t working but I didn’t let it ruin my vacation. I will definitely stay again when back in the area

Reviewed on Aug 24, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $766, price is now $463 per person
$463
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Beautiful property. Friendly staff

Reviewed on Aug 20, 2025

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Where to stay in Estero

Find the best Estero areas and neighborhoods for the activities you enjoy most. Learn more about Estero
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Stoneybrook

1 out of top 10 points of interest in this area

Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Stoneybrook Golf Club.

Find hotels in Stoneybrook

Discover the most popular places to visit in Estero

Hertz Arena showing landscape views

Hertz Arena

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.

Hertz Arena

Coconut Point Mall

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Miromar Outlets

You can search for that perfect souvenir at Miromar Outlets during your stay in Estero. Experience the area's great live music and lively festivals.

Miromar Outlets

What to do in Estero

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$60
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

$59
per adult
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
See all activities in Estero

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
$122 nightly
The price is $136 total per night from Sep 2 to Sep 3
$136 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Our stay was terrific the rooms at least the one I rented was huge. Great value for the money oh, and excellent free breakfast."

Reviewed on Aug 21, 2025

Embassy Suites by Hilton Fort Myers Estero
SpringHill Suites by Marriott Fort Myers Estero

SpringHill Suites by Marriott Fort Myers Estero

2.5 out of 5
10370 CORKSCREW COMMONS DRIVE, Estero, FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Aug 31 to Sep 1
$109 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (748 reviews)
"Best stay ever. Staff are incredible friendly helpful."

Reviewed on Aug 22, 2025

SpringHill Suites by Marriott Fort Myers Estero
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
$197 nightly
The price is $219 total per night from Sep 1 to Sep 2
$219 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,721 reviews)
"Amazing hospitality and service. Location to the beach is not the best."

Reviewed on Aug 23, 2025

Naples Grande Beach Resort
See all 19,921 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.

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Frequently asked questions

How much does an Estero vacation package cost?
You'll find cheap prices from $238 on Expedia for your Estero getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Estero costs.
What are the cheapest months to go to Estero?
April, May and October are the best times to search for cheap Estero vacation packages. Traveling in less busy periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Estero?
Estero vacations come in many shapes and sizes, but to really get a feel for this place, we think 3 days is a good ballpark. This will mean you can fit in top attractions like Hertz Arena and Stoneybrook Golf Club along with hidden gems. Don't miss out on cool neighborhoods such as Three Oaks and Bonita Bay either. If you plan wisely, you can even allow for a day trip or two from Estero too.
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 check out major sights like Coconut Point Mall and Miromar Outlets, and consider renting some wheels for day trips to discover even more.
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 vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can personalize 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 vacation 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?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Estero.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to save for your trip to Estero. Then, choose a hotel that matches your budget, whether that's an affordable option or a lavish retreat.
  3. Explore Estero using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Estero. You can also save your favorite locations, collaborate with family and friends and arrange all your plans in one place.
  4. Work out your trip length: Think about how much time you want to spend discovering Estero. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Estero vacation package.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Explore some of the exciting things to do in Estero in Estero and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Estero vacation packages?
Your Estero getaway should be an escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.