Pineland Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Suzanne McCoy
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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Pineland Vacation Packages

Pineland Hotel Deals

Lani Kai Beachfront Resort
Lani Kai Beachfront Resort
3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is ￥28,228 per night from Jul 15 to Jul 16
￥28,228
￥37,711 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,032 reviews)
"This is one of the first places to bounce back from the hurricane last year and they have done a great job. Nice place."

Reviewed on Jul 11, 2025

Lani Kai Beachfront Resort
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
The price is ￥29,372 per night from Aug 10 to Aug 11
￥29,372
￥36,436 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,200 reviews)
"The property was beautiful. Everyone who worked here were great"

Reviewed on Jul 10, 2025

Sanibel Island Beach Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Fully refundable
The price is ￥14,463 per night from Jul 14 to Jul 15
￥14,463
￥16,126 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"The desk agent Brianna was the kindest and helpful"

Reviewed on Jul 12, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 12,293 properties in Pineland
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.

What to do in Pineland

Remote Island Charter

Private Boat Charters in Saint James

￥79,558
per traveler
Private Boat Charters in Saint James
Cape Coral and Fort Myers: Wild Life Jet Ski Tour

Cape Coral and Fort Myers: Wild Life Jet Ski Tour

￥38,766
per traveler
Cape Coral and Fort Myers: Wild Life Jet Ski Tour
Cape Coral Inshore Fishing Charter

Cape Coral Inshore Fishing Charter

￥94,023
per traveler
Cape Coral Inshore Fishing Charter
See all activities in Pineland

Frequently asked questions

How much does a Pineland vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Pineland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Pineland?
Plan your getaway for the low or shoulder season and you're likely to get cheap Pineland vacation packages. Bear in mind that public holidays and major festivals and events can impact prices, so do some research before you go.
How many days is enough for Pineland?
The ideal duration of your Pineland vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to tick off all the leading sights and explore some hidden treasures along the way.
How to find the best Pineland package deals?
Use Expedia's filter tool to help you find some terrific Pineland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Pineland package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Pineland vacation as a package?
You can enjoy significant savings on your Pineland escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pineland?
If you have your Pineland travel dates finalized, book as soon as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Pineland?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Pineland.
  2. Plan your budget wisely: As well as the price of your hotel, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Pineland.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Pineland. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Pineland vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.