Pineland Holidays

Photo by Suzanne McCoy
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    Better together
    Save up to S$134 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

Top hotels in Pineland

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 S$254 per night from 26 Jun to 27 Jun
S$254
26 Jun - 27 Jun
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"I understand coming back from hurricane and all but to charge guests an additional fee for parking sucks!"

Reviewed on 19 Jun, 2025

Lani Kai Beachfront Resort
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is S$369 per night from 22 Jun to 23 Jun
S$369
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (1,172 reviews)
"We had a great time this past weekend. The pool dj was entertaining, perfect amount of fun. The waitresses were all sweet and accommodating. Our room was clean and the perfect temp after a hot day of walking outside. I was pleasantly surprised to see how many dogs were around."

Reviewed on 18 Jun, 2025

Margaritaville Beach Resort Fort Myers
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 S$149 per night from 29 Jun to 30 Jun
S$149
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Everything was great! Very clean, very quiet. Close to plenty of restaurants and close enough to the beach. Will definitely stay there again"

Reviewed on 15 Jun, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
See all 12,107 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.

Frequently asked questions

How much does a Pineland holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Pineland holiday as a package?
You can enjoy significant savings on your Pineland escape by booking a personalised holiday 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 holiday 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, favourite 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 personalised Pineland holiday package.

What to do in Pineland

Close-up encounters with our beautiful Dolphins

Private Dolphin & Sightseeing Boat Day Tour

S$238
per adult
Private Dolphin & Sightseeing Boat Day Tour
See all activities in Pineland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.