Pineland Holidays

Photo by Vickie Koenig

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Top hotels in Pineland

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$271 per night from 25 Aug to 26 Aug
S$271
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,373 reviews)
"Beautiful facility, lovely pool area and beach. They welcomed my service dog and you could even have dogs on the beach in Fort myers."

Reviewed on 15 Aug, 2025

Margaritaville Beach Resort Fort Myers
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 S$305 per night from 20 Aug to 21 Aug
S$305
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,279 reviews)
"Room was on but shower pressure was low, the bathtub and wall of shower were replaced in a different color tile. Did not have laundry bags."

Reviewed on 16 Aug, 2025

Sanibel Island Beach Resort
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 25 Aug to 26 Aug
S$153
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Practically brand new. Has a restaurant which is super convenient. Clean rooms. All good."

Reviewed on 15 Aug, 2025

Hilton Garden Inn Ft Myers
See all 12,529 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

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

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.

* 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.