Pineland Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Pineland Vacation
Say bye-bye to the worries of planning and hello to a Pineland vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with North Captiva, which is good for watersports, cycling and coastal beaches. Ready to venture out and explore? Calusa Heritage Trail, Randell Research Center and Useppa Museum are just three of the best places to visit during your trip to Pineland. No matter your travel plans or the size of your budget, putting together a tailored Pineland vacation is a piece of cake with Expedia.
Top Pineland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Price was CA $1,018, price is now CA $743 per person
CA $743
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,612 reviews)
Room was nice but next to ice machine and elevators and no flexibility by staff to move us. Also supposed to be harbour view but only thing could really see was an old rooftop of the hotel. Took an hour and a half for a drink to be delivered at the rooftop bar. Hot tub was broke and no staff seemed to care
Reviewed on Feb 10, 2026
Pineland Hotel Deals
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is CA $484 per night from Feb 22 to Feb 23
CA $484
CA $587 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Nice room and perfect location
Reviewed on Feb 1, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
The price is CA $458 per night from Feb 16 to Feb 17
CA $458
CA $579 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (1,856 reviews)
Yes
Reviewed on Feb 6, 2026
Sanibel Island Beach Resort
1231 Middle Gulf Dr Sanibel FL
The price is CA $597 per night from Mar 5 to Mar 6
CA $597
CA $700 total
Mar 5 - Mar 6
includes taxes & fees
9/10 Wonderful! (1,591 reviews)
Hotel was clean super cute and updated! Staff was excellent! We are definitely going to stay again!
Reviewed on Feb 8, 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.
What to do in Pineland
Private Dolphin & Sightseeing Boat Day Tour
CA $252
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
