Pine Island Vacation Packages
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Your Pine Island Vacation
When adventure calls, answer it with a customized vacation package to Pine Island. Wherever your travels take you and whatever you have planned, prepare to experience a destination that'll make you feel alive. A trip to Pine Island offers so much to see and do. Not sure where to kick off your itinerary? Saint James City is a popular place to stay here. Quit dreaming and get packing, because your Pine Island vacation is just a few clicks away with Expedia.
Pine Island Hotel Deals
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Aug 6 to Aug 7
CA $252
CA $353 total
Aug 6 - Aug 7
includes taxes & fees
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
The price is CA $274 per night from Aug 16 to Aug 17
CA $274
CA $376 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (2,326 reviews)
"I didn't dislike anything everything was how I expected.."
Reviewed on Jul 15, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Jul 29 to Jul 30
CA $268
CA $348 total
Jul 29 - Jul 30
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The stay, our 2nd here, was great! The hotel location is fantastic, the staff that are present are wonderful, the rooms are a very nice size & the balcony is adequate, the view is amazing… each day we spotted tons of birds, dolphins, a turtle and a manatee! The rooms, however, could use decor refreshing ..."
Reviewed on Jul 14, 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.
Stay near popular Pine Island attractions
What to do in Pine Island
Water Taxi All Day hop-on hop-off Venice of America Boat Tour
CA $54
per adult
88% of travellers recommend
#1 VENICE OF AMERICA TOUR - Cold A/C - 115' Largest in Lauderdale
CA $45
per adult
92% of travellers recommend
Fort Lauderdale: Sea Rocket Ocean Speed Boat Cruise
CA $47
per adult
Frequently asked questions
Explore a world of travel with Expedia
- Bridgewater Inn
- Naples Hotels
- B&B in Pine Island
- Fort Myers Hotels
- Cabin Rentals in Pine Island
- Condo Rentals in Fort Myers Beach
- Captiva Hotels
- Lands End Villa 1617
- Oceanfront Hotels in Fort Myers Beach
- Pink Shell Beach Resort and Marina
- Serenity Bay Cottages
- Sanibel Island Beach Resort
- Beach Hotel Hotels in Manatee Bay
- 3br Captiva Cottage with Hot Tub & Steps to the Beach
- Lani Kai Beachfront Resort
- Matlacha Hotels
- La Quinta Inn & Suites Hotels in Pine Island
- Pelican Hotels
- The Westin Cape Coral Resort At Marina Village
- Cape Coral Hotels
- Dolphin Key Resort
- Pine Island Paradise Resort
- Sanibel Hotels
- South Seas
- Fort Myers Beach Hotels
- Matlacha Tiny Village
- Angler's Inn
- Beach Hotel Hotels in Pine Island
- Vacation Homes in Cape Coral
- Matlacha Isles Hotels
- All Inclusive Resorts and in Fort Myers
- Villas in Flamingo Bay
- North Captiva Hotels
- Flights from Toronto (YYZ) to Fort Myers (FMY)
- Flights from Calgary (YYC) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Punta Gorda Airport (PGD)
- Flights from London (YXU) to Fort Myers (RSW)
- Flights from Southwest Florida Intl.
- Flights from Winnipeg (YWG) to Fort Myers (RSW)
- Flights from Detroit (DTW) to Fort Myers (RSW)
- Flights to Fort Myers
- Flights from Buffalo (BUF) to Fort Myers (RSW)
- Flights to Cape Coral
- Flights from Vancouver (YVR) to Fort Myers (RSW)
- Flights to Pine Island
- Flights from Ottawa (YOW) to Fort Myers (RSW)
- Flights from Montreal (YUL) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Fort Myers (RSW)
- Sanibel Vacations
- Visit Fort Myers Beach
- Key West Express
- Cape Coral Vacations
- Visit Saint James City
- Bowditch Point Park
- Boca Grande Vacations
- Boca Grande Beach
- Estero Vacations
- Punta Gorda Vacations
- Barefoot Beach
- Visit Matlacha Isles-Matlacha Shores
- Six Mile Cypress Slough Preserve
- Fort Myers Beach Vacations
- Bunche Beach
- Manatee Park
- Visit Sanibel Captiva Island
- Visit Fort Myers
- Captiva Vacations
- Edison and Ford Winter Estates
- Centennial Park
- Sun Splash Water Park
- Burroughs Home and Gardens
- J. N. Ding Darling National Wildlife Refuge
- Visit Pine Island
- Burnt Store Marina Vacations
- Coral Oaks Golf Course
- Little Hickory Island Beach Park
- Visit Cape Coral
- Fort Myers Vacations
- Naples Vacations
- San Carlos Golf Club
- Golfview Golf and Racquet Club
- Fowler Street Shopping Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
