Pine Ridge Vacation Packages
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Your Pine Ridge Vacation
Lock in a Pine Ridge vacation package and prepare to experience the best of this city. Consider basing yourself in the neighborhood of Pelican Bay, which is great for coastal beaches, shopping and dining. Ready to start exploring your surroundings? Barefoot Beach, Naples Zoo at Caribbean Gardens and Vanderbilt Beach are some of the leading places to visit during your trip to Pine Ridge. A couple of quick clicks is all it takes to build a tailored Pine Ridge vacation on Expedia.
Top Pine Ridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $2,155, price is now CA $1,422 per person
CA $1,422
per person
Sep 4 - Sep 8
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
We had an excellent stay at La Playa Beach & Golf Resort in Naples. The location is hard to beat—the hotel is right on a beautiful stretch of beach, making it incredibly convenient to enjoy the Gulf without ever needing to leave the property.
The amenities were outstanding. We loved relaxing by the pool, the beach service was excellent, and everything was well maintained. The staff was friendly and attentive, helping make our stay feel truly relaxing and enjoyable.
If you’re looking for a beachfront resort with great amenities and a wonderful atmosphere, La Playa is an excellent choice. We would definitely stay here again.
Reviewed on Jun 29, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Price was CA $1,761, price is now CA $1,173 per person
CA $1,173
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (2,876 reviews)
Espectacular todo la vista las piscina maravilloso todo
Reviewed on Jun 29, 2026
Inn on Fifth
Old Naples
Price was CA $1,812, price is now CA $1,286 per person
CA $1,286
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,014 reviews)
Our room was amazing. Very spacious and clean. The hotel is located in the middle of everything. Parking is OK. There is a parking garage a block or 2 away. We would definitely stay again.
Reviewed on Jun 27, 2026
Pine Ridge Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
The price is CA $286 per night from Jul 20 to Jul 21
CA $286
CA $390 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (2,272 reviews)
"Property was amazing and the staff very friendly! Will hopefully be back someday!"
Reviewed on Jun 28, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Jul 22 to Jul 23
CA $198
CA $219 total
Jul 22 - Jul 23
includes taxes & fees
9/10 Wonderful! (1,839 reviews)
"Overall, I had a good stay. The room was very clean, and all of the amenities were clean and well maintained. Everything was organized and in good condition, which made for a comfortable experience. The main areas that could use improvement are the breakfast and the in-room TV. The breakfast was ..."
Reviewed on Jun 29, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
The price is CA $283 per night from Jul 1 to Jul 2
CA $283
CA $314 total
Jul 1 - Jul 2
includes taxes & fees
9.4/10 Exceptional! (987 reviews)
"Me encantó todo en realidad este hotel lo recomiendo al 100 solo una observación no tienen personal que hable español,ojo sabemos que vivimos en los Estados Unidos pero recuerden que somos muchos los latinos que ya vivimos acá y si pudieran arreglar ese punto todo lo demás sería perfecto ♥️♥️"
Reviewed on Jun 29, 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 Pine Ridge
Gulf of Mexico Sunset Cruise from Naples
CA $102
per adult
88% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
CA $82
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
