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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was CA $1,063, price is now CA $743 per person
CA $743
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (2,293 reviews)
The hotel is implement a better escape plan for handicap people. We did have a fire alarm on Friday night. My Wife is handicap at the walk down downstairs from the fourth floor.

Reviewed on Apr 12, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $2,316, price is now CA $1,377 per person
CA $1,377
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Excellent location and hotel!

Reviewed on Apr 12, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,641, price is now CA $1,060 per person
CA $1,060
per person
Jun 25 - Jun 30
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Everything was perfect. Our room was cold and we could adjust the temp as needed

Reviewed on Apr 12, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,165, price is now CA $780 per person
CA $780
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Kev and bellmen Jon gave my family and I so much kindness and compassion during my stay and I will be forever grateful to them and all the staff at this property

Reviewed on Apr 11, 2026

South Seas

South Seas

3.5 out of 5
Price was CA $3,506, price is now CA $2,530 per person
CA $2,530
per person
May 20 - May 27
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
On site dining was just average. But price was high. The resort was very nice and had a very nice beach area and the pools were great as well. If you like seclusion. It’s a good place to go.

Reviewed on Apr 10, 2026

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Pine Ridge Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is CA $335 per night from May 11 to May 12
CA $335
CA $443 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (2,009 reviews)
So fun, clean and spacious. The bathrooms were incredible. We had a great time at the pool it was clean and not too crowded. Nice energy!

Reviewed on Apr 12, 2026

Margaritaville Beach Resort Fort Myers
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Apr 26 to Apr 27
CA $220
CA $245 total
Apr 26 - Apr 27
includes taxes & fees
9.4/10 Exceptional! (668 reviews)
Definitely bring a cooler with snacks and drinks when spending a few days here. Prices in lodge are very high.

Reviewed on Apr 10, 2026

Great Wolf Lodge Naples
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from May 13 to May 14
CA $131
CA $145 total
May 13 - May 14
includes taxes & fees
8.2/10 Very Good! (1,904 reviews)
Breakfast good. Staff great

Reviewed on Apr 12, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 11,605 properties in Pine Ridge
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.
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All Inclusive Vacations
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Discover the most popular places to visit in Pine Ridge

Fifth Avenue South

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach

What to do in Pine Ridge

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $90
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $101
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
See all activities in Pine Ridge

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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.