Pine Ridge Vacations from $515
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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.
The Latest Pine Ridge vacation packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
$862
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
If you are disabled or handicapped DO NOT stay here. The management was rude and hurtful. We have stay there almost 30 years. Something bad is going on there.
Reviewed on Aug 4, 2026
Manasota Key Resort
$857
per person
Sep 6 - Sep 11
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (304 reviews)
Our stay at Manasota Key Resort was absolutely excellent. We stayed in a one-bedroom Gulf-view unit in the main building, and the views were beautiful. The resort was incredibly quiet, clean, and spacious, with plenty of room to relax. The bed was very comfortable, although the sofa bed was not quite as comfortable.
The unit had a huge refrigerator and a fully stocked kitchen with appliances, dishes, and utensils, which made the stay feel even more convenient. The staff was attentive, friendly, and welcoming throughout our visit. We also loved the amenities. Bikes, paddleboards, and kayaks were all included, and the outdoor showers made it easy to rinse off after spending time at the beach.
The location was excellent, and we really appreciated that the resort allowed us to remain on the property and continue enjoying the amenities after checkout. That extra hospitality made a wonderful stay even better. We would absolutely stay here again and highly recommend Manasota Key Resort to anyone looking for a peaceful, comfortable Gulf Coast getaway.
Reviewed on Aug 3, 2026
What to do in Pine Ridge
Gulf of Mexico Sunset Cruise from Naples
$66
per adult
88% of travellers recommend
Pine Ridge Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$220 nightly
$246 total
Sep 2 - Sep 3
Total with taxes and fees
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
$148 nightly
$164 total
Aug 23 - Aug 24
Total with taxes and fees
9/10 Wonderful! (1,982 reviews)
"The hotel has an excellent location, just a short walk from Fifth Avenue, making it very convenient for restaurants and shopping. The property is nice overall, and the rooms have a spacious kitchen, although the refrigerator is surprisingly small for the size of the kitchen. Unfortunately, the customer ..."
Reviewed on Aug 6, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
$177 nightly
$196 total
Aug 11 - Aug 12
Total with taxes and fees
9.4/10 Exceptional! (1,160 reviews)
"Las cafeteras de la habitación deberían ser más modernas y poner crema para café"
Reviewed on Aug 6, 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.
Find the Best Pine Ridge Vacation Packages
Pine Ridge Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
Population | 1,900 |
Max Temp Winter | 75ºF |
Max Temp Summer | 90ºF |
Top Sights | Naples Beach, Vanderbilt Beach and Barefoot Beach |
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Frequently asked questions
How much does a Pine Ridge vacation package cost?
Offering excellent value package deals from $515 on Expedia, you'll be pleasantly surprised at how much a vacation to Pine Ridge costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pine Ridge?
If you'd like to snag a cheap Pine Ridge vacation package, consider planning a trip in September, October and December. You're likely to find lower prices on hotels and airfares during these months — perfect for travelers wishing to save money.
How many days is enough for Pine Ridge?
Typically, a handful of days is enough to explore the top attractions during your Pine Ridge vacation. But if you want to have more time to kick back or go on day tours, consider extending your itinerary.
How to find the best Pine Ridge package deals?
Landing a cheap Pine Ridge package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Pine Ridge package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Pine Ridge vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Pine Ridge vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Pine Ridge?
If you've got your Pine Ridge vacation dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Pine Ridge?
- Pick your travel dates: The things you want to do in Pine Ridge and your favorite season will help you decide when to go.
- Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Pine Ridge.
- Explore Pine Ridge using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Pine Ridge. You can also save your favorite places, collaborate with family and friends and manage your plans in one place.
- Decide how many days away: Start by compiling a list of the attractions you'd like to get to in Pine Ridge. Then, estimate how long you'll need for each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Pine Ridge vacation package that brings all your bookings together.
- Book any activities or day trips: Here's the fun part — organizing everything you want to see and do. Browse some of the best things to do in Pine Ridge in Pine Ridge and reserve your tickets in advance to save time (and maybe some money too!).
Does Expedia offer Book Now, Pay Later Pine Ridge vacation packages?
Secure your perfect trip to Pine Ridge with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains while they last.
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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.
