Pine Ridge Vacations from $335

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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.
Hilton Garden Inn Ft Myers
The Perry Hotel Naples
LaPlaya Beach & Golf Resort - A Noble House Resort
Edison Beach House
Hyatt Place Fort Myers/at The Forum
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Discover the most popular places to visit in Pine Ridge

What to do in Pine Ridge

Pine Ridge Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $251 total per night from Sep 28 to Sep 29
$251 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,757 reviews)
"Love it."

Reviewed on Sep 9, 2025

Naples Grande Beach Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$211 nightly
The price is $236 total per night from Sep 16 to Sep 17
$236 total
Sep 16 - Sep 17
Total with taxes and fees
8.8/10 Excellent! (1,455 reviews)
Bravo
"My girlfriend and I enjoyed a nice day at the pool, danced to the tunes of the DJ, endulged a bit with great cocktails and hit the gulf for some sand and salt. We then enjoyed dinner with a beautiful sunset at the chill bar with a great live band (Troublemakers) and watched the football game on the ..."

Reviewed on Sep 9, 2025

Margaritaville Beach Resort Fort Myers
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
Fully refundable
$238 nightly
The price is $265 total per night from Sep 24 to Sep 25
$265 total
Sep 24 - Sep 25
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Excellent"

Reviewed on Sep 14, 2025

Inn on Fifth
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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Frequently asked questions

How much does a Pine Ridge vacation package cost?
Offering excellent value package deals from $335 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?

  1. Pick your travel dates: The things you want to do in Pine Ridge and your favorite season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

Explore a world of travel with Expedia

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.