Pine Ridge Vacations from $279

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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

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
per person
Sep 23 - Sep 28
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
This hotel was beyond our expectations, we were both so thrilled with everything, from the staff the food at the breakfast buffet and to order what a great option instead of just a buffet. We couldn't be more pleased

Reviewed on Jul 9, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Beautiful property! We stayed in a suite and it was breathtaking! The balcony was so huge. The staff was wonderful too!

Reviewed on Jul 7, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
What was unique about this property, is that it just went through hell with the hurricanes. And the place looks amazing. The only thing that we did not like was the dining room that was open had a very limited menu. The other is beach chairs should either be free for guests or half price. But over all we will be back next year with other couples. This will be our vacation spot.

Reviewed on Jul 9, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 28
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (1,385 reviews)
Excellent location. The place is a little old in regard to room .. and furniture. But overall, a beautiful relaxing place with beachfront view that can’t be beat. We really enjoyed our stay. Hope the elevator will be fixed on our next visit…

Reviewed on Jul 7, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (302 reviews)
We had an amazing family trip at the Perry Hotel in Naples! The hotel is absolutely beautiful—spotlessly clean and thoughtfully designed. One of the highlights was the convenient transportation to the beach. Ralph, our driver, was truly exceptional—friendly, punctual, and made every ride enjoyable. Thanks to the great service and overall experience, there’s no doubt we’ll be coming back!

Reviewed on Jul 7, 2025

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Discover the most popular places to visit in Pine Ridge

Naples Beach

Naples Beach

4.5/5(1,407 reviews)

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
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

4.5/5(45 reviews)

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
Naples Pier featuring a sandy beach and landscape views as well as a large group of people

Naples Pier

4.5/5(1,161 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

What to do in Pine Ridge

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

$63
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

$70
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Everglades: Mangrove Maze Airboat Tour and Boardwalk

Everglades: Mangrove Maze Airboat Tour and Boardwalk

$94
per adult
100% of travellers recommend
Everglades: Mangrove Maze Airboat Tour and Boardwalk
See all activities 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 refundable
$182 nightly
The price is $202 total per night from Aug 10 to Aug 11
$202 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (1,579 reviews)
"Excellent overall"

Reviewed on Jul 7, 2025

Naples Grande Beach Resort
Lani Kai Beachfront Resort
Lani Kai Beachfront Resort
3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $256 total per night from Jul 13 to Jul 14
$256 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (1,019 reviews)
"Very terrific staff & met one of the grand daughters who worked in the gift shop on our day of departure, she was so sweet, my daughter & I thoroughly enjoyed ourself."

Reviewed on Jul 8, 2025

Lani Kai Beachfront Resort
Hyatt House Naples/5th Avenue
Hyatt House Naples/5th Avenue
3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Aug 3 to Aug 4
$141 total
Aug 3 - Aug 4
Total includes taxes and fees
8.8/10 Excellent! (1,295 reviews)
"Excellent stay A1 property, service and staff. Would recommend to others and we will definitely return"

Reviewed on Jul 6, 2025

Hyatt House Naples/5th Avenue
See all 11,034 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.

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 $279 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.