Pine Ridge Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pine Ridge holiday rentals

The price is NZ$1,360
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful 2-Bedroom, 2.5-Bath Condo Minutes From the Beach

Aparthotel in Fort Myers

StudioRes Fort Myers Airport
3.0 star property
9.0 out of 10, Wonderful, (20)
"Loved stay here!!! "
United States
Melissa
The price is NZ$218
includes taxes & fees
4 Jan - 5 Jan 2026
StudioRes Fort Myers Airport

Apartment in Naples

Nuevo y Confortable Estudio
9.6 out of 10, Exceptional, (9)
"Great stay for a solo trip! This location was very close to the beaches and pickleball courts. Definitely recommend this place! "
United States
Esosa
The price is NZ$263
includes taxes & fees
16 Jan - 17 Jan 2026
Nuevo y Confortable Estudio

Apartment in Rural Estates

Cozy Apartment in Naples
9.2 out of 10, Wonderful, (15)
"The place was off the grid from the busyness of the downtown/beach area but close enough to go there and the other areas too! "
United States
Robyn S.
The price is NZ$501
includes taxes & fees
30 Dec - 31 Dec
Cozy Apartment in Naples

Holiday Home in Naples

2/1 Hidden Gem
9.8 out of 10, Exceptional, (16)
"It was so relaxing and close to everything, really enjoyed the stay ! "
United States
janice G.
The price is NZ$462
includes taxes & fees
6 Jan - 7 Jan 2026
2/1 Hidden Gem
9.4 out of 10, Exceptional, (17)
"Great location and perfect spot for my quick work trip "
United States
Anastasia A.
The price is NZ$637
includes taxes & fees
2 Jan - 3 Jan 2026
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
8.6 out of 10, Excellent, (10)
"Very convenient location for us"
United States
Julia M.
The price is NZ$398
includes taxes & fees
10 Jan - 11 Jan 2026
Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

Aparthotel in Fort Myers Beach

Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1595)
"Awesome stay "
United States
mary
The price is NZ$403
includes taxes & fees
1 Jan - 2 Jan 2026
Edison Beach House

Aparthotel in Fort Myers Beach

Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (1019)
"The condo was great. Beautiful location and wonderful room."
United States
Jason
Lovers Key Resort

Holiday Home in Naples Park

1 Bedroom House with Hot Tub
9.6 out of 10, Exceptional, (20)
"Very enjoyable trip!"
United States
Sumari P.
The price is NZ$531
includes taxes & fees
12 Jan - 13 Jan 2026
1 Bedroom House with Hot Tub
9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
The price is NZ$452
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
4.0 star property
9.2 out of 10, Wonderful, (744)
"Room great clean, staff great.loved pool"
United States
Dennis
The price is NZ$469
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
10.0 out of 10, Exceptional, (29)
"We overnighted at Thanksgiving and everything was great. We are looking forward to returning for a longer stay! Perfect for anyone visiting family/friends in Naples. Very charming place!"
United States
Richard C.
The price is NZ$493
includes taxes & fees
5 Jan - 6 Jan 2026
Bamboo Oasis B - 5 miles to Beach & Downtown

Holiday Home in San Carlos Park

GOLF COURSE DUPLEX 2 bedroom 1 bath
8.8 out of 10, Excellent, (21)
"A lovely place to stay."
United States
Jennifer D.
The price is NZ$507
includes taxes & fees
5 Jan - 6 Jan 2026
GOLF COURSE DUPLEX 2 bedroom 1 bath
9.0 out of 10, Wonderful, (27)
"Have stayed here several times over the last couple years so it truly feels like home when I arrive "
United States
Larry W.
The price is NZ$634
includes taxes & fees
2 Jan - 3 Jan 2026
Florida style home walking distance to Barefoot Beach
9.4 out of 10, Exceptional, (16)
"A beautiful property with attention to detail. Nice beach towels and beach chairs provided as well as bikes.Perfect location for beach time and many options for night life -- restaurants, shopping, cocktails.Would definitely recommend this place for your next getaway."
United States
Terry W.
The price is NZ$761
includes taxes & fees
3 Jan - 4 Jan 2026
* * Endless Summer * * Beach, Unique & Comfort

Apartment in East Naples

The Gulfstream Place 2
9.0 out of 10, Wonderful, (15)
"Great place for quiet relaxation "
United States
Richard
The price is NZ$473
includes taxes & fees
10 Jan - 11 Jan 2026
The Gulfstream Place 2

Cottage in Naples Park

Vacation Home Near the Beach!
9.6 out of 10, Exceptional, (21)
" Nice property great location"
United States
david c.
The price is NZ$1,024
includes taxes & fees
5 Jan - 6 Jan 2026
Vacation Home Near the Beach!
9.8 out of 10, Exceptional, (6)
"Cute little home! Enjoyed our stay. Thank you for your hospitality "
United States
Robin S.
The price is NZ$414
includes taxes & fees
6 Jan - 7 Jan 2026
Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River

Holiday Home in San Carlos Park

Brand New Vacation Home
9.8 out of 10, Exceptional, (13)
"Pet friendly and ALLWAYS very clean! Host has always been very accommodating and quick responses. "
United States
Natalie H.
Brand New Vacation Home
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Ridge Hotel Reviews

Find out more about Pine Ridge

Everything you need to know about Pine Ridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Ridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Ridge holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pine Ridge holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Ridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Ridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Ridge holiday rentals we have selected for you start as low as NZ$380 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Ridge rentals

At Expedia, we put the best Pine Ridge holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pine Ridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Ridge holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Ridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Pine Ridge?

Yes, there are holiday rentals close to the most popular sights in Pine Ridge, or you can select a more secluded option if you're looking for a relaxing stay. Pine Ridge is known for its beaches and shopping. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Pine Ridge has to offer?

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach: This holiday home rental outside of Pine Ridge is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Pine Ridge?

Expedia has 16 holiday rentals for your stay in Pine Ridge.

What can I see and do in Pine Ridge?

While exploring the area, visit family-friendly sights like Naples Zoo at Caribbean Gardens, or get outside and enjoy nature at Pelican Bay North Beach. In the wider area, you’ll find Artis-Naples and Mercato.

What are holiday rentals like in Pine Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pine Ridge. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.