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Pine Ridge Holiday Rentals

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Our top choices for Pine Ridge holiday rentals

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (292 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is NZ$201
includes taxes & fees
5 Oct - 6 Oct
Wiggins Pass Chalet

2. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (20 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
The price is NZ$527
includes taxes & fees
28 Sept - 29 Sept
Cozy 2-bedroom apartment near the Ocean

3. Naples Oasis - Heated Pool, Pizza Oven, Fire Pit & Near Vanderbilt Beach

Naples Oasis - Heated Pool, Pizza Oven, Fire Pit & Near Vanderbilt Beach
Naples Park
10.0 out of 10, Exceptional, (79 reviews)
"This house and stay was phenomenal! Beautiful decor (loved this!), clean, all the beach items we needed! So much room for our family! 1 mile to the beach and we had the best beach days every day! Pool and grill were amazing (loved the sound of the waterfall in the pool)! This house had everything we needed! Cannot wait to come back!"
United States
Nicole T.
Naples Oasis - Heated Pool, Pizza Oven, Fire Pit & Near Vanderbilt Beach

4. The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
Naples Park
10.0 out of 10, Exceptional, (118 reviews)
"Was the perfect place for our family. The kids loved the pool and the house is in a great location. "
United States
Sarah S.
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

5. Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
Naples Park
10.0 out of 10, Exceptional, (322 reviews)
"Lovely location for our trip to Naples. We really enjoyed its close locality to some wonderful beaches. Managed to see dolphins every day which made the trip all the more magical for us travelling over from the UK."
United States
Mark R.
The price is NZ$711
includes taxes & fees
29 Sept - 30 Sept
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

6. Endless Summer Naples ~Pool+Spa, Bikes, Beaches ☀️ Come & Applaud the Sunset!

Endless Summer Naples ~Pool+Spa, Bikes, Beaches ☀️ Come & Applaud the Sunset!
Naples Park
9.8 out of 10, Exceptional, (32 reviews)
"We really enjoyed our stay! The house was clean, comfortable and provided all the amenities we needed for our beach vacation. Jenelle was very attentive to our needs before and during our stay! "
United States
Michelle G.
The price is NZ$1,293
includes taxes & fees
28 Sept - 29 Sept
Endless Summer Naples ~Pool+Spa, Bikes, Beaches ☀️ Come & Applaud the Sunset!

7. Modern Naples Oasis – Heated Pool, Outdoor TV, Fire Pit & Gazebo Retreat

Modern Naples Oasis – Heated Pool, Outdoor TV, Fire Pit & Gazebo Retreat
Naples Park
10.0 out of 10, Exceptional, (16 reviews)
"Backyard and pool area is amazing! Overall a perfect house for our girls trip. The beds were very comfortable."
United States
Keleia P.
The price is NZ$1,176
includes taxes & fees
28 Sept - 29 Sept
Modern Naples Oasis – Heated Pool, Outdoor TV, Fire Pit & Gazebo Retreat

8. Epic Arcades Heated Pool Home by Beach & Mercato

Epic Arcades Heated Pool Home by Beach & Mercato
Naples Park
10.0 out of 10, Exceptional, (114 reviews)
"GREAT location. Close to shopping, dining and the beach. Cute/clean house! Nice pool area. Would not hesitate in staying here again!"
United States
Tony A.
The price is NZ$801
includes taxes & fees
28 Sept - 29 Sept
Epic Arcades Heated Pool Home by Beach & Mercato

9. Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ
Naples Park
10.0 out of 10, Exceptional, (72 reviews)
"Very nice home in a great location"
United States
Martin T.
The price is NZ$1,642
includes taxes & fees
30 Sept - 1 Oct
Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ

10. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,333 reviews)
"Great place , near to fifth ave ."
United States
Mavelys
The price is NZ$608
includes taxes & fees
30 Sept - 1 Oct
Bellasera Resort

11. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (27 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is NZ$305
includes taxes & fees
28 Sept - 29 Sept
Private Suite near the Beach

12. Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat

Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
Naples Park
9.8 out of 10, Exceptional, (20 reviews)
"Great place and owner is a great guy as well. "
United States
Ryan H.
The price is NZ$837
includes taxes & fees
30 Sept - 1 Oct
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat

13. 4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving

4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
Naples Park
9.8 out of 10, Exceptional, (69 reviews)
"We had a great stay. The host was very quick to respond to all our questions and requests."
United States
Nancy
The price is NZ$882
includes taxes & fees
1 Oct - 2 Oct
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving

14. Comfortable and Spacious house near the beach

Comfortable and Spacious house near the beach
Naples Park
9.8 out of 10, Exceptional, (17 reviews)
"Very nice home. Clean. Easy access. Great location. Would visit again."
United States
Patrick C.
The price is NZ$559
includes taxes & fees
28 Sept - 29 Sept
Comfortable and Spacious house near the beach

15. * The 97th *

* The 97th *
Naples Park
9.2 out of 10, Wonderful, (16 reviews)
"MY wife & I enjoyed our stay here. Very relaxing home!"
United States
Kevin W.
The price is NZ$1,246
includes taxes & fees
28 Sept - 29 Sept
* The 97th *

16. * * Endless Summer * * Beach, Unique & Comfort

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.6 out of 10, Exceptional, (22 reviews)
"This is such a hidden gem! Definitely exceeded expectations!"
United States
Courtney
The price is NZ$558
includes taxes & fees
17 Oct - 18 Oct
* * Endless Summer * * Beach, Unique & Comfort

17. Beach & Hot Tub! 2 Masters w Kings, Pets, Queen ensuite, private heated Pool

Beach & Hot Tub! 2 Masters w Kings, Pets, Queen ensuite, private heated Pool
Naples Park
10.0 out of 10, Exceptional, (20 reviews)
"Very nice property! We enjoyed our stay!"
United States
Julie P.
Beach & Hot Tub! 2 Masters w Kings, Pets, Queen ensuite, private heated Pool

18. ~ ~The Studio~ ~ Comfort, Quality, walk to beaches

~ ~The Studio~ ~ Comfort, Quality, walk to beaches
Naples Park
9.8 out of 10, Exceptional, (14 reviews)
"Very clean and well maintained. We appreciated the small kitchen area and the beach chairs and umbrella! Highly recommend staying here! "
United States
Stephanie J.
~ ~The Studio~ ~ Comfort, Quality, walk to beaches

19. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is NZ$716
includes taxes & fees
28 Sept - 29 Sept
Noel Real Estate

20. 5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples Park
8.6 out of 10, Excellent, (37 reviews)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
The price is NZ$495
includes taxes & fees
8 Oct - 9 Oct
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
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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Top Pine Ridge Hotel Reviews

Find out more about Pine Ridge

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pine Ridge holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pine Ridge. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pine Ridge. Seeing all the best attractions is bound to make you fall in love with Pine Ridge. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pine Ridge short-term rentals, that won’t be hard to do.

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?

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴: This holiday home rental outside of Pine Ridge is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Pine Ridge?

Expedia has 3 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 Mercato and Clam Pass Park.

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.