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Pine Ridge Vacation Rentals

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Our top choices for Pine Ridge vacation 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 CA $145
CA $161 total
includes taxes & fees
Oct 5 - Oct 6
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, (21 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
The price is CA $170
CA $422 total
includes taxes & fees
Oct 1 - Oct 2
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.
The price is CA $332
CA $934 total
includes taxes & fees
Oct 1 - Oct 2
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, (119 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 price is CA $233
CA $680 total
includes taxes & fees
Oct 4 - Oct 5
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, (325 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.
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 CA $497
CA $1,045 total
includes taxes & fees
Sep 30 - Oct 1
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 CA $343
CA $947 total
includes taxes & fees
Oct 1 - Oct 2
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 CA $202
CA $641 total
includes taxes & fees
Sep 30 - Oct 1
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 CA $633
CA $1,398 total
includes taxes & fees
Sep 30 - Oct 1
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, (2,335 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is CA $402
CA $509 total
includes taxes & fees
Sep 30 - Oct 1
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 CA $102
CA $251 total
includes taxes & fees
Oct 4 - Oct 5
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
10.0 out of 10, Exceptional, (21 reviews)
"Great place and owner is a great guy as well. "
United States
Ryan H.
The price is CA $397
CA $665 total
includes taxes & fees
Sep 30 - Oct 1
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 CA $286
CA $707 total
includes taxes & fees
Oct 1 - Oct 2
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 CA $205
CA $497 total
includes taxes & fees
Oct 4 - Oct 5
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 CA $278
CA $1,003 total
includes taxes & fees
Oct 1 - Oct 2
* 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 CA $129
CA $388 total
includes taxes & fees
Oct 4 - Oct 5
* * 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 price is CA $115
CA $338 total
includes taxes & fees
Sep 30 - Oct 1
~ ~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 CA $142
CA $551 total
includes taxes & fees
Oct 5 - Oct 6
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 CA $120
CA $403 total
includes taxes & fees
Oct 11 - Oct 12
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Pine Ridge?

Yes, we give you a choice of vacation rentals close to well known attractions in Pine Ridge, or you can go with a more remote 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 vacation home rentals that Pine Ridge has to offer?

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴: Visitors like this Pine Ridge vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Pine Ridge?

Expedia has 3 vacation 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 larger area, you’ll find Artis-Naples and Mercato.

What are vacation rentals like in Pine Ridge?

Vacation rentals are private properties you can book for a short or long stay in Pine Ridge. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.