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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, (295 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is CA $143
CA $159 total
includes taxes & fees
Oct 15 - Oct 16
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 $171
CA $430 total
includes taxes & fees
Oct 31 - Nov 1
Cozy 2-bedroom apartment near the Ocean

3. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (28 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is CA $143
CA $305 total
includes taxes & fees
Nov 1 - Nov 2
Private Suite near the Beach

4. Park Shore Resort - Dream Holiday Stays

Park Shore Resort - Dream Holiday Stays
4.0 star property
Park Shore
The price is CA $250
CA $697 total
includes taxes & fees
Nov 1 - Nov 2
Park Shore Resort - Dream Holiday Stays

5. * * 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
* * Endless Summer * * Beach, Unique & Comfort

6. 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 $114
CA $399 total
includes taxes & fees
Oct 12 - Oct 13
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

7. Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Central Naples
10.0 out of 10, Exceptional, (31 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is CA $154
CA $554 total
includes taxes & fees
Oct 23 - Oct 24
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

8. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Naples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
United States
Anonymous traveller
The price is CA $121
CA $477 total
includes taxes & fees
Oct 18 - Oct 19
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

9. Private Studio Suite near the Beach

Private Studio Suite near the Beach
Naples Park
9.8 out of 10, Exceptional, (19 reviews)
"Nice stay - was everything we needed for a quick weekend trip for two."
United States
Meredith D.
The price is CA $128
CA $286 total
includes taxes & fees
Oct 14 - Oct 15
Private Studio Suite near the Beach

10. Vanderbilt Palms Retreat, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

Vanderbilt Palms Retreat, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard
Naples Park
9.4 out of 10, Exceptional, (66 reviews)
"Loved the stay and specially the location "
United States
Agustina N.
The price is CA $135
CA $513 total
includes taxes & fees
Oct 12 - Oct 13
Vanderbilt Palms Retreat, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

11. ~ ~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 $339 total
includes taxes & fees
Oct 12 - Oct 13
~ ~The Studio~ ~ Comfort, Quality, walk to beaches

12. Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.

Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.
Bonita Shores
9.2 out of 10, Wonderful, (13 reviews)
"The process with the host was precise and easy, the space was very clean and cozy full of all amenities and more!Thank you!!"
United States
Gabriela M.
The price is CA $96
CA $227 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.

13. Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area

Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area
Naples Park
9.2 out of 10, Wonderful, (27 reviews)
"Great location for a beach trip!"
United States
Corri B.
The price is CA $118
CA $413 total
includes taxes & fees
Oct 20 - Oct 21
Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area

14. Costal Palms!Walk/Bike to Vanderbilt Beach,Mercato,Near Ritz-fenced doggie area

Costal Palms!Walk/Bike to Vanderbilt Beach,Mercato,Near Ritz-fenced doggie area
Naples Park
9.4 out of 10, Exceptional, (33 reviews)
"It was a very clean place to stay. Great location. "
United States
Nicole H.
The price is CA $107
CA $408 total
includes taxes & fees
Oct 28 - Oct 29
Costal Palms!Walk/Bike to Vanderbilt Beach,Mercato,Near Ritz-fenced doggie area

15. 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, (120 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 $235
CA $694 total
includes taxes & fees
Oct 12 - Oct 13
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

16. Coastal Farmhouse w/ mini Golf, Private Beach &Spa

Coastal Farmhouse w/ mini Golf, Private Beach &Spa
Central Naples
10.0 out of 10, Exceptional, (38 reviews)
"Place was exactly as described."
United States
Anonymous traveller
The price is CA $121
CA $395 total
includes taxes & fees
Oct 18 - Oct 19
Coastal Farmhouse w/ mini Golf, Private Beach &Spa

17. 2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is CA $154
CA $369 total
includes taxes & fees
Oct 19 - Oct 20
2/1 Hidden Gem

18. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,340 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is CA $397
CA $504 total
includes taxes & fees
Oct 25 - Oct 26
Bellasera Resort

19. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,091 reviews)
"Clean room, AC was Perfect, and deck view was amazing"
United States
Carlos
The price is CA $150
CA $401 total
includes taxes & fees
Oct 13 - Oct 14
Lovers Key Resort

20. * * The Gem * * Beach, Location, Quality & Comfort

* * The Gem * * Beach, Location, Quality & Comfort
Naples Park
10.0 out of 10, Exceptional, (24 reviews)
"We loved how close Vanderbilt Beach was to our house and short distance to many nice restaurants "
United States
Richard H.
The price is CA $122
CA $373 total
includes taxes & fees
Oct 20 - Oct 21
* * The Gem * * Beach, Location, Quality & Comfort
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.