Pine Ridge Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Pine Ridge vacation rentals

A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (299 reviews)
"Everything was exactly like described. It was a great stay."
United States
Jessica
$140 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Wiggins Pass Chalet
An indoor pool area with a glass floor, seating around the pool, and a bar area with a blue ceiling and hanging lights.

2. Park Shore Resort

Park Shore Resort
3.0 star property
Park Shore
8.8 out of 10, Excellent, (733 reviews)
"I have been going there for over 30 years, and park shore never disappoints. We love the atmosphere and the tranquility."
United States
nathaly
$217 nightly
The price is $240
Nov 8 - Nov 9
Total with taxes and fees
Park Shore Resort
A kitchen with a large island, white cabinets, a black door, and teal bar stools.

3. 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 traveler
$284 nightly
The price is $314
Nov 15 - Nov 16
Total with taxes and fees
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
A modern hotel room with a bed, a sofa, a small round table, and a desk with a chair. There are three framed artworks on the wall.

4. ~ ~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.
$219 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
~ ~The Studio~ ~ Comfort, Quality, walk to beaches
A multi-story hotel with balconies, a parking lot, and palm trees.

5. 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, (14 reviews)
"Great budget friendly get away. Has all the bare essentials you’d need for two and you can’t beat the location being less than 5 minutes from the beach! Tammy was extremely responsive during our stay to accommodate all our needs."
United States
Angelo S.
$134 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Cozy Studio with pool 1 mile from the beach & walking distance to restaurants.
A single-story house with a concrete driveway, a white exterior, and a small porch area.

6. 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.
$184 nightly
The price is $203
Nov 23 - Nov 24
Total with taxes and fees
Private Studio Suite near the Beach
A coastal cityscape with a beach, clear blue waters, and high-rise buildings.

7. 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)
"We enjoyed our stay at this property and loved how convenient it was to one of the nearby beaches!"
United States
Laura
$240 nightly
The price is $265
Nov 15 - Nov 16
Total with taxes and fees
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
A room with a bed featuring a beach-themed bedspread, a wall with a three-panel artwork depicting a beach scene, and a wooden floor.

8. 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
$262 nightly
The price is $290
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2-bedroom apartment near the Ocean
A dining area with a wooden table and white chairs, a television in the background, and a sofa in the living room.

9. 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.
$241 nightly
The price is $267
Nov 11 - Nov 12
Total with taxes and fees
Sea Breeze Hideaway- Near Beach and Mercato for dining,shops-Fenced doggie area
A coastal cityscape with a beach, clear blue waters, and high-rise buildings.

10. Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs

Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs
Naples Park
9.6 out of 10, Exceptional, (25 reviews)
"It was extremely clean the host has been amazing and answering all our questions. And we love the backyard for our pets"
United States
Brodie K.
$261 nightly
The price is $288
Nov 8 - Nov 9
Total with taxes and fees
Comfy Starfish,Fenced Backyard-ONLY 0.5mile to Beach-Sleeps 4-1BED/1.5BATH,2 TVs
A calm lake with a grassy bank, surrounded by trees and houses.

11. Nice Quiet Private Suite 1 BD 1BTH 3.3mi to Beach Close 2 Everything Lake URC

Nice Quiet Private Suite 1 BD 1BTH 3.3mi to Beach Close 2 Everything Lake URC
Bonita Shores
9.8 out of 10, Exceptional, (17 reviews)
"Room was absolutely perfect for the weekend I was here! Thank you so much for the best stay"
United States
Nate the G.
$141 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Nice Quiet Private Suite 1 BD 1BTH 3.3mi to Beach Close 2 Everything Lake URC
A modern hotel room with a bed, a teal armchair, a sofa, a coffee table, and a balcony with curtains.

12. Couple`s Hideaway, walk to Vanderbilt Beach

Couple`s Hideaway, walk to Vanderbilt Beach
Vanderbilt Beach
9.4 out of 10, Exceptional, (46 reviews)
"Very cute & clean with a great location."
United States
Beth S.
$217 nightly
The price is $241
Nov 10 - Nov 11
Total with taxes and fees
Couple`s Hideaway, walk to Vanderbilt Beach
Private kitchen

13. 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, (68 reviews)
"Loved the stay and specially the location "
United States
Agustina N.
$302 nightly
The price is $334
Nov 8 - Nov 9
Total with taxes and fees
Vanderbilt Palms Retreat, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard
A modern kitchen with white cabinetry, stainless steel appliances, a black countertop, and a wooden island with stools.

14. * * 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.
$260 nightly
The price is $273
Nov 11 - Nov 12
Total with taxes and fees
* * The Gem * * Beach, Location, Quality & Comfort
A gazebo with a hot tub, outdoor seating, and a fire pit, surrounded by a wooden fence and potted plants.

15. 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 traveler
$259 nightly
The price is $270
Nov 8 - Nov 9
Total with taxes and fees
Coastal Farmhouse w/ mini Golf, Private Beach &Spa
A beach with clear skies, palm trees, and calm waves.

16. 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)
"very smooth."
United States
Fred K.
$340 nightly
The price is $375
Nov 19 - Nov 20
Total with taxes and fees
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
An indoor dining area with white chairs, tables, and a high ceiling with exposed beams.

17. F-335 - Modern Interior, 3rd Floor, Privacy

F-335 - Modern Interior, 3rd Floor, Privacy
Park Shore
10.0 out of 10, Exceptional, (3 reviews)
"Good location, clean, and no issues."
United States
James O.
$443 nightly
The price is $476
Nov 8 - Nov 9
Total with taxes and fees
F-335 - Modern Interior, 3rd Floor, Privacy
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

18. 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
$377 nightly
The price is $419
Nov 9 - Nov 10
Total with taxes and fees
Noel Real Estate
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

19. Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN

Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN
Bonita Shores
9.8 out of 10, Exceptional, (9 reviews)
"Great stay!"
United States
Rykadin
$171 nightly
The price is $190
Nov 9 - Nov 10
Total with taxes and fees
Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

20. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,097 reviews)
"Room location had a amazing view"
United States
Joanne
$281 nightly
The price is $313
Nov 10 - Nov 11
Total with taxes and fees
Lovers Key Resort
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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Find vacation rentals that suit your style

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Cabins
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Top Pine Ridge Hotel Reviews

A bar area with wooden chairs, a bar counter, and a tropical-themed decor including a thatched ceiling and a sign with a lime slice.
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples
Central Naples

10/10 Excellent

Excellent consumer service with waitress Ximena . Party of 7 had a wonderful stay .
United States
Yamileth
Reviewed August 17, 2025
Compass by Margaritaville Hotel Naples

Find out more about Pine Ridge

Everything you need to know about Pine Ridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Ridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Ridge vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pine Ridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pine Ridge rentals

At Expedia, we put the best Pine Ridge vacation 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 vacation.

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 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.

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