A family walking on a paved path surrounded by lush greenery and trees.

Pine Ridge Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (285 reviews)
"Overall it was an awesome stay."
United States
Patricio
$111 nightly
The price is $123
Sep 24 - Sep 25
Total with taxes and fees
Wiggins Pass Chalet
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.

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
$250 nightly
The price is $275
Sep 6 - Sep 7
Total with taxes and fees
Cozy 2-bedroom apartment near the Ocean
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

3. 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
$258 nightly
The price is $283
Sep 6 - Sep 7
Total with taxes and fees
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
A modern living room with a sofa, a blue armchair, and a wooden coffee table.

4. * * 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
$271 nightly
The price is $282
Sep 10 - Sep 11
Total with taxes and fees
* * Endless Summer * * Beach, Unique & Comfort
A beach with clear skies, calm waters, and a few people.

5. 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.
$454 nightly
The price is $472
Sep 7 - Sep 8
Total with taxes and fees
Epic Arcades Heated Pool Home by Beach & Mercato
A modern kitchen with grey cabinets, stainless steel appliances, and a central island with bar stools.

6. Comfortable and Spacious house near the beach

Comfortable and Spacious house near the beach
Naples Park
10.0 out of 10, Exceptional, (16 reviews)
"Very nice home. Clean. Easy access. Great location. Would visit again."
United States
Patrick C.
$280 nightly
The price is $307
Sep 11 - Sep 12
Total with taxes and fees
Comfortable and Spacious house near the beach
A covered outdoor area with a pool, lounge chairs, and a table with chairs.

7. 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, (116 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.
$443 nightly
The price is $486
Sep 7 - Sep 8
Total with taxes and fees
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
A modern kitchen with white cabinetry, stainless steel appliances, a black countertop, and a wooden island with stools.

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

* * The Gem * * Beach, Location, Quality & Comfort
Naples Park
10.0 out of 10, Exceptional, (23 reviews)
"We loved how close Vanderbilt Beach was to our house and short distance to many nice restaurants "
United States
Richard H.
$255 nightly
The price is $265
Sep 8 - Sep 9
Total with taxes and fees
* * The Gem * * Beach, Location, Quality & Comfort
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

9. * The 97th *

* The 97th *
Naples Park
9.4 out of 10, Exceptional, (14 reviews)
"MY wife & I enjoyed our stay here. Very relaxing home!"
United States
Kevin W.
$645 nightly
The price is $713
Sep 7 - Sep 8
Total with taxes and fees
* The 97th *
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

10. COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, 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.
$268 nightly
The price is $294
Sep 13 - Sep 14
Total with taxes and fees
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
A single-story house with a concrete driveway, a white exterior, and a small porch area.

11. 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.
$162 nightly
The price is $178
Sep 7 - Sep 8
Total with taxes and fees
Private Studio Suite near the Beach
A beach with clear skies, palm trees, and calm waves.

12. 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.
$342 nightly
The price is $374
Sep 4 - Sep 5
Total with taxes and fees
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A beach with a row of tall buildings in the background, a clear sky, and a flag on a flagpole.

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
$402 nightly
The price is $441
Sep 10 - Sep 11
Total with taxes and fees
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
A beach with waves, a clear sky, and trees in the background.

14. 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, (319 reviews)
"We had a great time and it was a nice place to go to after a long day."
United States
Christine R.
$394 nightly
The price is $432
Sep 16 - Sep 17
Total with taxes and fees
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

15. 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
$285 nightly
The price is $313
Sep 13 - Sep 14
Total with taxes and fees
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

16. STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
Naples Park
9.6 out of 10, Exceptional, (25 reviews)
"The property is an older beach house that is clean and well equipped with kitchen items and beach items. Tge location is superb and the host is absolutely precious and very accommodating. "
United States
Melanie S.
$280 nightly
The price is $307
Sep 6 - Sep 7
Total with taxes and fees
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
A living room with a blue armchair, a white sofa, and a dining area with a table and chairs.

17. Awesome Apartment near the Beach

Awesome Apartment near the Beach
Central Naples
9.8 out of 10, Exceptional, (23 reviews)
"Great stay"
United States
Steve A.
$424 nightly
The price is $465
Sep 6 - Sep 7
Total with taxes and fees
Awesome Apartment near the Beach
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

18. BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard

BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard
Naples Park
9.2 out of 10, Wonderful, (27 reviews)
"Easy parking. Great location. Responsive and helpful host. "
United States
Jon H.
$262 nightly
The price is $288
Sep 8 - Sep 9
Total with taxes and fees
BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard
A beach with clear water, a sandy shore, and a distant shoreline with vegetation.

19. Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Central Naples
10.0 out of 10, Exceptional, (27 reviews)
"Property owner was very responsive and property is as described from listing and other reviews. Great location very central to everything! Great choice! "
United States
Reid D.
$461 nightly
The price is $506
Sep 4 - Sep 5
Total with taxes and fees
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

20. CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

CENTRALLY LOCATED BEACH HOME, 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.
$315 nightly
The price is $347
Sep 8 - Sep 9
Total with taxes and fees
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard
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

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

10/10 Excellent
"Everything was excellent ! Would highly recommend and would enjoy again"
Anna 2-night trip
Posted 1 hour ago
Hyatt House Naples/5th Avenue

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 $80 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.

Explore a world of travel with Expedia

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?

Labor Day, XMas🎄Available- 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 5 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 Fifth Avenue South and Artis-Naples.

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.