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

Pine Ridge Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (292 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
$115 nightly
The price is $128
Oct 4 - Oct 5
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, (21 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
$260 nightly
The price is $286
Sep 29 - Sep 30
Total with taxes and fees
Cozy 2-bedroom apartment near the Ocean
A modern kitchen with white cabinetry, a central island with a bottle and glasses, and a hanging light fixture.

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.
$568 nightly
The price is $626
Sep 29 - Sep 30
Total with taxes and fees
Naples Oasis - Heated Pool, Pizza Oven, Fire Pit & Near Vanderbilt Beach
A covered outdoor area with a pool, lounge chairs, and a table with chairs.

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.
$415 nightly
The price is $458
Sep 29 - Sep 30
Total with taxes and fees
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
A beach with waves, a clear sky, and trees in the background.

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.
$349 nightly
The price is $385
Sep 29 - Sep 30
Total with taxes and fees
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
An indoor swimming pool with a hot tub, surrounded by a glass enclosure and potted plants.

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.
$626 nightly
The price is $691
Sep 29 - Sep 30
Total with taxes and fees
Endless Summer Naples ~Pool+Spa, Bikes, Beaches ☀️ Come & Applaud the Sunset!
A pool area with lounge chairs, a wooden pergola with a view, and a fire pit.

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.
$568 nightly
The price is $628
Sep 29 - Sep 30
Total with taxes and fees
Modern Naples Oasis – Heated Pool, Outdoor TV, Fire Pit & Gazebo Retreat
A beach with clear skies, calm waters, and a few people.

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.
$412 nightly
The price is $429
Sep 29 - Sep 30
Total with taxes and fees
Epic Arcades Heated Pool Home by Beach & Mercato
A wooden deck leading to a thatched-roof bar area with a view of the ocean.

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.
$802 nightly
The price is $886
Sep 30 - Oct 1
Total with taxes and fees
Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

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
$317 nightly
The price is $352
Sep 29 - Sep 30
Total with taxes and fees
Bellasera Resort
A living room with a white sofa, two chairs, a round coffee table, a TV stand, and a window with a view of greenery.

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.
$162 nightly
The price is $178
Oct 3 - Oct 4
Total with taxes and fees
Private Suite near the Beach
A beach with clear water, a sandy shore, and two people in the distance.

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.
$405 nightly
The price is $447
Sep 30 - Oct 1
Total with taxes and fees
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
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
$431 nightly
The price is $475
Oct 1 - Oct 2
Total with taxes and fees
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
A modern kitchen with grey cabinets, stainless steel appliances, and a central island with bar stools.

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.
$305 nightly
The price is $336
Oct 3 - Oct 4
Total with taxes and fees
Comfortable and Spacious house near the beach
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

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.
$597 nightly
The price is $665
Sep 29 - Sep 30
Total with taxes and fees
* The 97th *
A modern living room with a sofa, a blue armchair, and a wooden coffee table.

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
$291 nightly
The price is $306
Oct 17 - Oct 18
Total with taxes and fees
* * Endless Summer * * Beach, Unique & Comfort
A wooden deck with tables and chairs, overlooking a beach.

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.
$762 nightly
The price is $841
Oct 9 - Oct 10
Total with taxes and fees
Beach & Hot Tub! 2 Masters w Kings, Pets, Queen ensuite, private heated Pool
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.

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.
$221 nightly
The price is $230
Oct 13 - Oct 14
Total with taxes and fees
~ ~The Studio~ ~ Comfort, Quality, walk to beaches
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

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
$355 nightly
The price is $394
Oct 4 - Oct 5
Total with taxes and fees
Noel Real Estate
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

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
$249 nightly
The price is $274
Oct 8 - Oct 9
Total with taxes and fees
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

The Perry Hotel Naples

The Perry Hotel Naples

10/10 Excellent
"Every room needs a microwave"
Lyly 3-night trip
Posted 7 hours ago
The Perry 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 $94 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?

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 Mercato and Clam Pass Park.

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.