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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, (282 reviews)
"The girl on the front desk, when I’ve arrived omg she’s was really nice and excellent customer service I was visiting another places to stay and never someone was very nice like her. 5 stars for her; and the hotel really clean I love it"
United States
Tania
The price is CA $138
CA $153 total
includes taxes & fees
Sep 9 - Sep 10
Wiggins Pass Chalet

2. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (26 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is CA $88
CA $234 total
includes taxes & fees
Aug 16 - Aug 17
Private Suite near the Beach

3. 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, (318 reviews)
"The house is lovely and the location is perfect for anyone looking for a comfortable and quiet get away! It is a ten minute walk to the beach, and plenty of stores and resturants are within a five minute drive. The pool and hot tub are also beautiful and perfect for relaxing. "
United States
Monique S.
The price is CA $216
CA $546 total
includes taxes & fees
Aug 26 - Aug 27
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

4. 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, (77 reviews)
"The house was great and we loved the upstairs which felt like its own apartment. Pool was a nice size with a comfortable outdoor area. Will definitely stay at the house again. "
United States
Kevin C.
The price is CA $427
CA $1,058 total
includes taxes & fees
Sep 8 - Sep 9
Naples Oasis - Heated Pool, Pizza Oven, Fire Pit & Near Vanderbilt Beach

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.
The price is CA $248
CA $699 total
includes taxes & fees
Aug 16 - Aug 17
Epic Arcades Heated Pool Home by Beach & Mercato

6. 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, (68 reviews)
"We had a wedding in Naples.Great location, plenty of room house was well stocked with everything we need."
United States
Marion D.
The price is CA $229
CA $634 total
includes taxes & fees
Aug 16 - Aug 17
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving

7. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,321 reviews)
"The perfect place for a family vacation"
United States
Lorenzo
The price is CA $298
CA $393 total
includes taxes & fees
Aug 16 - Aug 17
Bellasera Resort

8. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (17 reviews)
"The cottage was just as described! The location is excellent and close to the beach, shopping and dining. We truly enjoyed our stay there! Frank was very responsive and the check in process was simple. "
United States
Lori C.
The price is CA $97
CA $326 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 2-bedroom apartment near the Ocean

9. Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat

Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
Naples Park
9.8 out of 10, Exceptional, (20 reviews)
"Great place and owner is a great guy as well. "
United States
Ryan H.
The price is CA $354
CA $613 total
includes taxes & fees
Aug 26 - Aug 27
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat

10. 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 $174
CA $467 total
includes taxes & fees
Aug 16 - Aug 17
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

11. 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.
The price is CA $208
CA $518 total
includes taxes & fees
Aug 16 - Aug 17
BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard

12. 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)
"Awesome, clean, cozy, peaceful property. Pet friendly. Close to beach. God Bless! "
United States
Alyahbunny S.
The price is CA $149
CA $508 total
includes taxes & fees
Sep 8 - Sep 9
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

13. Naples Home w/ Lanai & Pool Near Vanderbilt Beach!

Naples Home w/ Lanai & Pool Near Vanderbilt Beach!
Naples Park
10.0 out of 10, Exceptional, (75 reviews)
"The property had everything you think you could possibly need for your stay. Location was great. The pool was nice and refreshing and the property was very clean. Wonderful place! Would surely stay again."
United States
Michelle
The price is CA $188
CA $843 total
includes taxes & fees
Aug 27 - Aug 28
Naples Home w/ Lanai & Pool Near Vanderbilt Beach!

14. 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, (30 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is CA $132
CA $519 total
includes taxes & fees
Sep 8 - Sep 9
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

15. 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, (71 reviews)
"Excellent day great location host was super responsive"
United States
Gina M.
The price is CA $616
CA $1,383 total
includes taxes & fees
Aug 20 - Aug 21
Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ

16. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,080 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is CA $155
CA $401 total
includes taxes & fees
Aug 18 - Aug 19
Lovers Key Resort

17. Private Studio Suite near the Beach

Private Studio Suite near the Beach
Naples Park
9.8 out of 10, Exceptional, (18 reviews)
"Nice stay - was everything we needed for a quick weekend trip for two."
United States
Meredith D.
The price is CA $100
CA $247 total
includes taxes & fees
Aug 28 - Aug 29
Private Studio Suite near the Beach

18. 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.
The price is CA $179
CA $832 total
includes taxes & fees
Aug 25 - Aug 26
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

19. 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
9.2 out of 10, Wonderful, (65 reviews)
"Loved the stay and specially the location "
United States
Agustina N.
The price is CA $208
CA $594 total
includes taxes & fees
Aug 18 - Aug 19
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

20. 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.
The price is CA $160
CA $490 total
includes taxes & fees
Aug 18 - Aug 19
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
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?

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 Sun N Fun Lagoon, or get outside and enjoy nature at Vanderbilt Beach. In the larger area, you’ll find popular places like Fifth Avenue South and Naples Beach.

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.