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Pine Ridge Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Pine Ridge holiday rentals

Property entrance

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (281 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 HK$779
HK$864 total
includes taxes & fees
26 Aug - 27 Aug
Wiggins Pass Chalet
TV

2. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.6 out of 10, Exceptional, (25 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is HK$233
HK$1,025 total
includes taxes & fees
9 Aug - 10 Aug
Private Suite near the Beach
2 bedrooms, iron/ironing board, WiFi, bed sheets

3. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (16 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 HK$544
HK$1,821 total
includes taxes & fees
9 Aug - 10 Aug
Cozy 2-bedroom apartment near the Ocean
TV, fireplace

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

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.6 out of 10, Exceptional, (21 reviews)
"This is such a hidden gem! Definitely exceeded expectations!"
United States
Courtney
* * Endless Summer * * Beach, Unique & Comfort
Beach nearby, sun-loungers, beach towels

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, (318 reviews)
"We had a lovely stay at the White Cottage. The hosts were incredibly generous and warm. They were quick to respond to any questions and the home had everything we needed to make our stay exceptional. We would certainly encourage others to book this rental. "
United States
John H.
The price is HK$1,216
HK$3,096 total
includes taxes & fees
26 Aug - 27 Aug
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach
Beach nearby, beach towels

6. 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 HK$777
HK$2,992 total
includes taxes & fees
14 Aug - 15 Aug
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Beach nearby, sun-loungers, beach towels

7. 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 HK$602
HK$4,171 total
includes taxes & fees
10 Aug - 11 Aug
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Property grounds

8. 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 HK$565
HK$1,393 total
includes taxes & fees
9 Aug - 10 Aug
Private Studio Suite near the Beach
A heated pool

9. 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 HK$1,059
HK$4,631 total
includes taxes & fees
13 Aug - 14 Aug
Naples Home w/ Lanai & Pool Near Vanderbilt Beach!
Beach nearby, sun-loungers, beach towels

10. 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 HK$934
HK$3,001 total
includes taxes & fees
3 Sept - 4 Sept
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Outdoor pool, a heated pool

11. 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.
The price is HK$1,334
HK$3,840 total
includes taxes & fees
9 Aug - 10 Aug
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
Beach nearby, sun-loungers, beach towels

12. 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 HK$981
HK$2,617 total
includes taxes & fees
10 Aug - 11 Aug
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Terrace/patio

13. 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 HK$784
HK$2,330 total
includes taxes & fees
13 Aug - 14 Aug
Coastal Farmhouse w/ mini Golf, Private Beach &Spa
On the beach, sun-loungers, beach towels

14. 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)
"Fenced in backyard, condo exceeded expectations as did the weather!"
United States
Peg M.
The price is HK$902
HK$2,738 total
includes taxes & fees
11 Aug - 12 Aug
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
Laptop workspace, blackout curtains, free WiFi, bed sheets

15. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (101 reviews)
"Great stay."
United States
cynthia
The price is HK$560
HK$625 total
includes taxes & fees
14 Aug - 15 Aug
StudioRes by Marriott Fort Myers Airport
Sun-loungers, beach towels

16. 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, (67 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 HK$1,440
HK$3,725 total
includes taxes & fees
9 Aug - 10 Aug
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
On the beach, sun-loungers, beach towels

17. 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 HK$1,169
HK$3,261 total
includes taxes & fees
7 Sept - 8 Sept
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard
Beach

18. 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 HK$1,546
HK$4,117 total
includes taxes & fees
17 Aug - 18 Aug
Epic Arcades Heated Pool Home by Beach & Mercato
On the beach, sun-loungers, beach towels

19. 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 HK$1,169
HK$2,783 total
includes taxes & fees
9 Aug - 10 Aug
BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard
Outdoor dining

20. 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.
The price is HK$1,024
HK$3,784 total
includes taxes & fees
7 Sept - 8 Sept
F-335 - Modern Interior, 3rd Floor, Privacy
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

Trianon Bonita Bay

Trianon Bonita Bay

10/10 Excellent
"There are 2 restaurants on the property!! Very close to The Promenade that has restaurants, shopping and a Farmer’s Market during season! The staff went above and beyond for us!! A wonderful place to stay! Will definitely stay there again!"
Sheri 2-night trip
Posted 1 hour ago
Trianon Bonita Bay

Find out more about Pine Ridge

Search for holiday rentals in Pine Ridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Pine Ridge using one of the methods below:

  • View our selection of featured holiday rentals in Pine Ridge
  • Use the map to find apartments and other holiday homes in the Pine Ridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pine Ridge while they last

Look no further and take a look at our great range of rental properties in Pine Ridge!

Frequently asked questions

Can I find holiday rentals in Pine Ridge?

Yes, there are holiday rentals close to the most popular sights in Pine Ridge, or you can select a more secluded 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 holiday rentals that Pine Ridge has to offer?

Labor Day, XMas🎄Available- Beach 🏖️ 2min walk🩴: This holiday home rental outside of Pine Ridge is located near the beach, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Pine Ridge?

Expedia has 5 holiday 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 wider area, you’ll find popular places such as Fifth Avenue South and Naples Beach.

What are holiday rentals like in Pine Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pine Ridge. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.