Pine Ridge holiday homes

We found 5,718 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Pine Ridge that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Pine Ridge

Showing deals for:13 Nov - 20 Nov

Living area
Terrace/patio
Exterior
Interior
Exceptional
(40 reviews)

Cozy Getaway!

Bonita Springs

7% off
NZ$2,195
for 7 nights, 1 cottage
NZ$314 per night
includes taxes & fees
Cozy Getaway!
Exterior
Private kitchen
Room
Terrace/patio
Wonderful
(25 reviews)

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Naples

8% off
NZ$2,563
for 7 nights, 1 home
NZ$366 per night
includes taxes & fees
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Pool
NAPLES PIER
New tv with Sonos surround sound
Exterior
Exceptional
(81 reviews)

BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ

Bonita Springs

7% off
NZ$7,321
for 7 nights, 1 home
NZ$1,046 per night
includes taxes & fees
BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ
Private kitchen
Pool
Marina
Marina
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

6% off
NZ$7,875
for 7 nights, 1 cottage
NZ$1,125 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
New Kitchen with All Essential Amenities; Perfect for Home Cooked Meals!
New Kitchen with All Essential Amenities; Perfect for Home Cooked Meals!
Private Pool and Hot Tub (Pool Heat Optional Add On at Time of Booking); Ample Seating; Private Grill; Privacy Fence; Southern Exposure!
Dining Table and Seating; Perfect for Home Cooked Meals!
Excellent
(10 reviews)

Sorrento 6BR Home & Private Cabana | Pool & HotTub

Naples

7% off
NZ$9,288
for 7 nights, 1 home
NZ$1,327 per night
includes taxes & fees
Sorrento 6BR Home & Private Cabana | Pool & HotTub
Living area
Pool
Exterior
Terrace/patio
Exceptional
(6 reviews)

Sports Ranch Luxe Estate

Naples

8% off
NZ$9,309
for 7 nights, 1 home
NZ$1,330 per night
includes taxes & fees
Sports Ranch Luxe Estate
Host family feasts or celebratory dinners at this inviting dining table
Relax, stream a movie, or catch the game—this is your comfy vacation hub
Curl up with coffee and a book in this sun-drenched, peaceful sitting area
Cozy daybed perfect for reading, napping, or an extra guest’s retreat
Exceptional
(15 reviews)

Beach Escape for Families + Friends • 2 Min to Sand

Bonita Springs

7% off
NZ$7,355
for 7 nights, 1 home
NZ$1,051 per night
includes taxes & fees
Beach Escape for Families + Friends • 2 Min to Sand
Exterior
Pool
Living area
Living area
Exceptional
(72 reviews)

Designer NAPLES home w/POOL, total PRIVACY, near BEACH, SUMMER DISCOUNTS

Naples

7% off
NZ$4,507
for 7 nights, 1 home
NZ$644 per night
includes taxes & fees
Designer NAPLES home w/POOL, total PRIVACY, near BEACH, SUMMER DISCOUNTS
Dining
Pool
Room
Private kitchen
Exceptional
(33 reviews)

Remodeled Lakefront Pool Home, Privacy, screened Lanai, Bicycles, close to Beach

Bonita Springs

8% off
NZ$4,934
for 7 nights, 1 home
NZ$705 per night
includes taxes & fees
Remodeled Lakefront Pool Home, Privacy, screened Lanai, Bicycles, close to Beach
Pool
Living area
Room
Private kitchen
Exceptional
(15 reviews)

1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot

Bonita Springs

8% off
NZ$4,024
for 7 nights, 1 home
NZ$575 per night
includes taxes & fees
1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot
Living area
Terrace/patio
Pool
Private kitchen
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
NZ$3,853
for 7 nights, 1 home
NZ$550 per night
includes taxes & fees
Edgy Modern house with Heated Salt Water Pool
Exterior detail
Pool
Private kitchen
Terrace/patio
Exceptional
(100 reviews)

4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach

Naples

8% off
NZ$5,639
for 7 nights, 1 home
NZ$806 per night
includes taxes & fees
4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach
Exterior
Pool
Interior
Private kitchen
Exceptional
(24 reviews)

Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer

Bonita Springs

8% off
NZ$6,989
for 7 nights, 1 home
NZ$998 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Interior
Naples Beach!!! Just a short walk from our condo.
Exterior
Outdoor dining
Exceptional
(149 reviews)

BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining

Naples

7% off
NZ$6,078
for 7 nights, 1 apartment
NZ$868 per night
includes taxes & fees
BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
Living area
Interior
Private kitchen
Living area
Exceptional
(37 reviews)

Waterfront Private Retreat - Spacious, Pool, Hot Tub, Minutes to the Beach

Bonita Springs

8% off
NZ$3,874
for 7 nights, 1 room
NZ$553 per night
includes taxes & fees
Waterfront Private Retreat - Spacious, Pool, Hot Tub, Minutes to the Beach
Many options of China for you to enjoy
Bonita Beach`s Beautiful White Sand
Guest Suite 2nd Fl- Living - Kitchen Fully Stock
Awesome Sunset views from the rooftop
Exceptional
(124 reviews)

Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14

Bonita Springs

7% off
NZ$12,648
for 7 nights, 1 home
NZ$1,807 per night
includes taxes & fees
Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14
Interior
Private kitchen
Dining
Living area
Exceptional
(11 reviews)

Coastal chic - minutes to beach, shopping, dining

Naples

8% off
NZ$4,168
for 7 nights, 1 home
NZ$595 per night
includes taxes & fees
Coastal chic - minutes to beach, shopping, dining
Property grounds
full functioning kitchen, everything you need for cooking and serving
Interior
Pool
Exceptional
(327 reviews)

Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets

Naples

7% off
NZ$3,897
for 7 nights, 1 home
NZ$557 per night
includes taxes & fees
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
Property grounds
What a View!  From the Waterfall to the Chickee
Nice morning sun! Additional seating for guests
Open Kitchen! Beautiful Granite! Stainless!
Exceptional
(46 reviews)

'Tropical Penthouse Paradise' 5 Beaches! 2 Resort Pools! Gym! Fun!

Bonita Springs

7% off
NZ$2,664
for 7 nights, 1 apartment
NZ$381 per night
includes taxes & fees
'Tropical Penthouse Paradise' 5 Beaches! 2 Resort Pools! Gym! Fun!
Our condo is where the red dot is shown.
Lanai
Kitchen
Boardwalk/canal view from lanai
Exceptional
(88 reviews)

Updated Vanderbilt Beach Condo with Great Views.

Naples

8% off
NZ$3,768
for 7 nights, 1 apartment
NZ$538 per night
includes taxes & fees
Updated Vanderbilt Beach Condo with Great Views.
Interior
Beach
Interior
Living area
Exceptional
(65 reviews)

Vanderbilt Beach House, Perfect for 2 families, Pet friendly, Bikes beach gear

Naples

7% off
NZ$5,978
for 7 nights, 1 home
NZ$854 per night
includes taxes & fees
Vanderbilt Beach House, Perfect for 2 families, Pet friendly, Bikes beach gear
Private kitchen
Interior
Dining
Pool
Exceptional
(14 reviews)

House w/ heated pool in central Naples 5min to beach

Naples

9% off
NZ$4,275
for 7 nights, 1 home
NZ$611 per night
includes taxes & fees
House w/ heated pool in central Naples 5min to beach
Lanai
Open floor plan. Living, Dining, and Kitchen
View of entryway and Coffee bar.
Kitchen
Exceptional
(34 reviews)

4-bedroom vacation home just 10 minutes from 5th Ave. and beach.

Naples

7% off
NZ$3,718
for 7 nights, 1 home
NZ$531 per night
includes taxes & fees
4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
Living area
Exterior
Outdoor dining
Property grounds
Wonderful
(17 reviews)

C-224 - End Unit with Private Views & Sleeps 6

Naples

7% off
NZ$3,296
for 7 nights, 1 apartment
NZ$471 per night
includes taxes & fees
C-224 - End Unit with Private Views & Sleeps 6
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the charming city of Pine Ridge

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Pine Ridge. This romantic city attracts visitors thanks to its shopping and restaurants. Vanderbilt Beach and Fifth Avenue South are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Pine Ridge

Are you looking for attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that makes Pine Ridge a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Tiburon Golf Club (2.1 mi / 3.4 km)
  • Sun N Fun Lagoon (3.5 mi / 5.7 km)
  • La Playa Golf Club (3.5 mi / 5.7 km)
  • Naples Zoo at Caribbean Gardens (4.4 mi / 7 km)
  • Flamingo Island Course - Lely Resort (12.2 mi / 19.7 km)
  • The Leadbetter Golf Academy - LaPlaya Golf Club (3.5 mi / 5.7 km)

Exploring the natural landscape of Pine Ridge

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Pine Ridge is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Vanderbilt Beach (2.3 mi / 3.7 km)
  • Naples Beach (6.9 mi / 11.2 km)
  • Pelican Bay North Beach (1.6 mi / 2.5 km)
  • Clam Pass Park (1.7 mi / 2.8 km)
  • Clam Pass Beach (1.7 mi / 2.8 km)
  • North Collier Regional Park (3.5 mi / 5.7 km)

Transport to and around Pine Ridge

The nearest airport is in Fort Myers, FL (RSW-Southwest Florida Intl.), located 20.6 mi (33.1 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pine Ridge?
Townhomes are the most popular style of holiday home in Pine Ridge, according to our data. Even if you've got a different idea about what you want, Bookabach has holiday homes in a variety of sizes and shapes. Browse our options to find your perfect pad.
How much does it cost to rent a holiday home in Pine Ridge?
Length of stay, season and property type are among the factors that can affect the price of a holiday home. Simply enter your travel dates to find your dream escape. From homey country cottages to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Pine Ridge?
Prices for beach houses in Pine Ridge can differ depending on the size and style of the property and when you plan to travel. All you need to do is enter your travel dates into Bookabach and how many guests to see your home options and prices. From there you can use our filters to refine your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Pine Ridge?
With 18 holiday homes that welcome pets, your furry companion can join in the fun on your Pine Ridge getaway. Use the filter tool to browse our pet-friendly holiday homes and find your pawfect digs on Bookabach.
Can I rent a house with a pool in Pine Ridge?
Pack your swimsuit and inflatable lounger, because there are 17 houses with a private pool in Pine Ridge. Book a stay at one of these terrific holiday homes and let every day be a pool day. Simply enter your dates into Bookabach, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Pine Ridge?
Some of the most popular home amenities guests are looking for in Pine Ridge include a swimming pool, nearby museums and a fireplace. Whether you're taking a trip with friends, family or even pets, Bookabach holiday homes include the best amenities for ultimate relaxation with your loved ones.
Are there large group holiday homes in Pine Ridge?
Take your pick of eight Bookabach holiday homes in Pine Ridge that can sleep five or more guests. You'll get all the room and privacy you need to kick back with the people you're holidaying with — and nobody else.
Are there holiday homes in Pine Ridge that welcome kids?
Pine Ridge has 18 family-friendly holiday homes to pick from. And discovering a stay that welcomes children is easy with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll get conveniences and perks such as bunk beds, pools and kitchens.
What are the top attractions for families in Pine Ridge?
There are plenty of fabulous things to do and see with the family in Pine Ridge, such as:
  • Vanderbilt Beach
  • Naples Beach
  • Barefoot Beach
Can I find two-bedroom holiday homes in Pine Ridge?
Choose from 11 two-bedroom homes in Pine Ridge. Give the kids the second room or maybe fill it with a couple of your best buddies. There's ample space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Pine Ridge?
Whether you'd like to stay in touch with world events, check emails or surf social media, there are eight holiday homes with WiFi in Pine Ridge. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Pine Ridge?
Pine Ridge has 17 holiday homes where you can kick back in air-conditioned comfort. To book a property on Bookabach offering this amenity, enter your dates of travel and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Pine Ridge?
You'll have to check with the Pine Ridge holiday home you want on Bookabach as age restrictions differ. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Pine Ridge for?
The amount of time you can rent a Pine Ridge holiday home for is up to the property. Simply put in your travel dates to browse options that offer long-term stays. They include all the things you need to make your extended break more enjoyable and comfortable, like kitchens and air conditioning. Some Bookabach holiday homes may also offer weekly or monthly discounted prices, so you can stay even longer for less.