Pine Ridge holiday homes

We found 5,745 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Pine Ridge to find one that's 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:25 Dec - 1 Jan

Curl up with coffee and a book in this sun-drenched, peaceful sitting area
Relax, stream a movie, or catch the game—this is your comfy vacation hub
Cozy daybed perfect for reading, napping, or an extra guest’s retreat
Host family feasts or celebratory dinners at this inviting dining table
Exceptional
(15 reviews)

Beach Escape for Families + Friends • 2 Min to Sand

Bonita Springs

8% off
NZ$20,025
for 7 nights, 1 home
NZ$2,861 per night
includes taxes & fees
Beach Escape for Families + Friends • 2 Min to Sand
Beach
Exterior
Outdoor dining
Living area
Exceptional
(54 reviews)

Steps from Bonita Beach! Great family home with a pool on salt water canal!

Bonita Springs

8% off
NZ$15,686
for 7 nights, 1 home
NZ$2,241 per night
includes taxes & fees
Steps from Bonita Beach! Great family home with a pool on salt water canal!
Dining
Private kitchen
Terrace/patio
Living area
Exceptional
(10 reviews)

Luxurious Modern 4BR, Heated Pool near Beach and Mercato! Newly Renovated!

Naples

8% off
NZ$16,950
for 7 nights, 1 home
NZ$2,421 per night
includes taxes & fees
Luxurious Modern 4BR, Heated Pool near Beach and Mercato! Newly Renovated!
Private kitchen
Walk or bike to the white sandy beach!
Living area
Exterior
Exceptional
(33 reviews)

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

Naples

8% off
NZ$4,508
for 7 nights, 1 home
NZ$644 per night
includes taxes & fees
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
Living area
Private kitchen
Interior
Living area
Exceptional
(28 reviews)

Bonita Lake Home - Luxury taken to the next level

Bonita Springs

8% off
NZ$14,622
for 7 nights, 1 home
NZ$2,089 per night
includes taxes & fees
Bonita Lake Home - Luxury taken to the next level
Room
Outdoor dining
Private kitchen
Exterior detail
Exceptional
(9 reviews)

Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck

Naples

8% off
NZ$2,985
for 7 nights, 1 cottage
NZ$426 per night
includes taxes & fees
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Exterior
Property grounds
Living area
Private kitchen
Excellent
(5 reviews)

Butterfly garden, nature, cozy private complete guest suite

Naples

5% off
NZ$3,443
for 7 nights, 1 room
NZ$492 per night
includes taxes & fees
Butterfly garden, nature, cozy private complete guest suite
Living area
Dining
Living area
Exterior
Excellent
(36 reviews)

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

Naples

8% off
NZ$4,342
for 7 nights, 1 home
NZ$620 per night
includes taxes & fees
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Private kitchen
Pool
Property grounds
Private kitchen
Wonderful
(19 reviews)

Villa Vera with Lake view- Naples near to the beaches, large heated private pool

Naples

10% off
NZ$5,363
for 7 nights, 1 home
NZ$766 per night
includes taxes & fees
Villa Vera with Lake view- Naples near to the beaches, large heated private pool
Dining
Private kitchen
Living area
Exterior detail
Excellent
(37 reviews)

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

Naples

8% off
NZ$4,255
for 7 nights, 1 home
NZ$608 per night
includes taxes & fees
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Retractable Pool Safety Gate
Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Master bedroom with a king bed
Living room & Office Area
Exceptional
(16 reviews)

Pool, Hot Tub, Fire Pit & Beach Gear!

Bonita Springs

8% off
NZ$8,672
for 7 nights, 1 home
NZ$1,239 per night
includes taxes & fees
Pool, Hot Tub, Fire Pit & Beach Gear!
Property grounds
Private kitchen
Property grounds
Interior
Exceptional
(19 reviews)

The Gulstream Place

Naples

8% off
NZ$2,668
for 7 nights, 1 apartment
NZ$381 per night
includes taxes & fees
The Gulstream Place
Property grounds
Beach
Dining
Exterior
Wonderful
(27 reviews)

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

Naples

8% off
NZ$4,613
for 7 nights, 1 home
NZ$659 per night
includes taxes & fees
BEACH TIME! WALK/BIKE TO THE BEACH-Min to shops, dining, movies-Fenced backyard
Living area
Exterior
Private kitchen
Property grounds
Exceptional
(24 reviews)

immaculate 2B 2B Condo at the World Tennis Club

Naples

8% off
NZ$3,744
for 7 nights, 1 apartment
NZ$535 per night
includes taxes & fees
immaculate 2B 2B Condo at the World Tennis Club
Grill area
Check-in lobby with helpful staff
Hogfish Harry’s is a favorite of the locals and it’s right next to the pool.
Full kitchen with dishes, utensils, toaster and coffee maker
Exceptional
(8 reviews)

Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant

Naples

8% off
NZ$12,972
for 7 nights, 1 apartment
NZ$1,853 per night
includes taxes & fees
Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant
Enjoy wide doors & tile floors throughout, with one small step down to sunroom.
4-person hot tub with comfortable jets and outdoor shower, beach towels provided
Clean, cool and comfortable...just what you need, relaxing in Naples.
Escape to our tropical getaway under beautiful coconut trees! Welcome to Naples!
Exceptional
(20 reviews)

Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat

Naples

8% off
NZ$8,152
for 7 nights, 1 home
NZ$1,165 per night
includes taxes & fees
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
Interior
Exterior
Pool
Property grounds
Exceptional
(35 reviews)

Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples

Naples

6% off
NZ$3,489
for 7 nights, 1 apartment
NZ$498 per night
includes taxes & fees
Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples
Private kitchen
Pool
Living area
Living area
Exceptional
(118 reviews)

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

Naples

8% off
NZ$10,777
for 7 nights, 1 home
NZ$1,540 per night
includes taxes & fees
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
Interior
Private kitchen
Dining
Living area
Very good
(15 reviews)

Beach time! Walk/Bike to Beach,Restaurants,Shops,fenced large backyard-sleeps 4

Naples

8% off
NZ$4,286
for 7 nights, 1 home
NZ$612 per night
includes taxes & fees
Beach time! Walk/Bike to Beach,Restaurants,Shops,fenced large backyard-sleeps 4

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  • 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. 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)
  • 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)
  • Stoneybrook Golf Club (14.2 mi / 22.8 km)
  • Sun N Fun Lagoon (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:

  • 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)
  • Vanderbilt Beach (2.3 mi / 3.7 km)
  • North Collier Regional Park (3.5 mi / 5.7 km)
  • Lowdermilk Beach Park (4.8 mi / 7.8 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 best area to stay in Pine Ridge when booking a holiday rental?
When considering a holiday rental in Pine Ridge, Florida, a great area to stay is the neighbourhood of Citrus Hills. Known for its tranquil surroundings and beautiful landscapes, Citrus Hills offers a variety of properties that cater to different tastes and budgets. This neighbourhood is particularly appealing for those who appreciate nature, as it is located near several parks and nature reserves.One of the top attractions nearby is the serene Whispering Pines Park, where visitors can enjoy walking trails, picnic areas, and the chance to spot local wildlife. For those interested in a bit of history, the nearby Historic Downtown Inverness is well worth a visit, featuring charming shops, delightful cafes, and cultural events throughout the year.Additionally, Citrus Hills is within easy reach of various amenities, making it a convenient choice for holidaymakers. The overall selection of properties in this area ranges from cosy cottages to spacious family homes, ensuring that visitors can find the superb accommodation for their stay.
What are the top attractions in Pine Ridge?
In Pine Ridge, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The nearby Pine Ridge Park offers walking trails, picnic areas, and a chance to observe local wildlife, making it superb for nature enthusiasts.For those interested in golfing, the local courses in the area provide well-maintained greens set against scenic backdrops. The proximity to the Gulf Coast means that attractions such as the Crystal River National Wildlife Refuge are just a short drive away, where visitors can enjoy kayaking and manatee watching.
Are all fees included in the Pine Ridge holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Pine Ridge holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Pine Ridge with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Pine Ridge holiday homes?
You can find great discounts on holiday homes in Pine Ridge on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Pine Ridge holiday home booking on Bookabach?
To find Pine Ridge holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Pine Ridge?
A long-stay holiday home in Pine Ridge is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pine Ridge holiday home?
Book your Pine Ridge holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pine Ridge?
Prices for holiday homes in Pine Ridge vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Pine Ridge to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.