Holiday rentals with a pool in North Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in North Naples

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.
Home in Palm River
4.97 out of 5 average rating, 108 reviews

Luxurious Naples Home. Heated Pool. Mins to Beach.

Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

Top Guest favourite
Two striped beach chairs are positioned on the sandy shore, facing the calm, reflective water under a soft, cloudy sky. The scene captures a serene moment by the beach, inviting relaxation and tranquility.
Condo in North Naples
5 out of 5 average rating, 61 reviews

Cozy, spacious, family friendly. 3 mins to beach.

Our beautiful condo is located in a secluded area in North Naples, within walking distance to Vanderbilt Beach and Delnor Wiggins Beach Park. We strive to offer you a memorable and comfortable stay with the amenities we include: -Beautiful and cozy space -Fully stocked kitchen -900Mbps Wi-Fi -Smart TVs -Desk -Toiletries, hair drier, iron, curler -Beach chairs, towels, cooler, cart -Self check-in/out -Covered pkg space -Heated pool -Coffee/tea -Washer/ dryer -Play pen/High Chair -Beach Pass

Top Guest favourite
A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.
Cottage in Naples Park
5 out of 5 average rating, 105 reviews

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Top Guest favourite
A refreshing outdoor space features a newly designed pool with an attached heated spa, surrounded by a wrap-around sundeck. Several lounge chairs are positioned under palm trees, and a patio umbrella provides shade. A spacious home’s exterior is visible in the background.
Home in Naples Park
5 out of 5 average rating, 43 reviews

Escape to Pool & Beach Paradise!

Unwind in the privacy of your very own tropical oasis in the heart of Naples Park/Vanderbilt Beach area. This sun-filled south facing home showcases a new pool w/heated spa w/wrap around sundeck for the ultimate relaxation. This zen-like 2 BR (Kings), 2 BA retreat is close to Vanderbilt Beach and Mercato is just minutes away! Newly renovated and beautifully decorated. Enjoy your morning coffee from the lanai, the perfect place to contemplate the ultimate decision: Beach or Pool Day?

Guest favourite
A living area features a comfortable grey sofa adorned with decorative pillows, complemented by a dark accent chair. A modern coffee table sits centrally, with light streaming in from a nearby window. The space is enhanced by elegant artwork and fans overhead.
Home in Naples Park
4.94 out of 5 average rating, 142 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

Top Guest favourite
A heated pool area features relaxing lounge chairs partially submerged in the water, accompanied by a large white umbrella providing shade. The pool is surrounded by a spacious deck, framed by lush greenery and palm trees, with additional seating visible in the background.
Home in Naples Park
4.98 out of 5 average rating, 106 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

Welcome to your private slice of paradise in sunny Naples Park—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and the shops and dining at Mercato! This bright and beachy 3-bedroom, 2-bath home has everything you need for the perfect Florida getaway. Whether you're cruising to the beach in our golf cart (optional rental), soaking up the sun by the private heated saltwater pool, or enjoying dinner on the screened lanai, this spot makes it easy to relax, recharge, and have fun.

Top Guest favourite
A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.
Home in Naples Park
4.97 out of 5 average rating, 212 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Top Guest favourite
An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.
Home in Naples Park
4.99 out of 5 average rating, 167 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Guest favourite
Home in Naples Park
4.91 out of 5 average rating, 100 reviews

Naples' Home With Private Pool - Esthetic Stays

If you have to be isolated, do it in style. This luxurious Naples vacation home comes with our Triple-Cleaned Promise, ensuring a spotless and thoroughly disinfected environment for your peace of mind. Enjoy social distancing in comfort with your own private pool, luxurious amenities, and four complimentary bikes for exploring the area. Whether you’re relaxing outdoors or staying active, you’ll experience total comfort, confidence, and peace during your stay.

Guest favourite
A clear blue pool is surrounded by lounge chairs and umbrellas, framed by lush palm trees and tropical plants. The serene atmosphere invites relaxation, with a paved terrace providing access to the pool area.
Villa in Naples Park
4.89 out of 5 average rating, 100 reviews

835 GulfShore Villa | Mins 2 Mercato & White Sands

Welcome to 835 GulfShoreVilla! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 2BD/1.5BA Villa is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, 2 Smart TVs, free WiFi, modern decor, & a peaceful location, this home invites you to kick back, relax, & enjoy!

Top Guest favourite
A modern home exterior is depicted, featuring a spacious driveway paved with stone. Lush green foliage borders the property, and the house showcases blue accents on windows and a garage door. Bright sunlight illuminates the scene, adding to the welcoming appearance.
Holiday home in Naples Park
5 out of 5 average rating, 36 reviews

Naples Seabreeze Paradise, heated pool, beachwalk

Your family will be close to everything when you stay at this centrally-located place, 1 mile to the beach and 1 mile to Mercato shops and restaurants. Open concept home, with heated pool, impeccable maintained with weekly visit by pool company. 3 Bedrooms, Living room and Dinning Room, 1 car garage with Epoxy floor. House is fully gated, with Backyard privacy and mature tropical landscaping. You can walk or bike to Vanderbilt Beach.

Guest favourite
A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.
Home in Naples Park
4.92 out of 5 average rating, 99 reviews

664 Naples Beach Paradise Private Pool & Spa

Welcome to 664 Naples Beach Paradise! A luxurious 2BD/2BA newly remodeled pool home; a short ride/walk to the famously soft, white sands of SWFL beaches. Perfect location in North Naples; just minutes to shopping, dining & entertainment. Bring your loved ones and enjoy a care free luxurious vacation on our welcoming property. Our staff is dedicated to provide and ensure a wonderful experience throughout your stay.

Popular amenities for North Naples rentals with a pool

When is the best time to visit North Naples?

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Avg. price$429 AUD$511 AUD$518 AUD$392 AUD$322 AUD$308 AUD$319 AUD$297 AUD$287 AUD$294 AUD$368 AUD$457 AUD
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Quick stats about holiday rentals with a pool in North Naples

  • Total holiday rentals

    Explore 1,790 holiday rentals in North Naples

  • Nightly prices starting at

    North Naples holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 46,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,460 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 560 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,110 properties have a dedicated workspace

  • Wi-Fi availability

    1,750 of North Naples holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across North Naples rentals

  • 4.8 Average rating

    North Naples stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    North Naples's top spots, include Clam Pass Park, Delnor-Wiggins Pass State Park, and Waterside Shops

Destinations to explore