Vacation 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 favorite
Home in Naples Park
5 out of 5 average rating, 104 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

Top guest favorite
An open living area is viewed from a dining space, featuring a large wooden table set for meals. Comfortable seating is arranged around a coffee table, with large windows providing an unobstructed view of the pool area outside. A television is positioned on a black media console.
Home in Naples Park
4.97 out of 5 average rating, 236 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

Top guest favorite
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, 210 reviews

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

This 2,000-square foot stunner has a saltwater 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.

Superhost
The screened patio area features a solar-heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned alongside, and a gas BBQ grill is visible nearby. Floating pool toys and colorful cushions add a relaxed touch to the inviting atmosphere.
Bungalow in Naples Park
4.87 out of 5 average rating, 142 reviews

Little Treasure House minutes from Beach & Mercato

Enjoy a sun-soaked retreat in Naples Park! This inviting vacation home boasts a solar-heated pool, perfect for families, couples, or friends seeking a getaway or staycation. With easy access to Vanderbilt Beach (10 mins by bike) and the vibrant Mercato for shopping, dining, and entertainment, it's an ideal location. This cozy home away from home offers all essentials for a relaxing stay, just pack your sunglasses and bathing suit and immerse yourself in the quintessential Florida lifestyle!

Top guest favorite
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, 41 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 favorite
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
4.95 out of 5 average rating, 137 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.

Guest favorite
Home in Naples Park
4.93 out of 5 average rating, 111 reviews

Vanderbilt Beach Fun • Pool, Bikes & Beach Gear

Sandbank Cottage – Your Perfect Beach Getaway! ☀️🏡 Enjoy a "stay"cation at Sandbank Cottage, just 1 mile from Vanderbilt Beach and within walking distance to malls, art museums, parks, and more! This family-friendly beach cottage features a private 86-degree heated pool, a lanai-screened porch, and an open-concept living space. The master en suite boasts a king bed, and we provide bikes & beach gear for your adventures! 🌊🚲 NEW & IMPROVED WIFI (Aug 2020)! 🚀No Pet Property

Top guest favorite
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, 154 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.

Top guest favorite
An evening view of the private heated pool area, featuring a spacious pool illuminated in a calming blue hue. Outdoor furniture, including lounge chairs and a dining set, is arranged around the pool, surrounded by lush greenery and soft lighting from the house.
Home in Naples Park
4.95 out of 5 average rating, 116 reviews

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!

This BEACH HOME boasts a TROPICAL style back yard with PRIVATE fenced in HEATED POOL and a SPACIOUS WIDE OPEN living area. The 3 Bedroom 2 Bath holds up to 8 people with very comfortable sofas, large flat screen TVs, a large kitchen with granite countertops, generous kitchen island, and a dining room table . With the 2 provided bikes, take a ride down to world famous Vanderbilt Beach just over 1 mile away. Beach chairs, beach toys, umbrellas, and a cooler all included!

Guest favorite
A refreshing concrete pool, measuring 30 feet by 14 feet, is surrounded by a spacious paver patio. Two green lounge chairs sit on the pool's edge, while a small splash pad is also visible. Privacy fencing provides seclusion around the yard.
Home in Naples Park
4.93 out of 5 average rating, 256 reviews

FAMILY FRIENDLY with CRIB**Heated Pool** Naples!!!

This beautiful home is located on the very desirable 500 block of Naples Park. With a short bike ride or walk to the beach! It is on a corner lot with a fenced yard. The house is a 3 bedroom 3 bath home. The 3rd bedroom and bathroom are similar to a mother in law suite and is cooled with a mini split air conditioner. The main area has 2 bedrooms and 2 bathrooms cooled with central air conditioning. 4 bikes are included with your stay! No pets allowed on this property.

Top guest favorite
A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.
Cottage in Naples Park
4.99 out of 5 average rating, 104 reviews

Sugar Beach Bungalow With a Pool!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Guest favorite
A bright living area features a comfortable seating arrangement with a neutral sofa and a reclining chair. A coffee table is positioned centrally, with a scenic view of the ocean visible through expansive sliding glass doors, leading to a balcony with outdoor seating.
Condo in Bonita Springs
4.97 out of 5 average rating, 149 reviews

Bonita Beach and Tennis 3907 - Ocean Views

Welcome to our beautiful condo. We are located on the 9th Floor of Bldg. 3 at Beach and Tennis Club. Beautiful sunsets await you in our 1-bedroom,1 bath, studio condo with views galore of the Gulf. We are just a short walk from the beach and restaurants. Come and enjoy the sunsets from our private balcony. Amenities such as shared pools and private balcony are all open and available for use to relax & unwind while listening to the soothing sounds of waves.

Popular amenities for North Naples rentals with a pool

When is the best time to visit North Naples?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$61,829 GYDG$73,526 GYDG$74,571 GYDG$56,398 GYDG$46,372 GYDG$44,283 GYDG$45,954 GYDG$42,821 GYDG$41,359 GYDG$45,954 GYDG$51,594 GYDG$61,620 GYD
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Quick stats about vacation rentals with a pool in North Naples

  • Total vacation rentals

    Explore 1,790 vacation rentals in North Naples

  • Nightly prices starting at

    North Naples vacation rentals start at G$8,355 GYD per night before taxes and fees

  • Verified guest reviews

    Over 46,120 verified reviews to help you choose

  • Family-friendly vacation rentals

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

  • Pet-friendly vacation rentals

    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 vacation 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