Vacation rentals with a pool in North Naples

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in North Naples

Total vacation rentals
Explore 1,860 vacation rentals in North Naples
Nightly prices starting at
North Naples vacation rentals start at G$8,368 GYD per night before taxes and fees
Verified guest reviews
Over 52,030 verified reviews to help you choose
Family-friendly vacation rentals
1,450 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 550 rentals that welcome pets
Rentals with dedicated workspaces
1,140 properties have a dedicated workspace
Wi-Fi availability
1,840 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

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

A serene outdoor space is featured, with a heated saltwater pool flowing gently into a stone-accented area. Comfortable seating is arranged beneath a large umbrella, providing shade. Two pool floats rest on the water, surrounded by lush greenery and a clean white fence.

Home in Naples Park

Luxury Beach Home | Private Pool

Welcome to this whole home, beach-themed oasis featuring a secluded outdoor living space including a covered lanai with TV, heated saltwater pool, hot tub, sun deck with chaise lounges, and outdoor living room seating with a large canopy umbrella. Just blocks from Vanderbilt Beach, Delnor-Wiggins, and the expansive shopping and dining available at the Mercato. This 3-bedroom, 2-bath home comfortably sleeps 8 and has all amenities needed to create an unforgettable stay for your group or family.

ValueFamilyHot tub

5.0 out of 5 average rating, 114 reviews

Top guest favorite

Home in Naples Park

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.

LocationFamilyWifi

4.96 out of 5 average rating, 139 reviews

Guest favorite

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

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!

LocationValueCheckout

4.87 out of 5 average rating, 156 reviews

Top guest favorite

An outdoor area features a private pool surrounded by light-colored patio tiles. Chaise lounges are positioned near the pool, with a covered dining area and outdoor television visible in the background. Lush trees provide a natural border, complementing the twilight sky.

Home in Naples Park

Serene Heated Pool Retreat - BBQ & Outdoor TV

Indulge in a sun-kissed sanctuary nestled in vibrant Naples Park near Vanderbilt Beach and Mercato Shops! This exquisitely appointed haven welcomes you to a world of refined relaxation. Enjoy the unique luxury of three King size bedrooms - each with an ensuite bathroom. Dive into your private pool, where sun-drenched chaise lounges await, or savor alfresco feasts grilled to perfection. Inside, discover a chef’s kitchen and a spacious, open living space designed for effortless gatherings.

LocationFamilyDecor

5.0 out of 5 average rating, 30 reviews

Top guest favorite

Home in Naples Park

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from The 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 new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

LocationFamilyBeach

5.0 out of 5 average rating, 135 reviews

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

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.

FamilyLocationSolo travel

4.94 out of 5 average rating, 152 reviews

Top guest favorite

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 North Naples

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, 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.

LocationValueGetting around

4.98 out of 5 average rating, 120 reviews

Guest favorite

The tropical lanai features a heated saltwater pool with a stone waterfall, surrounded by lush greenery and potted plants. A child safety gate provides restricted access. The area is designed with natural stone tiles and offers ample sunlight through the screen enclosure.

Home in Naples Park

The Beach Getaway Home only steps from the water!

Perfect location for a beach getaway! Centrally located, enjoy all of Naples in the Naples Park neighborhood. Less than half a mile from Vanderbilt beach, walk or bike to the sunny gulf coast in under 10 minutes. Also steps away from the Ritz Carlton tiki bar! Shop groceries at the nearby Whole Foods, Trader Joes, and Publix. Feel like an evening out that's close by? Enjoy the Mercato shopping and dining area with several bars, restaurants, nightclubs, and even a movie theater.

ValueLocationDecor

4.95 out of 5 average rating, 126 reviews

Top guest favorite

A screened lanai contains a heated saltwater pool and spa, surrounded by natural landscaping. Sunlight reflects off the water's surface, and comfortable lounge chairs are positioned nearby on the patio. Expansive space offers opportunities for relaxation and outdoor enjoyment.

Home in Bonita Springs

Family Oasis with Heated Pool & Spa Near Beaches

Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!

LocationValueAccuracy

4.99 out of 5 average rating, 108 reviews

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.

Bungalow in Naples Park

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!

LocationFamilyCleanliness

4.99 out of 5 average rating, 124 reviews

Top guest favorite

A resort-style pool area is framed by lush palm leaves, with turquoise lounge chairs and umbrellas strategically placed around the inviting water. A modern barbecue grill is positioned nearby, and outdoor dining furniture complements the serene atmosphere under a bright sky.

Home in Naples Park

644 Beach Bungalow | NEW Resort Pool is ★★★★★

NEW Resort Style Pool Located in the popular Naples Park neighborhood near beaches, shopping, dining & nightlife. This beautifully updated 2 Bed/2 Bath home will delight the most discerning guest. Upon entering, you'll be delighted as the open floor plan allows tons of natural light. The kitchen is renovated with beautiful quartz countertops, new stainless appliances and stocked with the essentials. Master Bedroom - King Bed Guest Bedroom - Queen Bed

FamilyLocationGrill

4.95 out of 5 average rating, 171 reviews

Superhost

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

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.

FamilyLocationAccess

4.88 out of 5 average rating, 113 reviews