Vacation rentals with a pool in North Naples

A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.

4.92 out of 5 average rating, 169 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Superhost

Home in Willoughby Acres

4.82 out of 5 average rating, 55 reviews

Heated Pool Beach Family Escape

Welcome to your relaxing Naples getaway just minutes from Vanderbilt Beach, Mercato, and the best dining in town. This beautifully updated 3-bedroom home is designed for easy, sun-filled days and laid-back evenings with family and friends. The highlight? Your private heated pool, perfect year-round, whether you're enjoying a morning swim, lounging in the Florida sunshine, or unwinding after a beach day. And yes - pets are welcome, because vacations are better when the whole family comes along.

4.97 out of 5 average rating, 103 reviews

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

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.

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.

4.95 out of 5 average rating, 241 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.

4.86 out of 5 average rating, 49 reviews

A light-filled living room features a spacious sectional sofa adorned with red accent pillows, complemented by a textured area rug. Two ceiling fans provide airflow, while decorative shelves display vases and sculptures, enhancing the contemporary design.

Home in Vanderbilt Beach

Beach Retreat House (Pool & Spa)

Look no more! Best location in Naples park. This pool home is only 0.5 mi to Vanderbilt Beach! It is the perfect home for your Naples Vacation. Featuring 2 bed/2 bath, Large Pool and Spa, Large Dining Room, Living Room, Study Area, Garage with Laundry Room, Bikes, Beach Equipment, Grill and Tv's in every Room. It is masterfully designed in contemporary style, combining clean modern lines with warm tones and natural textures. The home is also very close to Mercato - dining/shopping center.

5 out of 5 average rating, 104 reviews

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

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.

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.

4.94 out of 5 average rating, 141 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.

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.

4.98 out of 5 average rating, 100 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.

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.

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!

A private outdoor oasis features a heated pool with a blue mosaic tiled wall and a wall fountain. A comfortable seating area with neutral cushions is positioned beside tropical greenery. A playful pink inflatable flamingo floats in the pool, surrounded by lush plants.

4.9 out of 5 average rating, 122 reviews

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck

Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

An outdoor kitchen and bar area is illuminated with soft lighting, showcasing a grill and ample counter space. The saltwater pool features calming purple lights, while seating stools are placed nearby, surrounded by lush tropical landscaping for a serene atmosphere.

4.97 out of 5 average rating, 117 reviews

The WaterSun Oasis - Luxury Private Pool & Spa

The WaterSun Oasis is a 3 bedroom, 2 1/2 bath home, perfect for family or friends to get away. Less than one mile from Vanderbilt Beach, this high-quality private house, equipped with a top-notch outdoor pool area, is packed with best-in-class amenities to set your experience apart from others. Located just 30-minutes from RSW International Airport and surrounded by multiple beaches, restaurants, shopping centers, night life and more. Book your stay today!

A screened-in pool area features a clear blue pool surrounded by paving stones. Two lounge chairs are positioned nearby, complementing an umbrella for shade. Bright green landscaping adds a natural touch, while colorful floats rest in the water, inviting relaxation.

4.96 out of 5 average rating, 141 reviews

Home in Naples Park Heated Pool

Escape to this newly remodeled beach house in north Naples. With 3 bedrooms and 2 bathrooms, this home is perfect for families or groups of friends looking to relax in paradise. Enjoy the breathtaking sunsets at Vanderbilt beach, walk or bike ride to the Mercato for great dining and shopping. This is the perfect home for your next beach getaway!

Popular amenities for North Naples rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private backyard features a heated in-ground pool and spa, surrounded by lush greenery. Four lounge chairs sit alongside the pool, inviting relaxation. A floating swan pool float adds a playful touch. The covered lanai offers shade and is perfect for outdoor gatherings.

5 out of 5 average rating, 37 reviews

Gulf Haven Hideaway: Naples 4BD Oasis - Pool + Spa

5 out of 5 average rating, 16 reviews

A dining area features a wooden table that comfortably seats eight, surrounded by light-colored upholstered chairs. A modern pendant light hangs above, casting gentle illumination. Succulent plants are displayed in built-in shelves along the stone wall, adding a touch of greenery to the warm atmosphere.

Home in Bonita Springs

Barefoot Breeze

A charming single-story home is surrounded by well-maintained landscaping and palm trees. The driveway leads to a garage, while the front entrance is framed by lush greenery. A clear blue sky and soft clouds enhance the inviting atmosphere of this Naples residence.

5 out of 5 average rating, 15 reviews

Paradise Beach GetAway W/ Heated Pool and Fire Pit

4.98 out of 5 average rating, 50 reviews

An inviting outdoor space features a heated pool surrounded by a spacious deck. Comfortable seating is provided nearby, accompanied by colorful pool floats. Lush greenery and tropical plants enhance the setting, while a shaded area with umbrellas offers protection from the sun.

Home in Palm River

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW

5 out of 5 average rating, 26 reviews

An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.

Home in Naples

Pool Home Minutes to the Beach

An aerial view reveals a private backyard oasis featuring a sparkling pool and attached hot tub. Lounge chairs are arranged around the pool area, while a seating arrangement with a fire pit is located on the lawn. Lush greenery surrounds the entire space.

5 out of 5 average rating, 10 reviews

Naples Beach Home with Heated Pool and Hot Tub

4.97 out of 5 average rating, 115 reviews

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

4.89 out of 5 average rating, 55 reviews

A two-story waterfront home is showcased, featuring a spacious back deck overlooking a clear pool. Lush greenery surrounds the area, while palm trees offer shade. The inviting outdoor seating area is complemented by a brick-paved patio, providing a perfect space for relaxation.

Home in North Naples

Private Waterfront Paradise 3/3 Pool Home on Canal

Condo rentals with a pool

Superhost

Condo in Vanderbilt Beach

4.67 out of 5 average rating, 36 reviews

Walk to Beach | Rooftop Pool by Luxury Resorts

A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.

4.94 out of 5 average rating, 105 reviews

Lush tropical 1st floor getaway in Naples

A modern living area is highlighted by a white sectional sofa and a circular glass dining table surrounded by stylish white chairs. Large windows provide views of a tranquil outdoor space with greenery and water, complementing the bright interior decor.

4.92 out of 5 average rating, 132 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

4.94 out of 5 average rating, 137 reviews

An aerial view captures a sprawling landscape featuring residential areas interspersed with waterways. The horizon showcases the ocean, with buildings lining both sides of the main road. Lush greenery surrounds the area, providing a sense of tranquility and connectivity to nature.

Condo in Bonita Shores

Amazing Condo-1 mile from Bonita Beach

4.9 out of 5 average rating, 105 reviews

A scenic view showcases Bonita Beach, where the soft sand meets the calm blue waters of the Gulf. Lush palm trees line the beach, with a dining area set back from the shore. A vibrant building is visible, providing options for beachside refreshments.

Condo in North Naples

Easy Breezy Too

4.99 out of 5 average rating, 152 reviews

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

Condo in North Naples

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Superhost

A serene pool area is surrounded by lush tropical greenery, illuminated softly under a twilight sky. Lounge chairs are positioned along the pool's edge, inviting relaxation. The natural landscape features towering trees and vibrant plants, enhancing the tranquil atmosphere.

4.87 out of 5 average rating, 247 reviews

Park Shore Walk to Beach!

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

4.93 out of 5 average rating, 134 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Other vacation rentals with a pool

A heated saltwater pool is enclosed within a screened area. Lush green palms and potted plants are positioned around the pool, with sunlight creating reflections on the water's surface. The patio features a stone floor, adding a natural element to the outdoor space.

5 out of 5 average rating, 39 reviews

Naples Pool Home near beach and pickleball

4.99 out of 5 average rating, 72 reviews

Home in Vanderbilt Beach

LUXE: Walk to Beach, 2 Kings, Pool & Spa

An open-concept living area is displayed, featuring a modern kitchen with a center island and barstools. A comfortable seating area is arranged with a sectional sofa facing a wall-mounted TV. A dining table with chairs occupies the space beside large windows, allowing natural light to enter.

4.87 out of 5 average rating, 63 reviews

Beautiful house 2mi from the Beach, Pool+Bikes+BBQ

A covered patio area features a cozy seating arrangement with a dark sofa and a wooden dining table. A modern fire pit is situated at the center, complementing the views of a screened-in pool and surrounding greenery beyond the transparent enclosure.

4.92 out of 5 average rating, 36 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach

Condo in Vanderbilt Beach

A screened balcony overlooks a serene waterway, with palm trees lining the banks. A glass table with chairs is set for outdoor dining, while a ceiling fan circulates air. In the distance, residential buildings rise against a blue sky, completing the tranquil view.

4.96 out of 5 average rating, 26 reviews

2-bedroom condo with great location and view

Luxe

4.94 out of 5 average rating, 81 reviews

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar

The outdoor area features a heated saltwater pool, accompanied by a hot tub. A large blue umbrella provides shade over a sun lounger and a decorative side table. Lush palm trees and greenery surround the pool, enhancing the serene environment.

5 out of 5 average rating, 42 reviews

Naples Park Luxury New Construction