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, 166 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!

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, 104 reviews

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

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.

4.97 out of 5 average rating, 233 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.

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.

4.97 out of 5 average rating, 208 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.

A spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.

4.93 out of 5 average rating, 147 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

4.87 out of 5 average rating, 141 reviews

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!

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.

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?

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.

4.95 out of 5 average rating, 136 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.

4.93 out of 5 average rating, 110 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

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.

4.99 out of 5 average rating, 152 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.

5 out of 5 average rating, 18 reviews

Blue Haven - Heated Salt Pool/Spa, Walk to Beach!

Blue Haven Haus is a professionally designed coastal retreat in Naples Park. The spacious interior features 3 bedrooms, including a primary suite with a king bed and en-suite bath, a 2nd king bedroom, a 3rd bedroom with two twin beds, and a full guest bath with a bathtub. Outfitted with a heated saltwater pool & spa, Smart TVs, beach gear & games. Luxurious touches meet laid-back style, steps from Vanderbilt Beach & Ritz-Carlton. House attendant on-call during your stay!

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, 115 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!

Popular amenities for North Naples rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living area features modern furnishings and a spacious seating arrangement. A large, flat-screen television is mounted on the wall, while light floods in through expansive sliding glass doors that lead to a private pool area. The kitchen bar is equipped with sleek stools.

5 out of 5 average rating, 27 reviews

Brand New Luxury Home Near Beach

Superhost

Home in Naples

5 out of 5 average rating, 3 reviews

*NEW Vanderbilt Drive - Dream Vacation Home*

A welcoming outdoor area features a pristine pool surrounded by tropical landscaping. Lounge chairs are positioned nearby, with blue cushions adding a pop of color. A well-equipped outdoor kitchen is visible, complete with modern appliances. A vibrant pink orchid is placed on a table, enhancing the outdoor setting.

5 out of 5 average rating, 6 reviews

Naples Park Oasis - 1 mile 2 beach w/ heated pool

An outdoor kitchen setup features a gas BBQ, adjacent to a spacious dining area with a long table and black chairs. The heated pool is visible in the background, surrounded by greenery, creating a private atmosphere. Large glass windows allow for natural light.

4.88 out of 5 average rating, 41 reviews

Naples Calming Waves Luxury Home 4/3

The charming exterior of a single-story home is presented against a vibrant sunset sky. A bright blue front door creates a welcoming entrance, surrounded by landscaped greenery and flowering bushes. The arched entryway and garage add to the inviting overall design.

4.71 out of 5 average rating, 7 reviews

Private Pool + Sunroom | Beach Escape at Manatee

4.99 out of 5 average rating, 90 reviews

Private pool-spa home just blocks from the beach

5 out of 5 average rating, 5 reviews

Relax & Play! Putting Green + Heated Pool + Spa

An outdoor dining area is visible beside a pool, equipped with a table and several chairs. The pool area is enclosed with a screen, providing a view of the surrounding landscape. Inside, two arcade machines can be seen, featuring classic games like Pac-Man and Fast and Furious, along with a television above.

4.94 out of 5 average rating, 142 reviews

1mi to Beach | Arcade | Heated Pool

Condo rentals with a pool

4.93 out of 5 average rating, 164 reviews

A resort-style pool is surrounded by tropical palm trees, with waterfalls cascading from built-in rocky features. The clubhouse is visible in the background, featuring light-colored siding and large windows. Lounge chairs are scattered around the pool area, inviting relaxation.

Condo in Naples

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

4.92 out of 5 average rating, 122 reviews

A spacious living area features comfortable black leather sofas and a light-colored armchair arranged around a glass coffee table. Large sliding glass doors provide access to the balcony, allowing natural light to fill the room. A textured area rug sits beneath the seating arrangement.

Condo in Bonita Beach

Bonita Beach and Tennis 1903

Condo in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.89 out of 5 average rating, 105 reviews

Beachfront fully equipped apartment

4.9 out of 5 average rating, 167 reviews

A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.

Condo in Old Naples

Studio- Olde Naples, 2 blocks to beach Studio unit

A row of modern condos is situated along a sandy beach, with palm trees lining the shore and the Gulf of Mexico visible in the foreground. The sky is partly cloudy, offering a serene coastal view.

4.81 out of 5 average rating, 118 reviews

Oceanview unit. Completely remodeled Pool is open!

4.91 out of 5 average rating, 117 reviews

Bonita Beach and Tennis 5807

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.

4.9 out of 5 average rating, 102 reviews

Easy Breezy Too

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.

4.97 out of 5 average rating, 148 reviews

Bonita Beach and Tennis 3907 - Ocean Views

Other vacation rentals with a pool

5 out of 5 average rating, 55 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

A light-colored sofa is positioned in the living area, accompanied by two textured poufs on a circular rug. In the background, a plush bed with a wooden headboard is visible, flanked by lamps. Coastal-themed artwork decorates the wall above the bed.

4.98 out of 5 average rating, 43 reviews

Sally’s Seaside Escape – Walk to Beach + Views

A private covered lanai patio is visible, featuring comfortable seating arranged around a small table. Lush greenery and a lagoon can be seen in the background, enhancing the serene outdoor atmosphere. The area is well-lit with natural light.

5 out of 5 average rating, 12 reviews

Park Shore Resort-Amazing Location, Heated Pool

A single-story home is showcased with a light-colored exterior and a metal roof. Lush landscaping surrounds the entrance, featuring tropical plants and a palm tree. A driveway leads to the spacious garage, while blue skies provide a bright backdrop.

5 out of 5 average rating, 41 reviews

767 Naples Villa-Proudly managed by VacayNaples

4.98 out of 5 average rating, 54 reviews

A shaded outdoor patio area features navy blue cushioned seating and a dining table surrounded by tropical landscaping. A heated pool with a flamingo float is visible through the screened enclosure, alongside a gas grill and lounge chair, creating an inviting space for relaxation.

Home in Willoughby Acres

Naples Retreat with Heated Pool and Fenced Yard

Apartment in Bonita Springs

The living area features a blue couch facing a mounted television. A round dining table with two chairs is set near the window. Natural light highlights the outdoor screened pool area visible through the glass doors, complemented by tropical decor on the walls.

4.97 out of 5 average rating, 86 reviews

Heated Pool•7min to Beach•Pets Welcome

5 out of 5 average rating, 97 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

An outdoor dining area is showcased on a spacious lanai, featuring a round table surrounded by four cushioned chairs. A stunning view of the ocean and vibrant sunset colors are visible through expansive glass railings, enhancing the tranquil atmosphere.