Vacation rentals with a pool in North Naples

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, 232 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.

4.95 out of 5 average rating, 136 reviews

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

Home in Naples

LUXE Oasis | 10 min Beach • HTD Pool+5th Ave •Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

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, 207 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 screened-in pool area is highlighted by a south-facing heated pool featuring a waterfall. A lounge chair with decorative cushions sits beside the pool, surrounded by lush greenery, offering a serene setting for relaxation.

4.94 out of 5 average rating, 239 reviews

Epic Arcades Heated Pool Home by Beach & Mercato

Escape to a relaxing beach vacation in this lovely optional heated pool home w/ epic arcade game room including ping-pong table, pool table & giant sized connect-4. In the heart of Naples, minutes to Vanderbilt and Delnor-Wiggins beaches. Walking distance to the popular Mercato. Fully stocked home with kitchen supplies, beach essentials, BBQ grill, bicycles, high speed internet, Nest thermostat, & keyless entry. Perfect for families, couples & professionals looking for a Florida Beach Escape.

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, 146 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!

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.

4.96 out of 5 average rating, 114 reviews

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.

4.93 out of 5 average rating, 107 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, 151 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.

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.

4.93 out of 5 average rating, 255 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.

4.99 out of 5 average rating, 101 reviews

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

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!

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, 114 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!

Popular amenities for North Naples rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor area features a designer pool with an infinity edge, surrounded by sun loungers. A tiki hut and dining table are visible nearby, along with vibrant red umbrellas providing shade. Lush greenery adds a tropical touch to the tranquil ambiance.

5 out of 5 average rating, 5 reviews

New salt pool -Canal Dreamin - 7 hole Mini Golf

Superhost

A single-story home is featured, showcasing a spacious outdoor area with a heated pool reflecting the sky. Lounge chairs and an elegant dining table are visible on the covered patio, offering a seamless transition to the inviting, lush landscape surrounding the space.

4.85 out of 5 average rating, 39 reviews

Coastal Elegance: Dual Master Bedroom Retreat 3/3

5 out of 5 average rating, 26 reviews

An open-concept living space is highlighted, featuring a large white sectional sofa and a natural wood dining table. Light-colored cabinetry and modern appliances are visible in the kitchen area, while warm tones of the flooring and decor create a welcoming atmosphere. Ceiling fans and natural light enhance the ambiance.

Home in Bonita Springs

Luxury Modern Coastal Home w/ Pool & Game Room

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.

4.93 out of 5 average rating, 94 reviews

664 Naples Beach Paradise Private Pool & Spa

5 out of 5 average rating, 14 reviews

Luxe Sunset Splash, Epic Pool, Hot Tub, Beaches

A covered lanai features a well-maintained pool with crystal-clear water. Two white lounge chairs sit in the shallow end, complemented by a large orange umbrella providing shade. Lush greenery and palm trees surround the area, enhancing the outdoor relaxation space.

5 out of 5 average rating, 15 reviews

Tranquil 3br/2ba Home with Saltwater Pool

A light-filled living area features a spacious white sofa adorned with soft cushions and a knitted throw. Two armchairs provide additional seating, while abstract artwork decorates the walls. A natural fiber rug grounds the space alongside a basket and decorative accents placed on a low table.

5 out of 5 average rating, 12 reviews

Beach Pearl - Pool House

The exterior of a modern home is highlighted, featuring a sleek design with large windows and an inviting entrance. Lush tropical plants are positioned along the pathway, and subtle lighting accents are visible, creating a welcoming ambiance as dusk approaches.

5 out of 5 average rating, 25 reviews

Modern Oasis Naples Park

Condo rentals with a pool

Superhost

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 203 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

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.

4.8 out of 5 average rating, 116 reviews

Oceanview unit. Completely remodeled Pool is open!

4.94 out of 5 average rating, 104 reviews

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.

Condo in Park Shore

Lush tropical 1st floor getaway in Naples

A light-filled living area features soft blue armchairs and a leather sofa, arranged around a round coffee table atop natural wood flooring. A wall-mounted flatscreen TV displays a tranquil landscape, while a dining area with modern chairs and a large light fixture is visible in the background.

5 out of 5 average rating, 13 reviews

Quiet Coastal Haven by Barefoot Beach & Lakes

4.92 out of 5 average rating, 131 reviews

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.

Condo in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

4.92 out of 5 average rating, 166 reviews

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.

Condo in Park Shore

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

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.

4.94 out of 5 average rating, 128 reviews

Amazing Condo-1 mile from Bonita Beach

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, 147 reviews

Bonita Beach and Tennis 3907 - Ocean Views

Other vacation 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

A spacious Master Suite features a king-size bed with decorative pillows and a light grey upholstered headboard. A dark wicker sofa and wooden coffee table are positioned beside large sliding glass doors, leading to a patio area with views of the pool.

4.86 out of 5 average rating, 21 reviews

Mango House with Heated Pool 3 bedrooms 3 baths

A modern coastal home features a crisp white exterior and large windows that allow natural light to fill the interior. A neatly paved driveway leads to a stylish front door, framed by landscaped greenery and a lawn that highlights the inviting entrance.

4.94 out of 5 average rating, 35 reviews

Villa Sogno

The modern exterior of the home features a spacious driveway paved with light-colored stone, accommodating several bicycles lined up in front. Large windows reflect natural light, and decorative landscaping adds visual interest to the entrance.

4.98 out of 5 average rating, 54 reviews

Ninety 1 Naples 4bd Pool, near beach and Mercato!

An open-concept living area features a spacious sectional sofa with decorative cushions. A dining table with elegant chairs is visible, along with a modern kitchen displaying dark cabinetry, stainless steel appliances, and a large island with bar seating. Ceiling fans and recessed lighting enhance the ambiance.

4.93 out of 5 average rating, 88 reviews

Naples Home-Min to beach,shops,dining. Heated Pool

5 out of 5 average rating, 95 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

4.82 out of 5 average rating, 33 reviews

The exterior of the cottage is showcased against a vibrant sunset sky. A manicured lawn with colorful shrubs surrounds the property. Large windows reflect the evening light, while a modern metal roof complements the inviting design. A paved pathway leads to the entrance.

Home in Bonita Springs

Stunning Beach Cottage!

A sandy beach scene features a colorful blanket laid out on the shore. A woven basket is positioned near a pair of red slippers, with gentle waves washing up in the background. Soft sunlight reflects off the water, creating a calming atmosphere.