Vacation rentals with a pool in Naples

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.

4.97 out of 5 average rating, 110 reviews

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.

A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 126 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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.

4.96 out of 5 average rating, 245 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 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.

4.94 out of 5 average rating, 150 reviews

Lux Oasis | 10 min Beach and 5th Ave•HTD Pool•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!

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

4.96 out of 5 average rating, 147 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

4.97 out of 5 average rating, 101 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

The serene backyard features a heated in-ground pool surrounded by lush landscaping and a hot tub. A screened patio offers a dining table and lounge area with inviting cushions. The open concept kitchen and living space are visible, showcasing modern appliances and ample seating for relaxation.

4.97 out of 5 average rating, 100 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

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, 120 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.

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

4.94 out of 5 average rating, 157 reviews

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

4.99 out of 5 average rating, 110 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.

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!

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.

4.98 out of 5 average rating, 124 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 heated pool is surrounded by a screened-in lanai, showcasing clear blue water reflecting sunlight. Two lounge chairs with striped cushions are positioned nearby under a spacious umbrella, offering shade against the bright sky. Lush greenery is visible in the background, enhancing outdoor privacy.

4.91 out of 5 average rating, 179 reviews

555 Royal Palm Villa | Luxury Heated Pool Home

Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

Popular amenities for Naples rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Luxe

4.88 out of 5 average rating, 49 reviews

Coastal Elegance: Dual Master Bedroom Retreat 3/3

5 out of 5 average rating, 15 reviews

Private Heated Pool• Outdoor TV• off season rates!

4.76 out of 5 average rating, 134 reviews

Beautifully private homeHeated Pool/Spa and Cabana

A serene saltwater pool is featured within a screen-enclosed lanai, surrounded by lush greenery and palm trees. A spa is integrated beside the pool, while comfortable seating and a shaded umbrella complete the outdoor space, inviting relaxation under the blue sky.

4.97 out of 5 average rating, 37 reviews

Luxury Naples Home • Pool & Spa • Near Beach

A private swimming pool is surrounded by lounge chairs and chaise lounges, creating a relaxing outdoor space. An inviting patio area features a covered dining table and comfortable seating, while lush greenery borders the pool area, enhancing privacy and tranquility.

4.92 out of 5 average rating, 64 reviews

The Turtle| Pool, Fire Pit, 10min to Beach/5th Ave

An outdoor dining area features a wooden table surrounded by six black wicker chairs, providing a comfortable space for meals. Adjacent, the screened-in pool showcases clear water, with lush greenery visible beyond. The ceiling fan enhances airflow, contributing to a pleasant environment.

5 out of 5 average rating, 46 reviews

Luxury home with heated pool

A charming turquoise home is surrounded by lush landscaping featuring palm trees and colorful flowers. In the foreground, a heated swimming pool is nestled within a paved area, accompanied by several lounge chairs positioned for relaxation and sunbathing.

5 out of 5 average rating, 24 reviews

Walk To Beach & Shops! New 4 Bdr Pool Heated

A spacious bedroom features a navy accent wall behind a white bed with striped linens. Adjacent, a modern bathroom is visible, showcasing a clean layout with white cabinetry. A well-equipped kitchen displays stainless steel appliances and a sleek island, while an inviting pool area is framed by a screened enclosure.

4.98 out of 5 average rating, 53 reviews

Villa Anna Retreat with Pool

Condo rentals with a pool

4.94 out of 5 average rating, 173 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

4.98 out of 5 average rating, 122 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Condo in Old Naples

FUN AT THE BEACH

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.

4.9 out of 5 average rating, 118 reviews

Beachfront fully equipped apartment

4.95 out of 5 average rating, 332 reviews

A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.

Condo in Naples

Lely Greenlinks Golf Resort Luxury Condo

4.94 out of 5 average rating, 111 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

4.97 out of 5 average rating, 194 reviews

A bright open-concept living area features a modern kitchen island with high wooden stools. A cozy seating arrangement, including a chair and a neutral sofa, is visible in the background. Natural light floods the space through large windows, highlighting the clean lines and contemporary decor.

Condo in Marco Island

Seaside Coastal Condo

4.92 out of 5 average rating, 171 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

4.99 out of 5 average rating, 136 reviews

A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.

Condo in Marco Island

Dolphin Pardise Waterview, Wildlife, Pool &Fishing

Other vacation rentals with a pool

5 out of 5 average rating, 16 reviews

Home in Bonita Springs

Gulf Access Canal Home with Heated Pool

5 out of 5 average rating, 32 reviews

A vibrant pink inflatable flamingo floats on the clear water of the heated pool, surrounded by a screened enclosure. In the background, a shaded seating area with a large umbrella and wicker furniture is visible, framed by lush greenery and stone columns.

Home in Willoughby Acres

Blue Oasis!. The Perfect Getaway w/ Heated 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, 41 reviews

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

A spacious outdoor area features a refreshing pool with gently rippling water. Two pink floatation devices rest on the water's surface. Light-colored lounge chairs are positioned nearby, and the house is framed by lush greenery, creating an inviting space for relaxation.

5 out of 5 average rating, 33 reviews

Waterfront w/Pool & Patio - Close to Everything

5 out of 5 average rating, 10 reviews

New! Perfect Pool Paradise

A screened-in patio showcases a serene in-ground pool, bordered by two lounge chairs draped with blue towels. Lush greenery is visible beyond the enclosure, while the sky reflects a soft blue hue, providing a tranquil outdoor environment.

5 out of 5 average rating, 40 reviews

Naples Golf Front Luxury Home, Htd Pool, Golf Availa

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.

4.93 out of 5 average rating, 44 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach