Vacation rentals with a pool in Naples Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Naples Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A heated pool is surrounded by a manicured landscape, featuring reclining lounge chairs positioned for relaxation. A playful water slide rests at one end of the pool. Complimenting the scene, a clear blue sky and fluffy white clouds create a bright atmosphere.

Home in Naples Park

4.98 out of 5 average rating, 43 reviews

NEW Villa Mare LUX Sleeps 12|Heated Pool|2 Masters

Enjoy our Italian villa, just a stroll away from Vanderbilt Beach. Featuring 4 spacious bedrooms / 6 beds spread across two stories, it offers ample space for relaxation. Step outside to enjoy a brand new heated pool surrounded by lush landscaping, perfect for al fresco dining. Immerse yourself in upscale living with Italian flair, as every corner exudes sophistication & comfort, ensuring an unforgettable getaway. Located short drive to 5th ave, minutes from Mercado & .5 miles from Whole-foods.

Guest favorite

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.

Home in Naples Park

4.97 out of 5 average rating, 219 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.

Guest favorite

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.

Home in Naples Park

4.96 out of 5 average rating, 195 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.

Superhost

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

4.88 out of 5 average rating, 131 reviews

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!

Top guest favorite

An inviting heated pool is surrounded by a light gray paved patio featuring several lounge chairs with blue cushions. A small dining area with white furniture and a bright yellow umbrella offers a space for outdoor meals. Lush green landscaping enhances the serene atmosphere.

Home in Naples Park

4.99 out of 5 average rating, 120 reviews

Naples Oasis: Pool, Beach, Luxe Chef's Kitchen 5*

Escape to a serene Naples retreat, where coastal luxury meets family comfort. Enjoy a private oasis with a wonderful heated pool and lush landscaping. The bright, living area flows into a chef’s kitchen, equipped for your culinary needs. The master suite boasts a king bed and en-suite bath, with additional bedrooms featuring a king, queen, and bunk beds. An ideal workspace adds convenience, making this getaway ideal for both work and relaxation, your unforgettable Naples escape awaits!

Top 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

4.95 out of 5 average rating, 126 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.

Guest favorite

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

4.91 out of 5 average rating, 254 reviews

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Superhost

A private backyard features a heated saltwater pool surrounded by lush green grass. Comfortable outdoor seating is arranged under a shaded area, with a vibrant garden adding color to the space. The modern home is visible in the background against a clear blue sky.

Home in Naples Park

5 out of 5 average rating, 4 reviews

New Listing! Beach Escape!

🌴 Modern Naples Beach House – Walk to Vanderbilt Beach & More! Welcome to this southern-facing modern beach retreat in the highly desirable 500 block of Naples Park! Just a short walk or bike ride to Vanderbilt Beach and Delnor-Wiggins State Park, this home offers the best of upscale Naples living with a clean, contemporary design and effortless indoor-outdoor flow. Perfect for families, couples, or groups, this 3-bedroom, 3-bathroom home blends luxury, comfort, and convenience!

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

4.96 out of 5 average rating, 110 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.

Top guest favorite

A serene outdoor area features a large swimming pool surrounded by palm trees and sun loungers. The backdrop showcases a two-story home with ample glass windows, allowing natural light to illuminate the interior. Soft colors in the sky hint at sunset.

Home in Naples Park

5 out of 5 average rating, 10 reviews

Luxurious "Villa in the Hills"

Welcome to your perfect vacation getaway! This newly remodeled two-story home offers luxury and comfort for groups of all ages. Spacious indoor living space and exquisite outdoor area is providing everything you need for extended family and friends to get-together. This 3 bedroom and 3.5 bathroom home is located only 4 minutes away from the Vanderbilt Beach, night life in Mercato and various magnificent restaurants. Let us help you to build unforgivable memories!

Guest favorite

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.

Home in Naples Park

4.9 out of 5 average rating, 105 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!

Guest favorite

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

4.94 out of 5 average rating, 84 reviews

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.