Holiday rentals with a pool in North Naples

A serene outdoor space is featured, with a heated saltwater pool flowing gently into a stone-accented area. Comfortable seating is arranged beneath a large umbrella, providing shade. Two pool floats rest on the water, surrounded by lush greenery and a clean white fence.

5.0 out of 5 average rating, 113 reviews

Luxury Beach Home | Private Pool

Welcome to this whole home, beach-themed oasis featuring a secluded outdoor living space including a covered lanai with TV, heated saltwater pool, hot tub, sun deck with chaise lounges, and outdoor living room seating with a large canopy umbrella. Just blocks from Vanderbilt Beach, Delnor-Wiggins, and the expansive shopping and dining available at the Mercato. This 3-bedroom, 2-bath home comfortably sleeps 8 and has all amenities needed to create an unforgettable stay for your group or family.

4.96 out of 5 average rating, 139 reviews

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.

5.0 out of 5 average rating, 135 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from The Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

4.98 out of 5 average rating, 120 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 North Naples

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, 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 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.

4.96 out of 5 average rating, 222 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

This 2,000-square foot stunner has a 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.

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.

4.95 out of 5 average rating, 125 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.

4.99 out of 5 average rating, 107 reviews

A screened lanai contains a heated saltwater pool and spa, surrounded by natural landscaping. Sunlight reflects off the water's surface, and comfortable lounge chairs are positioned nearby on the patio. Expansive space offers opportunities for relaxation and outdoor enjoyment.

Home in Bonita Springs

Family Oasis with Heated Pool & Spa Near Beaches

Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!

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, 130 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 space features a heated saltwater pool with an infinity edge and a spa adorned with glass tile. Two lounge chairs and an umbrella provide comfort beside the pool, while lush greenery and a privacy fence enhance the serene atmosphere.

4.79 out of 5 average rating, 267 reviews

Beach House Heated Pool and Spa Renovated 2025

This spacious home located in the desirable 500 block of Naples Park & an enjoyable walk/bike ride to Vanderbilt Beach & Delnor-Wiggins Park. There are 6 bikes ride to the beaches, the Ritz Carlton, theaters, grocery, & shopping/dining/nightlife at the "Mercado". Just re-launched for rental Oct 2025 the house got new renovation with tons of Upgrades New flooring, appliances furnishings & accessories 85 inch Tv Open floor plan w/ cathedral and high ceilings throughout.

4.99 out of 5 average rating, 124 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!

4.91 out of 5 average rating, 101 reviews

Naples' Home With Private Pool - Esthetic Stays

If you have to be isolated, do it in style. This luxurious Naples vacation home comes with our Triple-Cleaned Promise, ensuring a spotless and thoroughly disinfected environment for your peace of mind. Enjoy social distancing in comfort with your own private pool, luxurious amenities, and four complimentary bikes for exploring the area. Whether you’re relaxing outdoors or staying active, you’ll experience total comfort, confidence, and peace during your stay.

Superhost

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.