Vacation rentals with a pool in North Naples

5 out of 5 average rating, 85 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt 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 a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

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.

4.94 out of 5 average rating, 48 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.

A tranquil backyard scene showcases a private pool surrounded by lush tropical foliage. Amenities include comfortable outdoor seating, a dining area, and a nearby outdoor kitchen. A colorful assortment of pool floaties adds a festive touch, set against a stunning sunset sky.

5 out of 5 average rating, 15 reviews

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ

Welcome to your dream beach getaway! This stunning new build offers the perfect blend of luxury, comfort, and family-friendly amenities. Take a morning stroll along the canals to Bluebill Beach Access. After a day at the beach, step outside to your own private oasis, complete with a sparkling pool, spa, and lush tropical garden. This home is perfect for families - with plenty of space for everyone to spread out and enjoy, you'll create lasting memories that will be cherished for years to come.

4.95 out of 5 average rating, 131 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 | HTD Pool• 10 min Beach +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, 202 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.

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.

4.99 out of 5 average rating, 121 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!

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, 129 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.

A private screened patio area features a heated pool surrounded by tropical greenery. Several lounge chairs are positioned near the water, accompanied by a small table. Bright sunlight filters through the screens, creating a relaxing atmosphere.

4.92 out of 5 average rating, 104 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 above-ground plunge pool is showcased, surrounded by wooden decking. Lush greenery lines the perimeter, providing privacy. A person relaxes on a float, wearing a wide-brimmed hat. The image highlights the serene outdoor setting, ideal for cooling off during warm days.

4.99 out of 5 average rating, 146 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 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.

5 out of 5 average rating, 13 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!

4.99 out of 5 average rating, 97 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.