Vacation rentals with a pool in North Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in North Naples

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

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Top guest favorite

Home in Naples Park

5 out of 5 average rating, 80 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🏖️

Top guest favorite

Home in Naples

4.97 out of 5 average rating, 97 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.

Top 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

4.96 out of 5 average rating, 47 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.

Top 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, 222 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.

Top guest favorite

A shaded seating area features comfortable wicker furniture, adorned with colorful cushions. The sparkling blue pool is visible in the background, framed by neatly arranged plants and a clean, paved patio. An inviting ambiance is created by the sun filtering through the canopy overhead.

Home in Naples Park

4.98 out of 5 average rating, 50 reviews

Gulf Oasis - Heated Pool/Spa (New Mnths Open 8/20)

🌴 Gulf Beaches Oasis Retreat 🌴 (Length of Stay Discounts!) Welcome to our cozy tropical getaway nestled within walking distance from the Naples beaches and the upscale Mercato District. Highlights of our tropical oasis include: 🏖️ **Prime Location:** Just 1 mile from the stunning beaches of Naples and the upscale Mercato district. 🏊 **Pool & Spa:** Take a refreshing dip in our sparkling pool or unwind in the bubbling spa. (Family-Owned and Managed) Calender Recently Opened Up

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, 198 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.

Top guest favorite

An outdoor space features a spacious pool surrounded by elegant tropical landscaping. A covered patio houses a comfortable seating area and an outdoor dining setup. The wooden ceiling enhances the ambiance as soft lighting highlights the vibrant colors of the sky during twilight.

Home in Naples Park

5 out of 5 average rating, 13 reviews

LUXE: Custom 4BR Home w/ Pool & Spa

NEW! From Long Time Super-Host. Check my profile to read reviews from other homes. This luxurious custom home offers the ultimate blend of modern comfort and resort-style amenities. With 4 bedrooms and 3.5 bathrooms, our retreat comfortably hosts up to 9 guests, ensuring plenty of space to relax and recharge. Located within 1 mile of Vanderbilt Beach (bike or walk!), dining & shopping, our home is the perfect launching pad for exploring the area’s natural beauty or enjoying a serene escape.

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, 127 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.

Top 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, 257 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

Top guest favorite

An elegant modern home exterior is presented, featuring large glass doors that provide a view into the inviting interior. The patio area is illuminated by soft lighting, showcasing an outdoor dining space beside a serene pool.

Home in Naples Park

5 out of 5 average rating, 21 reviews

Modern Oasis Naples Park

Maple Shore Homes proudly offers Modern Oasis Naples Park - the epitome of tropical luxury living! This stunning designer home is close to beautiful Vanderbilt Beach, restaurants at Mercato, shopping, bike paths and more. Spread out amongst the 4 grand bedrooms each with an ensuite bathroom; Cook in the fully equipped chef's kitchen with stunning 18-foot ceilings; or step out into the ocean air with covered dining, a grill, lounge zone and a heated salt water pool & hot tub.

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, 11 reviews

Luxurious "Villa Nella"

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!

Top guest favorite

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.

Home in Naples Park

5 out of 5 average rating, 23 reviews

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

Gulf Haven Hideaway - Brand New Luxury Retreat Welcome to Gulf Haven Hideaway, a stunning 2024-built luxury home in Naples, FL! Located in the quiet Naples Park neighborhood, this 4-bedroom, 4.5-bathroom retreat is the perfect blend of modern design, comfort, and coastal charm. Just minutes from the beach and the vibrant Mercato shopping & dining complex, it’s ideal for families and groups looking to enjoy the best of Naples.