Family-friendly holiday rentals in North Naples

4.98 out of 5 average rating, 429 reviews

The kitchen features modern appliances with a clean design, including a stove, microwave, and refrigerator. A wooden island with two white chairs is positioned in the center, complemented by red pendant lights. Natural light enters through a window adorned with light curtains, enhancing the inviting atmosphere.

Guest suite in Naples

Naples Loft-private-18 min to the beach

Beautiful newer construction loft that offers 640 square feet of open floor plan! This unit sits above our two car garage , 130 feet from the main house. Full kitchen, microwave, coffeemaker, toaster, iron, and washer/dryer! Our home sits on 1.14 acres with a circular driveway in a very quiet neighborhood. Enjoy organic farm fresh eggs when the hens are laying. If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

4.98 out of 5 average rating, 401 reviews

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Guest suite in Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

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, 203 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.

4.96 out of 5 average rating, 171 reviews

A sunlit pool deck features a crystal-clear swimming pool surrounded by lounge chairs, brightly colored towels, and shaded by a large umbrella. Nearby, a dining table is set with glasses, inviting relaxation and enjoyment of the outdoors.

Townhouse in Naples Park

558 Sea Glass Cottage | New Pool | Mins 2 Beaches

Welcome to 558 Sea Glass Cottage! Soft shades of blue will make you feel like you're on a permanent vacation in this completely remodeled, beautifully decorated Cottage home. The Fully equipped with all of the comforts of home to ensure that you never need to leave. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

The image captures a luxury villa with a heated pool and spa, surrounded by palm trees. Lounge chairs and umbrellas are positioned around the pool deck, providing a relaxing area. An outdoor kitchen is visible, featuring a BBQ grill and refrigerator, ideal for al fresco dining.

4.98 out of 5 average rating, 103 reviews

Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach

🌟Shiny clean, sunny, resort-style beach home 🪟4BR, 4 luxury bathrooms, poolside private shower ☀️All day sun pool deck w loungers/sun bed 🏊Heated pool(NO FEE) SPA/Hot tub ⛱️Beach gear, pool toys, full-size game arcade, Foosball 🏝️Close 2 beach. 4 beach bikes. 6 minute bike ride to beach 📶Outdoor movie theater, Instagrm wall, 5 LED TVs, 1Gbps Wifi, remote office setup 👨‍🍳Fully equipped chef's kitchen w bakeware, BBQ grill Washer/dryer, 2-car garage 🧳Ultra luxury awaits..

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, 105 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 open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

4.99 out of 5 average rating, 147 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.

An inviting outdoor space features a heated pool beside a hot tub, while comfortable seating arrangements are visible. A dining area is adorned with modern green chairs, and sliding doors provide access to the interior. A pink inflatable flamingo adds a playful touch to the pool area.

4.98 out of 5 average rating, 113 reviews

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

The perfect home for a beach vacation just a 6 min bike ride to the beach and 2 master suites with king beds, walk-in closets, TVs, and private baths, 1 ensuite with a Queen bed, and the 4th bedroom with twin beds. Even a pool bath and outdoor shower! A large chef's kitchen with all Bosch appliances. Every space is designed for a group of 8-10 to gather. Bikes, towels, beach chairs, toys are all included! Great for large groups of 8-10 to gather and enjoy.

4.82 out of 5 average rating, 218 reviews

A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.

Condo in Bonita Springs

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

4.95 out of 5 average rating, 140 reviews

Beachside Haven | Family 3BR Near Vanderbilt Beach

We’re so excited to share our beautiful home with YOU! Located in the heart of Naples Park . Our 3-bedroom, 2-bath home is perfect for families, friends, or anyone looking for a blend of relaxation and quiet. We've designed the home for maximum comfort and fun! We’re passionate about making your stay exceptional. The house is FULL of amenities, if you find something we don't have - message us :-) Let us host you in Naples!

Guest suite in Naples Park

A bright living area features a comfortable sofa with decorative pillows, a wooden coffee table, and a small dining table with chairs. Natural light filters through the windows, illuminating the warm wood flooring and creating a welcoming ambiance.

4.92 out of 5 average rating, 119 reviews

Private suite near the beach

Great location! Only 1.3 miles to Ritz Carlton, Vanderbilt Beach, & Wiggins Pass State Park. Private suite with separate entrance Close to great restaurants and shopping. Coffee maker, toaster, microwave, refrigerator & counter top stoves with pots & pans. Charcoal grill and countertop oven. Two beach chairs, umbrella & beach towels. Ironing board with iron. Hair dryer. Queen size bed. Washer and Dryer (shared use).

4.84 out of 5 average rating, 116 reviews

A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.

Cottage in Naples Park

Cozy Cottage Near Vanderbilt Beach

This is a sweet and cozy Naples Park home that will make you want to relax and put your feet up. It is walking distance from the Mercato which features shopping, restaurants, and bars. Guests can easily bike to Vanderbilt Beach located 1.5 miles from the front door with the provided beach cruisers. Trader Joes, Whole Foods, Publix, Kayaks, Golf courses and movie theaters are located in the immediate area.

Popular amenities for North Naples family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 337 reviews

A well-maintained backyard features a putting green with colorful flags marking the holes. A gazebo and string lights create a cozy ambiance, while a hot tub and outdoor seating area are visible. Lush green grass enhances the relaxation space, ideal for evening gatherings.

Home in Naples

Brick Enclave with Mini Golf & SPA, 5mins to beach

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, 132 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Superhost

A single-story home features a light exterior with a welcoming front entrance and a garage. Lush palm trees and manicured shrubs frame the property, while a clear blue sky enhances the peaceful setting.

Apartment in Naples Park

4.88 out of 5 average rating, 243 reviews

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

5 out of 5 average rating, 6 reviews

Home in Willoughby Acres

Modern Retreat w Pool & Hot Tub Near Beaches

4.93 out of 5 average rating, 137 reviews

A screened-in outdoor area features a clear blue inground pool alongside a jacuzzi, both surrounded by stone pavers. Lush greenery is visible beyond the enclosure, providing a serene backdrop. Comfortable seating awaits for relaxation in this private oasis.

Home in Naples

Venetian Photoshoot - La Dolce Vita

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.

4.8 out of 5 average rating, 249 reviews

Beach House Heated Pool and Spa Renovated 2025

4.99 out of 5 average rating, 150 reviews

The image showcases a vibrant sunset over calm waters, viewed from a beach chair. Additional visuals include a resort layout featuring well-maintained pools and lush greenery, along with a modern building design that highlights inviting outdoor spaces.

Holiday home in Naples

25% OFF · Beach 3mi · 2 Htd Pools · Tennis · Pickle Ball · Bikes

The modern exterior of the home features a spacious driveway paved with light-colored stone, accommodating several bicycles lined up in front. Large windows reflect natural light, and decorative landscaping adds visual interest to the entrance.

4.98 out of 5 average rating, 52 reviews

Ninety 1 Naples 4bd Pool, near beach and Mercato!

Family- and pet-friendly home rentals

A screened porch features comfortable seating with colorful cushions arranged around a table. The flooring is adorned with a vibrant, patterned rug that showcases a variety of leaf designs in multiple colors, while lush greenery is visible through the surrounding windows.

4.97 out of 5 average rating, 35 reviews

Cozy home 1 mi to the beach with fenced backyard

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, 18 reviews

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

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*

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

5 out of 5 average rating, 8 reviews

Paradise in the Park - Heated Pool

The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.

4.86 out of 5 average rating, 142 reviews

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

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, 30 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

A modern kitchen showcases stainless steel appliances, including a refrigerator, oven, and hood. White cabinetry contrasts with a tile backsplash. A small breakfast bar with three stools is visible, offering a casual dining option. Natural light filters in through a window, illuminating the space.

4.79 out of 5 average rating, 221 reviews

Perfect Vacation Get Away

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, 49 reviews

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

Family-friendly home rentals with a pool

A modern dining area features a wood dining table surrounded by light-colored chairs. Large sliding glass doors open to a patio adorned with greenery, allowing natural light to fill the space. Coastal-themed decor adds a refreshing touch to the bright, airy environment.

5 out of 5 average rating, 76 reviews

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

5 out of 5 average rating, 10 reviews

New! Blue Haven-Heated Salt Pool/Spa,Walk to beach

4.99 out of 5 average rating, 88 reviews

Private pool-spa home just blocks from the beach

Superhost

5 out of 5 average rating, 3 reviews

Relax & Play! Putting Green + Heated Pool + Spa

A lush backyard is enclosed by a protective screen, featuring a heated pool surrounded by paved stones. Tropical greenery frames the area, providing a sense of privacy. Comfortable seating can be seen near the pool, offering a space for relaxation. The structure of the house is visible in the background.

4.97 out of 5 average rating, 94 reviews

Naples Park, 3bdr Pool home, Beach Vacation

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"

A heated pool area features relaxing lounge chairs partially submerged in the water, accompanied by a large white umbrella providing shade. The pool is surrounded by a spacious deck, framed by lush greenery and palm trees, with additional seating visible in the background.

4.99 out of 5 average rating, 93 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool