Family-friendly holiday rentals in North Naples

4.97 out of 5 average rating, 405 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 serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 103 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

A screened-in pool area is highlighted by a south-facing heated pool featuring a waterfall. A lounge chair with decorative cushions sits beside the pool, surrounded by lush greenery, offering a serene setting for relaxation.

4.94 out of 5 average rating, 236 reviews

Epic Arcades Heated Pool Home by Beach & Mercato

Escape to a relaxing beach vacation in this lovely optional heated pool home w/ epic arcade game room including ping-pong table, pool table & giant sized connect-4. In the heart of Naples, minutes to Vanderbilt and Delnor-Wiggins beaches. Walking distance to the popular Mercato. Fully stocked home with kitchen supplies, beach essentials, BBQ grill, bicycles, high speed internet, Nest thermostat, & keyless entry. Perfect for families, couples & professionals looking for a Florida Beach Escape.

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, 133 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.

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, 104 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, 106 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, 148 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.

4.82 out of 5 average rating, 146 reviews

A vibrant pink flamingo float is situated in a sparkling blue pool, surrounded by lush greenery and palm trees. The outdoor space is framed by a well-maintained patio, featuring a relaxing atmosphere under partly cloudy skies.

Apartment in Naples Park

559 Park Place | Orchid Villa - Minutes to Beaches

Welcome to 559 Park Place | Orchid Villa! Tropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The Orchid Villa is freshly updated & fully equipped with all of the comforts of home. 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.

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, 115 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.

Guest suite in Naples Park

A cozy studio suite features a spacious bed adorned with a blue and white patterned comforter. A convertible sofa with decorative pillows complements a wooden coffee table, and a flat-screen television is mounted on the wall. Light wood furniture accents the inviting space.

4.88 out of 5 average rating, 180 reviews

Private Studio Suite near the Beach

Great location! Only 1.3 miles to Ritz Carlton, Vanderbilt Beach, & Wiggins Pass State Park. Close to great restaurants and shopping. New driveway with separate entrance. Very private. Coffe maker, toaster, microwave, refrigerator & induction stove tops with pots & pans. Two beach chairs & towels. Ironing board with iron. Hair dryer. Queen size bed & convertible sofa bed. Washer and dryer. Screened lanai. Weber grill. Two bicycles.

4.82 out of 5 average rating, 220 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.

4.85 out of 5 average rating, 158 reviews

A sunlit sunroom features a patterned armchair paired with a small table. A sliding glass door opens to a lush outdoor area with tropical plants and an umbrella-covered seating space. Natural light filters in, creating an inviting atmosphere for relaxation.

Apartment in Naples Park

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ

Casual chic décor are features of this fantastic 1 bedroom/1 bath Villa. Quiet spaces and enough room for extended stays or a weekend getaway. Comfortably sleeps 4 guest with sleeper sofa in living room and master bedroom with cozy king bed. Located in the highly sought after Naples Park neighborhood. Close to Naples beautiful white sandy beaches, upscale shopping, fine & casual dining and entertainment to suite any style!

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

5 out of 5 average rating, 32 reviews

A screened-in balcony features comfortable seating arranged around a coffee table. A view of the horizon can be seen, showcasing the gradient of colors at sunset. Ceiling fans are installed to provide airflow and enhance relaxation.

Apartment in Naples Park

The Fitz

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, 19 reviews

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

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.

4.97 out of 5 average rating, 112 reviews

The WaterSun Oasis - Luxury Private Pool & Spa

A serene beach scene features soft, white sand leading to gentle waves. A long wooden pier extends into the calm water, framed by a vibrant sunset sky filled with hues of orange and purple. The atmosphere conveys tranquility as clouds float overhead.

4.96 out of 5 average rating, 135 reviews

Beach Bliss Haven | Steps to Vanderbilt | Hot Tub

An aerial view reveals a private backyard oasis featuring a sparkling pool and attached hot tub. Lounge chairs are arranged around the pool area, while a seating arrangement with a fire pit is located on the lawn. Lush greenery surrounds the entire space.

5 out of 5 average rating, 6 reviews

Naples Beach/Heated Pool/Spa, Luxury New Home

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!

4.97 out of 5 average rating, 68 reviews

A modern living room is depicted featuring a white sectional sofa and a glass coffee table. A vibrant piece of artwork adorns the wall. Large glass doors offer views of the lush outdoor landscape, allowing natural light to brighten the space.

Condo in Naples

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

A light-filled living room features a comfortable seating arrangement with soft sofas and an armchair, complemented by a decorative area rug. Large windows invite views of lush greenery, while a painting enhances the tranquil atmosphere. A ceiling fan is mounted for added comfort.

4.98 out of 5 average rating, 291 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

Family- and pet-friendly home rentals

5 out of 5 average rating, 13 reviews

Apartment in Naples

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

The master bedroom is equipped with a spacious queen bed, featuring light bedding and decorative pillows. A flat-screen TV is mounted on the wall, while sliding barn doors lead to the living area. Natural light filters through the window with soft curtains.

4.96 out of 5 average rating, 73 reviews

Peaceful 2/2, w/ relaxing patio, close to beaches

5 out of 5 average rating, 6 reviews

Home in Willoughby Acres

Modern Retreat w Pool & Hot Tub Near Beaches

4.87 out of 5 average rating, 140 reviews

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

Little Treasure House minutes from Beach & Mercato

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, 51 reviews

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

An aerial view reveals a private pool surrounded by a spacious patio. Colorful umbrellas provide shade over lounge areas, while landscaped gardens with lush greenery add to the outdoor aesthetic. A shaded area with a sail-like structure overlooks the pool, enhancing the inviting setting.

4.86 out of 5 average rating, 37 reviews

The Heron: Poolside Paradise

A serene pool area features a natural stone waterfall cascading into the clear water. Lush tropical foliage surrounds the pool, enhancing the tranquil ambiance. The stonework is integrated into the landscape, creating a cohesive and inviting outdoor space.

5 out of 5 average rating, 13 reviews

Villa Cascata Mediterranean Home

A screened-in pool area features a sparkling blue pool surrounded by paver stones. Four comfortable loungers are positioned nearby, along with a grill for outdoor cooking. Lush greenery can be seen beyond the enclosure, creating a sense of privacy and tranquility.

4.89 out of 5 average rating, 55 reviews

Heated Pool and Hot Tub Home!

Family-friendly home rentals with a pool

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.

5 out of 5 average rating, 30 reviews

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

An open living area features modern furnishings and a spacious seating arrangement. A large, flat-screen television is mounted on the wall, while light floods in through expansive sliding glass doors that lead to a private pool area. The kitchen bar is equipped with sleek stools.

5 out of 5 average rating, 26 reviews

Brand New Luxury Home Near Beach

4.99 out of 5 average rating, 134 reviews

A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.

Apartment in Naples

Beach Vacation Getaway

An open-concept living area is displayed, featuring a modern kitchen with a center island and barstools. A comfortable seating area is arranged with a sectional sofa facing a wall-mounted TV. A dining table with chairs occupies the space beside large windows, allowing natural light to enter.

4.87 out of 5 average rating, 52 reviews

Beautiful pool house 2mi from the Beach, Bikes+BBQ

A private outdoor area features a newly constructed pool with clear water and a colorful float. Sun loungers are placed around the edge, with a shaded seating area under an umbrella. Lush greenery and a secured fence create a cozy and inviting environment.

4.97 out of 5 average rating, 33 reviews

Huge Game Room•Family Spot•Heated Pool•Near Beach

Holiday home in Naples Park

A bright and airy living space is highlighted by a large wall-mounted television displaying a coastal scene. Comfortable woven chairs with blue cushions are positioned around a natural wood table. The open layout leads to a modern kitchen area, enhancing a relaxed coastal ambiance.

4.88 out of 5 average rating, 86 reviews

Modern Naples Retreat | Heated Pool, Fire Pit, TV

Superhost

5 out of 5 average rating, 3 reviews

Relax & Play! Putting Green + Heated Pool + Spa

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.