Family-friendly holiday rentals in Naples

4.99 out of 5 average rating, 159 reviews

Pool House+Game Room, Moments to Beach & Downtown

Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

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, 132 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 lanai is showcased, featuring a spacious seating area with comfort-focused sofas and a coffee table. The heated pool is visible in the background, surrounded by lush greenery. A ceiling fan offers airflow, while a dining table nearby accommodates outdoor meals.

4.94 out of 5 average rating, 156 reviews

Lux Oasis | HTD Pool•10 min Beach and 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 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, 265 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.

5 out of 5 average rating, 130 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 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⛱️

4.96 out of 5 average rating, 113 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

The serene backyard features a heated in-ground pool surrounded by lush landscaping and a hot tub. A screened patio offers a dining table and lounge area with inviting cushions. The open concept kitchen and living space are visible, showcasing modern appliances and ample seating for relaxation.

4.95 out of 5 average rating, 106 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

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, 124 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.

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

4.93 out of 5 average rating, 165 reviews

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

4.95 out of 5 average rating, 158 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. The home is designed the home for maximum comfort and fun! The house is FULL of amenities, games for adults and kids - if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.

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.

4.98 out of 5 average rating, 131 reviews

The WaterSun Oasis - Luxury Private Pool & Spa

The WaterSun Oasis is a 3 bedroom, 2 1/2 bath home, perfect for family or friends to get away. Less than one mile from Vanderbilt Beach, this high-quality private house, equipped with a top-notch outdoor pool area, is packed with best-in-class amenities to set your experience apart from others. Located just 30-minutes from RSW International Airport and surrounded by multiple beaches, restaurants, shopping centers, night life and more. Book your stay today!

A refreshing pool area features a heated pool surrounded by lounge chairs and a dining table. An inflatable pink flamingo floats in the water, while colorful umbrellas provide shade. Lush greenery frames the outdoor space, creating a bright and inviting atmosphere.

4.92 out of 5 average rating, 171 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Popular amenities for Naples family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 134 reviews

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

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, 41 reviews

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

A clear blue pool features a spa area, bordered by decorative stone. Two lounge chairs are positioned alongside the water, offering a relaxing area. A dining table with multiple chairs is visible in the background, with a privacy fence and lush greenery completing the serene outdoor setting.

4.96 out of 5 average rating, 249 reviews

Last Minute Deals! Walk to beach! Jacuzzi & Pool

4.95 out of 5 average rating, 157 reviews

* Endless Summer * Close to Beach with private Spa

Apartment in North Naples

A large community pool is framed by a spacious patio area, with lounge chairs neatly arranged around it. A clubhouse with a distinctive roof is visible in the background, surrounded by palm trees and lush landscaping. The sky is partly cloudy, contributing to a bright atmosphere.

4.86 out of 5 average rating, 119 reviews

Oasis Naples Condo 2BR/2Bath

4.92 out of 5 average rating, 12 reviews

The Palm Haus

An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.

5 out of 5 average rating, 31 reviews

Pool Home Minutes to the Beach

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, 127 reviews

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

Family- and pet-friendly home rentals

5 out of 5 average rating, 9 reviews

Naples 4BR Kayak Access, Heated Pool, BBQ, Lg Yard

A screened-in pool area features a sparkling pool surrounded by a spacious deck, adorned with potted greenery. Several lounge chairs are positioned nearby, with views of lush landscaping visible through the screens. Sliding glass doors lead into the home, offering a seamless connection to indoor spaces.

4.98 out of 5 average rating, 126 reviews

Naples Retreat: Heated Pool - Minutes to Beach

A serene outdoor space is showcased, featuring a spa and pool area surrounded by palm trees. The sun casts a warm glow over the water, while a canal is visible in the background, lined with boats and lush greenery.

5 out of 5 average rating, 21 reviews

Tropical Oasis! 1 Mile to Beach! Heated Pool & Spa

4.96 out of 5 average rating, 23 reviews

Brilliant Stays |12 PPL|Golf | Movie Theater| Pool

Superhost

The heated pool is framed by a fenced-in yard, featuring two large umbrellas providing shade. Several lounge chairs are positioned around the pool, inviting relaxation. Lush greenery and palm trees create a tropical ambiance in the background.

4.87 out of 5 average rating, 124 reviews

Heated Pool + Lanai | 10 min Beach | Game Room

Superhost

5 out of 5 average rating, 4 reviews

Luxury Naples 3bd/2ba- 10 mins to Beach & 5th Ave

An outdoor dining area is highlighted by a large wooden table surrounded by woven chairs. Pendant lights hang above, casting soft illumination. A swimming pool with clear water is visible through a screened enclosure, complemented by lush greenery in the background.

5 out of 5 average rating, 64 reviews

Mediterranean Inspired Villa with Private MiniGolf

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

4.96 out of 5 average rating, 155 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Family-friendly home rentals with a pool

5 out of 5 average rating, 20 reviews

Home in Golden Gate

Relaxing Naples Getaway–Comfort, Style & Sunshine

5 out of 5 average rating, 36 reviews

Home in South Naples

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

5 out of 5 average rating, 45 reviews

Private Tropical Oasis | Pool | Mins to Beaches

5 out of 5 average rating, 13 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in North Naples

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

4.96 out of 5 average rating, 50 reviews

A serene pool area is surrounded by lush greenery and palm trees, featuring a tiled patio that leads to the pool. Comfortable lounge chairs with colorful towels are positioned for relaxation. The outdoor space is complemented by a Tiki hut, adding charm and shade.

Home in East Naples

Chic Pool Naples Beach House

5 out of 5 average rating, 21 reviews

The Turtle Nest

4.97 out of 5 average rating, 66 reviews

A private backyard features a heated saltwater pool surrounded by a spacious patio. Two loungers are positioned beside the water, while a dining table with an umbrella is visible in the distance. Tropical landscaping and trees provide a serene backdrop.

Home in North Naples

Newly Renovated Home Just Minutes From The Beach!

Luxe