Family-friendly holiday rentals in Naples

4.99 out of 5 average rating, 152 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.

4.97 out of 5 average rating, 108 reviews

A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.

Home in Palm River

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.

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.

4.97 out of 5 average rating, 118 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 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.

4.94 out of 5 average rating, 146 reviews

LUXE Oasis | 10 min Beach+5th Ave~HTD Pool• 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!

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, 143 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

5 out of 5 average rating, 105 reviews

A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.

Cottage in Naples Park

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

4.99 out of 5 average rating, 177 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in Wiggins Bay

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

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.

4.98 out of 5 average rating, 106 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

Welcome to your private slice of paradise in sunny Naples Park—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and the shops and dining at Mercato! This bright and beachy 3-bedroom, 2-bath home has everything you need for the perfect Florida getaway. Whether you're cruising to the beach in our golf cart (optional rental), soaking up the sun by the private heated saltwater pool, or enjoying dinner on the screened lanai, this spot makes it easy to relax, recharge, and have fun.

4.86 out of 5 average rating, 146 reviews

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.

Home in Vanderbilt Beach

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

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

An outdoor space showcases a fire pit surrounded by four chairs with cushions. The background features a private saltwater pool and spa, with lush greenery illuminating under a twilight sky.

5 out of 5 average rating, 80 reviews

Private Pool, Spa, Minutes to the Beach &2King Bed

Welcome to your perfect Naples retreat! This stunning, brand-new four-bedroom home, just minutes from the beach, is all about luxury and comfort—just for you. Spend your days relaxing by your private saltwater pool and spa, and when the evening cools down, cozy up by the fire pit just steps from the spa. Meanwhile, let the mouthwatering aroma from your barbecue set the stage for a perfect night. It’s all here, ready for you to enjoy!

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, 162 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.

4.96 out of 5 average rating, 99 reviews

Beach! Heated Pool, Game Room, 2 Kings, 2 Suites

We are Super Hosts since 2018. You can see our history of reviews by navigating to my profile. The perfect home for a beach vacation just 3 minutes to the beach and 2 king beds. Every room in the house includes streaming TV even the outdoor lanai. A large chef's kitchen with an oversized island is great for entertaining. Bikes, towels, beach chairs, and toys are all included! Great house to enjoy the Florida sun.

Popular amenities for Naples family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 210 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

A spacious backyard is highlighted by a hot tub under a wooden gazebo. Sun loungers are arranged on the manicured lawn, while a sandy area offers relaxation. Greenery surrounds the space, providing a private atmosphere, with a putting green featuring a small flag for recreational activities.

4.94 out of 5 average rating, 342 reviews

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

4.95 out of 5 average rating, 328 reviews

A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.

Apartment in Lely Resort

Lely Greenlinks Golf Resort Luxury Condo

4.95 out of 5 average rating, 146 reviews

* Endless Summer * Close to Beach with private Spa

Superhost

4.76 out of 5 average rating, 131 reviews

Beautifully private homeHeated Pool/Spa and Cabana

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, 212 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

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.

4.97 out of 5 average rating, 97 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

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, 111 reviews

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

Family- and pet-friendly home rentals

5 out of 5 average rating, 57 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Shores

Private Palm Oasis - Close to Beach

A spacious and brightly colored outdoor living area features a screened-in pool surrounded by lush greenery. Comfortable seating and lounge chairs are set on a striped rug, creating an inviting atmosphere for relaxation. A ceiling fan provides additional comfort in this tranquil setting.

4.95 out of 5 average rating, 138 reviews

1 Mile to Beach! Pool, King Bed, BBQ, Games

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 103 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

5 out of 5 average rating, 107 reviews

An outdoor seating area features cozy lounge chairs and a fire pit, surrounded by gravel. Large glass doors in the background offer a view into the house, while the space is enhanced by green plants and a palm tree under a partly cloudy sky.

Home in Vanderbilt Beach

BEST Location Naples Park! Beach, Bikes, & Firepit

An open-concept living area features a spacious sectional sofa with decorative cushions. A dining table with elegant chairs is visible, along with a modern kitchen displaying dark cabinetry, stainless steel appliances, and a large island with bar seating. Ceiling fans and recessed lighting enhance the ambiance.

4.93 out of 5 average rating, 91 reviews

Naples Home-Min to beach,shops,dining. Heated Pool

A spacious outdoor area features a rectangular pool surrounded by lounge chairs. A covered seating area is visible to the left, with a shaded structure supported by wooden beams. Lush greenery and palm trees add a tropical ambiance, complementing the exterior of the home.

4.92 out of 5 average rating, 125 reviews

Private Heated Pool | Playset | Near the Beach!

5 out of 5 average rating, 26 reviews

Home in Golden Gate

DreamStay | Heated Pool | Spa | Golf | Top Area

4.95 out of 5 average rating, 147 reviews

Beachside Haven | Family 3BR Near Vanderbilt Beach

Family-friendly home rentals with a pool

5 out of 5 average rating, 28 reviews

A vibrant pink inflatable flamingo floats on the clear water of the heated pool, surrounded by a screened enclosure. In the background, a shaded seating area with a large umbrella and wicker furniture is visible, framed by lush greenery and stone columns.

Home in Willoughby Acres

Blue Oasis!. The Perfect Getaway w/ Heated Pool!

A serene outdoor space features a saltwater pool surrounded by tropical plants and trees. Two chairs are positioned by a fire pit table, each with a drink resting on it. A stone wall encloses the area, enhancing the tranquil setting.

4.9 out of 5 average rating, 59 reviews

Sea Turtle Heaven

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, 28 reviews

Pool Home Minutes to the Beach

An outdoor terrace features a comfortable seating area with light grey sectional sofas. A built-in gas grill and beverage bar are nearby, while the screened pool area includes two white lounge chairs and umbrellas next to the inviting swimming pool surrounded by lush greenery.

5 out of 5 average rating, 10 reviews

New! Vitamin Sea-Heated Salt Pool, Walk to Beach!

4.97 out of 5 average rating, 98 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Villa in Vanderbilt Beach

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.

4.83 out of 5 average rating, 24 reviews

Luxurious "Villa in the Hills"

A covered patio area features a cozy seating arrangement with a dark sofa and a wooden dining table. A modern fire pit is situated at the center, complementing the views of a screened-in pool and surrounding greenery beyond the transparent enclosure.

4.92 out of 5 average rating, 39 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach

A spacious bedroom features a navy accent wall behind a white bed with striped linens. Adjacent, a modern bathroom is visible, showcasing a clean layout with white cabinetry. A well-equipped kitchen displays stainless steel appliances and a sleek island, while an inviting pool area is framed by a screened enclosure.