Family-friendly holiday rentals in Naples

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

4.94 out of 5 average rating, 164 reviews

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

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, 138 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, 160 reviews

Lux Oasis | 10 min Beach and 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!

A spacious living area is highlighted by a light-colored sofa adorned with turquoise cushions. An elegant chandelier hangs from the ceiling, complementing the large wall-mounted TV. Natural light fills the room through windows, with a dining area visible in the background.

4.97 out of 5 average rating, 107 reviews

Beach, Sun and Fun! *Beach House * New Listing

Location! Location! Location! 3 beautiful bedrooms, 2 baths, just 1 mile to the beach and entertainment. Peaceful and private, this home boasts an abundance of room for entertaining and outdoor space, free parking and access to private beach. Conveniently located close to the Venetian Village, Water Side mall and 5th Avenue which futures several casual and upscale dinning, shopping and multiple entertainment venues. Great for a relaxing vacation and enjoying the Florida sunshine and sunsets!

4.97 out of 5 average rating, 118 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

4.98 out of 5 average rating, 129 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Apartment in Old Naples

Fun At The Beach

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier (rebuilding currently) and 3rd Ave Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refrigerator.

4.98 out of 5 average rating, 122 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 North Naples

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, 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.

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, 155 reviews

#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

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, 130 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 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, 168 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.

4.98 out of 5 average rating, 112 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

A heated pool is bordered by a spacious deck featuring sun loungers and an umbrella. A pergola with hanging lights provides a shaded dining area with a grill. Lush landscaping surrounds the pool, enhancing the outdoor space for relaxation and entertainment.

4.98 out of 5 average rating, 113 reviews

673 Lazy Beach Daze · Heated Pool · Walk 2 Beaches

Welcome to your 673 Lazy Beach Daze; your dream coastal getaway! This stunning 3BD, 3 1/2BA vacation rental home is a luxurious retreat nestled in the heart of North Naples, a picturesque coastal paradise. As you arrive, you'll be greeted by the gentle rustle of palm trees, setting the tone for a relaxing escape. This gorgeous home is located just a mile from the relaxing white sands of Bluebill Beach; perfect for an evening stroll or early morning bike ride!

Popular amenities for Naples family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 108 reviews

" Velvet Bloom” Bubbling Spa Retreat with Sauna

An inviting outdoor space features a heated pool and spa, enclosed by a fine mesh screen. Comfortable seating areas are arranged nearby, complemented by lush greenery. Sunlight streams through the enclosure, highlighting the tranquil atmosphere of this private oasis.

4.89 out of 5 average rating, 142 reviews

Private Oasis in the of Naples Heated Pool/Spa

A serene outdoor space is showcased, featuring a saltwater pool and spa under a protective screen enclosure. The inviting turquoise water reflects sunlight, while tropical greenery is visible in the background, enhancing the tranquil atmosphere of the estate.

4.88 out of 5 average rating, 116 reviews

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym

Luxe

A serene outdoor area features two lounge chairs positioned beside a clear, inviting pool. A small table adds convenience between the chairs. Lush greenery surrounds the pool area, offering privacy, while the sky above is bright with a few scattered clouds.

4.95 out of 5 average rating, 107 reviews

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar

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.

4.96 out of 5 average rating, 264 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

4.96 out of 5 average rating, 344 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

A private backyard features a saltwater pool alongside a spa, both surrounded by a tiled patio. Multiple lounge chairs are positioned by the pool, while a dining table is set for outdoor meals. Lush greenery provides a sense of privacy.

5.0 out of 5 average rating, 107 reviews

Heated Salted Pool/Spa/Mins to the beach/2KingBeds

4.99 out of 5 average rating, 168 reviews

Holiday home in Naples

World Tennis Club | Pools, Hot Tub, Beach 4 Miles

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 108 reviews

Naples Luxury 5BDRM Home/Htd Pool/SuperClean/Pets

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.

4.9 out of 5 average rating, 147 reviews

Private Heated Pool | Playset | Near the Beach!

4.92 out of 5 average rating, 269 reviews

Heated Salt Pool Retreat• Minutes to 5th ave Beach

4.87 out of 5 average rating, 156 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

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, 156 reviews

Coastal Getaway *Heated Pool *3 King Rooms

4.89 out of 5 average rating, 335 reviews

A private heated swimming pool is set within a screened area, featuring a clear blue surface reflecting the surrounding greenery. A gentle incline leads to the shallow end of the pool, while a silver railing provides support for access.

Villa in Naples Park

Del Mar Villa

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.

4.9 out of 5 average rating, 122 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

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.

5.0 out of 5 average rating, 134 reviews

BEST Location Naples Park! Beach, Bikes, & Firepit

Family-friendly home rentals with a pool

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.

4.98 out of 5 average rating, 62 reviews

Villa Anna Retreat with Pool

5.0 out of 5 average rating, 28 reviews

Home in LaBelle

Countryside Luxury Villa with Pool, Bbq

5.0 out of 5 average rating, 51 reviews

A spacious screened lanai features a private pool surrounded by lounge chairs. A BBQ grill is positioned nearby, and a glimpse of the indoor living area is visible through large glass doors. Lush greenery offers a natural backdrop to this relaxing outdoor space.

Villa in Naples

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

5.0 out of 5 average rating, 25 reviews

Home in Golden Gate

White Palm Paradise

Luxe

The spacious pool area features a pristine saltwater pool surrounded by a tiled deck. Comfortable lounge chairs are arranged under large umbrellas, with lush tropical plants in colorful pots enhancing the atmosphere. The structure includes a screened enclosure for a protected outdoor experience.

5.0 out of 5 average rating, 53 reviews

"Tropical Oaks Estate" | 3.8 Acres, 40' Pool + Spa

5.0 out of 5 average rating, 24 reviews

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.

Home in Vanderbilt Beach

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

5.0 out of 5 average rating, 30 reviews

Apartment in East Naples

Naples Luxurious Resort Retreat with Lazy River