Family-friendly holiday rentals in Naples Park

5 out of 5 average rating, 89 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 a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

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.

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.

4.97 out of 5 average rating, 226 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

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.

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, 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, 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, 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, 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.

4.94 out of 5 average rating, 141 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, if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.

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.

4.93 out of 5 average rating, 155 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 Park family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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 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 spacious pool and spa area is enclosed by a screen. The inviting blue water reflects sunlight, surrounded by lush tropical landscaping. Several lounge chairs are positioned around the pool, offering a relaxing space for guests.

5 out of 5 average rating, 81 reviews

The Palm Grove: Pool with spa - Walk to the beach!

An inviting outdoor space is illuminated under a twilight sky, featuring a heated pool and a waterfall spa. Lush tropical plants surround the area, while comfortable lounge chairs provide a perfect spot for relaxation.

4.96 out of 5 average rating, 68 reviews

Custom Designed Heated Pool and Spa

5 out of 5 average rating, 23 reviews

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.

Home in Naples

Pool Home Minutes to the Beach

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 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, 88 reviews

Private pool-spa home just blocks from the beach

Family- and pet-friendly home rentals

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, 72 reviews

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

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

Superhost

4.75 out of 5 average rating, 4 reviews

Cozy, Modern Villa with Private Pool and Hot Tub!

An outdoor dining area is visible beside a pool, equipped with a table and several chairs. The pool area is enclosed with a screen, providing a view of the surrounding landscape. Inside, two arcade machines can be seen, featuring classic games like Pac-Man and Fast and Furious, along with a television above.

4.95 out of 5 average rating, 139 reviews

1mi to Beach | Arcade | Heated Pool

Superhost

A private backyard showcases a clear blue pool surrounded by palm trees. A stainless-steel grill is positioned nearby, alongside two bicycles resting against the fence. Sun loungers are placed along the pool's edge, providing space for relaxation under the sunny sky.

4.85 out of 5 average rating, 40 reviews

Southern Exposure Pool Home

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

5 out of 5 average rating, 11 reviews

The exterior of a modern, two-story home is highlighted by a spacious driveway and well-maintained landscaping. Tropical palm trees frame the entrance, adding a touch of greenery. A large front porch leads up to the inviting entryway, which features clean architectural lines.

Home in Naples

Luxurious Naples retreat!

4.98 out of 5 average rating, 124 reviews

An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.

Home in Naples

Sunside House, 3/2 Pool Home in Gated Community

Family-friendly home rentals with a pool

5 out of 5 average rating, 14 reviews

Endless Paradise -close to Beach -Salt Water Pool

5 out of 5 average rating, 20 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 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, 77 reviews

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

A heated pool and spa are enclosed within a screened lanai, featuring clear water and a stone-accented border. Lush foliage surrounds the area, providing a serene backdrop. A single lounge chair sits on the stone deck, ready for relaxation under the bright blue sky.

4.95 out of 5 average rating, 63 reviews

Barefoot Bungalow - Pool/spa, walk/bike to 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

A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.

4.92 out of 5 average rating, 93 reviews

664 Naples Beach Paradise Private Pool & Spa

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, 94 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

A clear, inviting pool surrounded by a spacious concrete deck is framed by leafy palm fronds. Comfortable seating areas and umbrellas line the pool, complementing the outdoor cabana visible in the background, creating an ideal space for relaxation and leisure.