Family-friendly holiday rentals in Naples Park

4.97 out of 5 average rating, 426 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.

4.95 out of 5 average rating, 239 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.

Guest suite in Naples Park

A spacious bedroom is furnished with a comfortable bed dressed in white luxury linens. Two bedside lamps provide soft lighting, and a small table with a chair is positioned nearby. Decorative wall art with palm leaf designs frames the bed, while dark curtains complement the room.

4.82 out of 5 average rating, 220 reviews

#Blocks2Beach Lower Studio Palm Villa Close2 #RITZ

Gorgeous newly renovated private one King bedroom with en-suite bathroom. This 1st floor studio has modern updates with new furniture, comfortable mattress, fluffy pillows & luxury linens. Small refrigerator, microwave & Keurig in studio for guests to use. Just BLOCKS to the best beach where the sunsets are divine at Vanderbilt Beach. Easy walk to the Ritz Carlton Naples Beach Resort with the finest ocean front dining. Enjoy beach activities including shelling, SUP, fishing, kayaking & more!

A spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.

4.93 out of 5 average rating, 152 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

4.87 out of 5 average rating, 143 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

Enjoy a sun-soaked retreat in Naples Park! This inviting vacation home boasts a solar-heated pool, perfect for families, couples, or friends seeking a getaway or staycation. With easy access to Vanderbilt Beach (10 mins by bike) and the vibrant Mercato for shopping, dining, and entertainment, it's an ideal location. This cozy home away from home offers all essentials for a relaxing stay, just pack your sunglasses and bathing suit and immerse yourself in the quintessential Florida lifestyle!

4.73 out of 5 average rating, 111 reviews

Classic Naples Florida Beach Cottage

Naples cottage has comfortable furniture and tile floors, central air, cable, wi-fi, ceiling fans, fenced back yard, gas grill for relaxing in the private back yard. This detached single-family home is conveniently located in Naples Park close the Naples beautiful beaches and Mercato. Minutes by car or bike to Wiggins Pass State Park, world-class white sandy beaches, restaurants, Whole Foods, Trader Joes and much more. Two bikes and bike helmets, beach chairs and cooler are provided.

A refreshing outdoor space features a newly designed pool with an attached heated spa, surrounded by a wrap-around sundeck. Several lounge chairs are positioned under palm trees, and a patio umbrella provides shade. A spacious home’s exterior is visible in the background.

5 out of 5 average rating, 42 reviews

Escape to Pool & Beach Paradise!

Unwind in the privacy of your very own tropical oasis in the heart of Naples Park/Vanderbilt Beach area. This sun-filled south facing home showcases a new pool w/heated spa w/wrap around sundeck for the ultimate relaxation. This zen-like 2 BR (Kings), 2 BA retreat is close to Vanderbilt Beach and Mercato is just minutes away! Newly renovated and beautifully decorated. Enjoy your morning coffee from the lanai, the perfect place to contemplate the ultimate decision: Beach or Pool Day?

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, 100 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.

The outdoor area features a heated saltwater pool, accompanied by a hot tub. A large blue umbrella provides shade over a sun lounger and a decorative side table. Lush palm trees and greenery surround the pool, enhancing the serene environment.

5 out of 5 average rating, 42 reviews

Naples Park Luxury New Construction

Welcome to "The Endless Summer House"! Enjoy a luxury & stylish experience at this New Construction home, ideally located in the 500 block of the Naples Park neighborhood. We have fully stocked this home with all the amenities you'll need while visiting paradise! It's also a quick bike ride or walking distance to both Vanderbilt Beach & Delnor-Wiggins Pass State Park! This home was built new in 2023 by my company TTM Development, so we're certain you'll absolutely enjoy your stay!

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, 159 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.

Guest suite in Naples Park

4.97 out of 5 average rating, 108 reviews

Sanctuary Guest Suite

This serene, private-entry upscale studio is fully furnished, has a screened patio, and looks out onto a fenced back yard that includes tropical fruit trees and a chickee hut. Located in Naples Park, close to two public beaches and down the street from the Mercato, an upscale mixed use development with a Whole Foods Market and many small shops, restaurants and bars. Newly renovated, with zero-entry shower, heated towel rack, bidet, high-speed Wi-Fi, PC, TV, and full kitchen.

An evening view of the private heated pool area, featuring a spacious pool illuminated in a calming blue hue. Outdoor furniture, including lounge chairs and a dining set, is arranged around the pool, surrounded by lush greenery and soft lighting from the house.

4.95 out of 5 average rating, 116 reviews

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!

This BEACH HOME boasts a TROPICAL style back yard with PRIVATE fenced in HEATED POOL and a SPACIOUS WIDE OPEN living area. The 3 Bedroom 2 Bath holds up to 8 people with very comfortable sofas, large flat screen TVs, a large kitchen with granite countertops, generous kitchen island, and a dining room table . With the 2 provided bikes, take a ride down to world famous Vanderbilt Beach just over 1 mile away. Beach chairs, beach toys, umbrellas, and a cooler all included!

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 covered lanai features a screened-in area with a spacious pool and attached spa. Sunlight reflects off the water's surface, and lounge chairs are positioned around the pool. A dining table for outdoor meals is visible, along with a grill for barbecuing.

4.89 out of 5 average rating, 64 reviews

Heated Pool and Spa Home!

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, 116 reviews

The WaterSun Oasis - Luxury Private Pool & Spa

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, 228 reviews

Last Minute Deals! Walk to beach! Jacuzzi & Pool

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.

4.87 out of 5 average rating, 149 reviews

Beach Bliss Haven|Steps to Vanderbilt | Hottub

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, 34 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

4.8 out of 5 average rating, 254 reviews

Beach House Heated Pool and Spa Renovated 2025

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, 10 reviews

Top 5% ! Beach, Heated Pool/Spa, Luxury New Home

4.98 out of 5 average rating, 151 reviews

A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.

Home in Bonita Springs

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Family- and pet-friendly home rentals

5 out of 5 average rating, 19 reviews

Palm Tree Paradise - 1 Mile To The Beach

4.93 out of 5 average rating, 28 reviews

A spacious living area features a light gray sectional sofa with a decorative pillow in the foreground. Opposite the sofa, a wall-mounted television is framed by two botanical-themed art pieces. A circular mirror and a wooden side table with greenery add to the room's calming aesthetic.

Flat in Naples Park

Peaceful Getaway Near Beaches "670-A"

A large heated pool is surrounded by a spacious patio area, featuring two chaise lounges and an outdoor dining set. The pristine water reflects the cloudy sky, while the cozy setting is enclosed by a decorative privacy fence and lush greenery.

4.99 out of 5 average rating, 87 reviews

* Heated Pool * 1.5 mi to Beach * Bikes Incl *

4.94 out of 5 average rating, 120 reviews

An open-concept living area features a modern kitchen with a spacious island and bar seating. Natural light filters through large windows, illuminating the stylish decor. A comfortable sofa is positioned near a round coffee table on a decorative rug, surrounded by artwork and plants.

Cottage in Naples Park

Cozy Beach House in North Naples

An inviting outdoor space features a heated pool surrounded by a spacious deck. Comfortable seating is provided nearby, accompanied by colorful pool floats. Lush greenery and tropical plants enhance the setting, while a shaded area with umbrellas offers protection from the sun.

4.98 out of 5 average rating, 50 reviews

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW

5 out of 5 average rating, 3 reviews

The Palm Haus

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.

4.98 out of 5 average rating, 41 reviews

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

4.96 out of 5 average rating, 98 reviews

Heated Pool, Game Room, 2 Kings, 2 Suites

Family-friendly home rentals with a pool

An airy living space features a spacious sectional sofa accompanied by two soft blue chairs. A wooden coffee table is centrally located, displaying decorative items. Sliding glass doors open to an outdoor patio with a dining area and grill, surrounded by lush greenery.

4.95 out of 5 average rating, 44 reviews

Stunning 5BR Naples Park Retreat w/ Private Pool •

5 out of 5 average rating, 16 reviews

Apartment in Naples

Naples Luxurious Resort Retreat with Lazy River

A charming single-story home is surrounded by well-maintained landscaping and palm trees. The driveway leads to a garage, while the front entrance is framed by lush greenery. A clear blue sky and soft clouds enhance the inviting atmosphere of this Naples residence.

5 out of 5 average rating, 15 reviews

Paradise Beach GetAway W/ Heated Pool and Fire Pit

5 out of 5 average rating, 7 reviews

*NEW Vanderbilt Drive - Dream Vacation Home*

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.

4.93 out of 5 average rating, 97 reviews

664 Naples Beach Paradise Private Pool & Spa

A serene outdoor space is highlighted by a heated pool and spa, featuring glowing turquoise water. The area is bordered by lush greenery and a white privacy fence, with comfortable lounge chairs positioned nearby. The sky is painted in hues of pink and purple, adding to the tranquil ambiance.

4.98 out of 5 average rating, 55 reviews

LuxuryHome|Close2Beach|HeatedPool+Hot Tub|3Kings

5 out of 5 average rating, 102 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