Family-friendly vacation rentals in Old Naples

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Top-rated family-friendly rentals in Old Naples

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Condo in South Naples

4.96 out of 5 average rating, 313 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Guest favorite

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.

Condo in Old Naples

4.98 out of 5 average rating, 108 reviews

FUN AT THE BEACH

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous 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 mattress 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 refridgerator.

Top guest favorite

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

Home in Caloosahatchee

4.97 out of 5 average rating, 116 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

Guest favorite

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.

Home in Naples Park

4.96 out of 5 average rating, 187 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.

Superhost

A screened outdoor patio features a round glass table surrounded by sturdy wooden chairs with cushions. A small potted plant sits on the table, while a swimming pool and lounge chairs are visible in the background, surrounded by lush greenery.

Home in Naples

4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

The 4-bedroom house with its open-concept living space features soaring 12-foot vaulted ceilings in the living room and high ceilings throughout the rest of the house to give you the feeling of breezing freely. Since everything of this newly built house was designed and planned by us, we made sure that you would feel comfortable from the very beginning. In the open living area you will find a large sectional with comfy chairs, a huge 55’ Smart TV, latest generation Apple TV and a Bose radio.

Top guest favorite

A bright living room features colorful striped sofas and cushions, with a coffee table at the center. A vibrant blue media console holds a television, while wall art depicting beach scenes enhances the space. Natural light filters through the curtains, creating a cheerful ambiance.

Cottage in Pelican Bay

5 out of 5 average rating, 203 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Located less than One Mile from the Beach in the Center of the City Hustle, Open Spaces & Bright Beachy Vibes gently remind you of why you came! French Doors in both Bedrooms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bedroom has Ensuite Bathroom w/Shower; additional Guest Bedroom has 2-Twins or King Bed and Hall Guest Bathroom. This completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

Top guest favorite

The entrance of a private residence is framed by lush greenery and well-maintained landscaping. A circular driveway leads to the main entrance, which features symmetrical windows and decorative plants. The home has a classic architectural design with a tiled roof and inviting front porch.

Guest suite in Naples

4.98 out of 5 average rating, 101 reviews

Private Suite in North Naples on 3 Acres!

This private suite is close to Super Target and Wal-mart shopping centers, Chili's, Panera, Burger King, McDonalds, World Market, and more. Conveniently located near I-75, and less than 10 miles to the beautiful Gulf of Mexico beaches. Enjoy the beautifully landscaped property, the safe neighborhood, and private back entrance. Park like setting includes fruit trees, benches, and an outdoor grill for your use. This suite is good for couples, solo adventurers, and business travelers.

Top guest favorite

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

4.9 out of 5 average rating, 245 reviews

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

Top guest favorite

A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.

Condo in Park Shore

4.91 out of 5 average rating, 160 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Guest favorite

An outdoor seating area features a comfortable arrangement of a sectional sofa and matching chairs with vibrant orange cushions. A glass-topped coffee table sits at the center on a stone-paved floor, while double French doors lead to the interior space.

Townhouse in East Naples

4.85 out of 5 average rating, 194 reviews

Royal Palm flat Bay side shoppes

Royal Palm flat first floor charming Just remolded, updated new on market fresh, with large back porch and shared garage with beach toys, close to the beach 1 block from 5th Ave. one mile from beach 3 blocks from Naples bay. close to many restaurants and shops on 5th ave. The beach is at the end of 5th Ave. great walk down the heart of Naples down town and charming tin city shops and dinning. view 5th ave from rear porch. entire first floor with many games in garage.

Guest favorite

A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.

Cottage in Naples Park

4.82 out of 5 average rating, 104 reviews

Cozy Cottage Near Vanderbilt Beach

This is a sweet and cozy Naples Park home that will make you want to relax and put your feet up. It is walking distance from the Mercato which features shopping, restaurants, and bars. Guests can easily bike to Vanderbilt Beach located 1.5 miles from the front door with the provided beach cruisers. Trader Joes, Whole Foods, Publix, Kayaks, Golf courses and movie theaters are located in the immediate area.

Guest favorite

A spacious outdoor pool area is presented, featuring a clear blue pool surrounded by a tiled deck. Four lounge chairs are arranged neatly on one side, each adorned with soft cushions, under a large umbrella for shade. Lush greenery encloses the area, enhancing privacy.

Home in Naples Park

4.89 out of 5 average rating, 181 reviews

841 Vanderbilt Beach Bliss • Lux Waterfront Home

841 Vanderbilt Beach Bliss is a stunning, four bedroom vacation home in a quiet suburban neighborhood in the Vanderbilt Beach area. This luxury, lakefront home is designed for the modern traveler and is equipped with upscale furniture, coastal decor, and high-end amenities for a vacation that is both comfortable and convenient. World-class, white sand beaches are easily accessible and just a mile away!