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 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 Top Floor 2 Bed 2 Bath Sleeps 6

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 modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

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, 110 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 Cape Coral

4.97 out of 5 average rating, 118 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!

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, 233 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, 204 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.

Guest favorite

The exterior of the home is framed by lush greenery and tall palm trees, highlighting the inviting entrance. A manicured lawn and diverse landscaping create an appealing view in this warm climate.

Home in Naples Park

4.97 out of 5 average rating, 153 reviews

Bella Casa near Vanderbilt Beach

This spacious open-concept home features a heated saltwater pool, four bedrooms, two ensuites, and 3.5 bathrooms, comfortably sleeping up to 10 guests. The master bedroom includes a king bed, guest room 1 has a queen bed, guest room 2 offers a full-over-full bunk bed, and guest room 4 boasts a king bed with an ensuite. This beautiful home comes equipped with beach accessories and five bikes for guests' use. Located less than one mile from Vanderbilt Beach. Many public golf courses nearby.

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, 249 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

Guest favorite

The exterior of the home is showcased, featuring a well-maintained lawn and landscaped bushes. A circular driveway leads to a two-car garage. The entrance is marked by decorative lanterns and vibrant tropical plants, with large windows framed by blue awnings allowing natural light to filter in.

Home in Bonita Springs

4.93 out of 5 average rating, 104 reviews

Two with the Tide - Sun, Space & Serenity

Welcome to your beach base for family & friends. We offer this modern coastal 2300 sq ft home located 1.3 miles from Bonita Beach. It is a spacious retreat with 3 spacious bedrooms complete with their own private bathrooms, an enclosed pool/deck area, and an open concept living area fit with an entertainer's kitchen. Your beach base for family & friends. For even more fun, you can book our sister home across the street with the exact same layout.

Superhost

The kitchen features modern white cabinetry and sleek countertops with a subtle grey pattern. Appliances include a refrigerator, microwave, and oven. Under-cabinet lighting enhances the space, while glass pendant lights provide illumination above the bar area with seating for two.

Guest suite in Naples

4.82 out of 5 average rating, 177 reviews

Charming cottage bay area

Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, my place is 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

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, 108 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, 183 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!