Family-friendly holiday rentals in North Naples

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Top-rated family-friendly rentals in North Naples

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

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Guest favourite

Apartment in Naples

4.95 out of 5 average rating, 282 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.

14–21 May

$245 SGD per night

Guest favourite

Home in Naples

4.87 out of 5 average rating, 154 reviews

Gulf access, tropical river front. Heated pool/Spa

As the pelican flies 1 mile to the beach. Kayak, jet ski, bike ride or boat minutes to the Gulf of Mexico. Tranquil waterfront on Cocohatchee River! 3/2 House sleeps 6 w/extra large heated swimming pool/spa. Large game area. Walking distance to dining/ shopping. Spacious parking guest/boat. Top quality beds/linens. Pet considered (not on furniture). Kayaking, private dock, swimming, beach, sunsets & private reserve... All at your doorstep or just minutes away. Excellent fishing, gas Weber BBQ.

1–8 Oct

$481 SGD per night

Guest favourite

Home in Naples

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

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.

14–21 Dec

$1,191 SGD per night

Superhost

Home in Naples

4.89 out of 5 average rating, 223 reviews

Brand new, modern 4/3 villa w/ screened-in 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.

1–8 Oct

$354 SGD per night

Superhost

Home in Naples

4.79 out of 5 average rating, 180 reviews

Perfect Vacation Get Away

This friendly beach cottage is located West of 41, in Naples Park. Excellent location walking distance to Vanderbilt Beach, beautiful Mercato with it's fine dining, shopping and movie theaters. Publix, Trader Joe's, Whole Foods all within minutes, as well as drug stores, hospitals and a variety of shopping centers. The home has been completely renovated with tiles /hard wood throughout, modern bathroom, granite counter tops, stainless steel appliances including washer dryer and more.

14–21 May

$173 SGD per night

Guest favourite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

*Road construction* ask before booking. Completely remodeled 2023 west of 41 .Fresh Saltwater heated Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach, relaxing cottage with NEW screened Lanai, 50 inch HD tv, gas grill, 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 new sofa sleeper has been added to sleep 6. Quartzite countertops with travertine floors .

25 May – 1 Jun

$364 SGD per night

Guest favourite

Apartment in Naples

4.91 out of 5 average rating, 146 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!

15–22 Oct

$315 SGD per night

Guest favourite

Home in Naples

4.97 out of 5 average rating, 141 reviews

Bella Casa at the Beach 4 bd rms w/2 EnSuites

This 2500SF open concept home has a heated saltwater pool, 4 bd rms, 2 ensuites and 3.5 bathrooms. This home sleeps 10. The master has a king, guest rm 1 has a queen, guest room 2 has a bunk full over full and guest room 4 has a king ensuite. This gorgeous open concept home is family friendly, with beach accessories and five bikes included for guests' use. A short drive to Delnor-Wiggins Park, less than two miles. For golfers, there are several beautiful golf courses nearby.

9–16 Jun

$694 SGD per night

Superhost

Apartment in Naples

4.85 out of 5 average rating, 155 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

3–10 Oct

$144 SGD per night

Guest favourite

Cottage in Naples

5.0 out of 5 average rating, 184 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Our beach cottage, with it’s open spaces and bright beachy vibe gently reminds you of why you came! From the sunny yellow front door to the screened back lanai, this 2 bedroom, 2 bath has everything you need to kick back and enjoy your time in paradise. Located in North Naples one mile from the beach in the center of the city hustle, the completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

12–19 Jul

$267 SGD per night

Superhost

Home in Naples

4.83 out of 5 average rating, 151 reviews

Coastal Getaway w/ Inground Heated Pool

This beautifully renovated home is perfect for any length of stay; a weekend, a week or a month. You will enjoy the open floor concept of the kitchen, living room and dining room; all overlooking a manicured backyard with oversized inground swimming pool through the retractable sliding glass doors. The heart of this home is the kitchen and its eat- in island; surrounded by the high end stainless steel appliances including a beverage cooler.

14–21 Dec

$394 SGD per night

Guest favourite

Home in Bonita Springs

4.82 out of 5 average rating, 105 reviews

Waterfront - Boat & Grill Included/downstairs

Bonita Springs is back and better than before Hurricane Ian! The home was completely redone and now taking reservations. This home is located on a canal and is just 1 mile to the beach. A dock is available in your backyard for a boat. The canal can accommodate up to a 25-foot boat or there is a canoe available on-site for your use. Great shops and restaurants are within walking distance. Pets permitted. Treat Yourself!

24 Jun – 1 Jul

$221 SGD per night