Kid-friendly holiday rentals in Old Naples

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Old Naples

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

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Guest favourite

Home in Naples Park

4.94 out of 5 average rating, 17 reviews

Poolside Paradise

Relax with the whole family at this peaceful place to stay. While new to Airbnb, this vacation gem has been the #1 home in Naples Park for years on VRBO. With over 300 5-star reviews our home boasts a private heated pool, less than one mile from the beach, rocking chairs to sip morning coffee on the front porch as well as only a few miles from 10+ Naples golf courses. We provide all the beach towels, soap, shampoo, laundry soap, weber grill, 4 bicycles, portable baby crib, and baby chair. :0)

Superhost

Home in East Naples

4.92 out of 5 average rating, 207 reviews

Château 11 mins to 5th ave beach &heated salt pool

Welcome to Naples ! Come enjoy this tranquil property right outside of old naples with 11 min drive to the beach and a heated pool right in your backyard, it cant get better than this . The house offers amazing comfort for 6-9 people . Designed with comfort in mind , the beds are hybrid memory foam with hypoallergenic pillows that help a great night sleep after a long relaxing beach day. This house is not suitable for parties or large gatherings. Freshly repainted , updated new linens & drapes

Superhost

Home in Fort Myers

5 out of 5 average rating, 3 reviews

PoolsideParadise-Kid&PetFriendly

Escape to this charming ranch-style home, centrally located just minutes from schools (FGCU), RSW airport, shopping, and gulf beaches. Enjoy sunny days by the sparkling pool, where kids can splash and play while pets roam freely in the spacious fenced yard. With cozy living spaces and a fully equipped kitchen, this home is perfect for relaxation and family fun. This is the ideal getaway for families and pet lovers alike. Book your stay and create unforgettable memories!

Superhost

Home in Fort Myers

4.85 out of 5 average rating, 641 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Guest favourite

Home in East Naples

4.93 out of 5 average rating, 134 reviews

“Estey Oasis” Heated Pool! Near Beach & 5th Ave.

This newly renovated home is a short bike ride from downtown and the beaches (see pics for distance). 4 bedroom, 2 full bath home is the perfect family vacation spot! Or work remotely and let the kids use virtual learning through our high speed internet while taking a dip in the pool on your lunch break! Pool is heated for our winter guests! Do you need more bedrooms? We have another 4 bedroom 2 blocks away that could be rented as well for bigger groups.

Guest favourite

Home in Naples Park

5 out of 5 average rating, 25 reviews

Coastal Sunshine - 1 mile to the beach!

Your family will be close to everything when you stay at this centrally-located, adorable, and well-loved home. A short bike ride or Uber will take you to some of the area's best hot spots, restaurants, and, of course, incredible beaches. Or, grill and take in the breeze on the patio to soak up the Florida sun. A fully fenced backyard and very quiet neighbors will allow you to enjoy some peace and tranquility if the beach isn't for you every day.

Superhost

Guest suite in East Naples

4.82 out of 5 average rating, 175 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.

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 27 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favourite

Home in Naples Park

4.93 out of 5 average rating, 134 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.

Guest favourite

Home in Fort Myers Beach

4.95 out of 5 average rating, 126 reviews

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.

Guest favourite

Home in Naples Park

4.96 out of 5 average rating, 109 reviews

* * Endless Summer * * Beach, Unique & Comfort

Guests are the heart of everything we do. Welcome to our unique home, where you can walk to the beach, mercato or restaurants. Enjoy the comfortable higher end furniture, the evenings by the fire pit in a fully fenced backyard, beach bikes, grill, office space with high-speed WiFi, and much more. We are looking forward to hosting you!

Guest favourite

Home in Naples

5 out of 5 average rating, 8 reviews

Serene Pool Home in Gated Community-Naples

Indulge in luxury at this 3BR/2B pool home in gated Briarwood, Naples. Perfect for families, couples & friends, it offers a bright, spacious retreat. Professionally cleaned and fully equipped for a luxury vacation. Enjoy community amenities and easy access to downtown, beaches, restaurants, and shops.