Kid-friendly holiday rentals in Old Naples

This home has everything we needed to relax on our vacation. It is very clean, spacious (we are a family of 4), and the heated private pool was such a nice bonus! Tena met us at the house as soon as we arrived to give us a tour and to go over little details such as light switches for the outdoor space etc. The neighborhood itself was quiet and close to stores, restaurants and beaches. Both Tena and Tim were incredible hosts, and responded to any needs we had within minutes of texting. We highly recommend staying here!

The place was clean and very nicely decorated and furnished. Really enjoyed our stay and would definitely come again.

Our stay at this beach house was nothing short of exceptional! From the moment we arrived, we were impressed by how well-appointed and immaculately clean the home was. Every detail was thoughtfully curated, making it feel both luxurious and comfortable. The outdoor space was truly the highlight— a beautiful pool, relaxing spa, and a fun putting green that kept everyone entertained. Whether we were soaking up the sun by the pool or unwinding in the spa under the stars, it felt like our private oasis. The beach was just a short walk away, making it easy to enjoy the ocean whenever we wanted. Inside, the home was stylishly furnished with high-end touches and had everything we needed for a stress-free vacation. The kitchen was fully stocked, the bedrooms were cozy, and the living areas were perfect for gathering.

Juan was very accommodating and we thoroughly enjoyed our stay

House was absolutely perfect for our group. We all thought it was even better than we expected. Fully stocked with everything you need! We already decided we would love to come back next year! Beds very comfortable and all the pool floats were very appreciated. Spa super nice bonus! Thanks so much! Would highly reccomended! Debbie +6

We’ve been STR hosts ourselves since 2011 and absolutely love using the platform for our own getaways. It’s always nice to be hosted by true professionals and Brenda was amazing from start to finish. We’ll definitely be back to enjoy the pool again. Thank you for having us!

This place is great, with lots of spacious, clean rooms. We’ve done AirBnB’s in Naples yearly for a while and Dara’s place was the best for our needs. The pool faces south giving a lots of sunshine while still offering a large shaded space. In addition to the 3 bedrooms is a large den with a big flat screen TV, so I could sneak off when the wife and adult kids (yes, they still vacation with us 😉) are on a Vampire watching binge. Dara was very attentive and helpful. We’ll likely be back!

We loved staying at Elle’s house!!! The pool and the park was ideal for my kids. The house was clean and had everything we needed. The area was so peaceful but yet only a few minutes drive to shops and restaurants. We had a fabulous stay and wished we would have stayed longer. Ele was very friendly and helpful. There was a plumbing issue in the bathroom and she came promptly to deal with it. The double beds were a little soft to our taste but other than that we had a great experience. Thank you Ele!

Michael truly made my friend and I feel so welcome & it was truly a successful trip! He helped with recommendations of local activities, restaurants, as well as public transportation! I definitely plan on returning with my family this summer! Thank you, Michael!

This is such a great, peaceful place to stay on Estero island! Valerie Jean’s spot was immaculately clean, easy to find, and had so much to offer. Definitely recommend for singles or couples looking for extensive pool time. The beach across the street was calm and had lots of great shells as well! While bars and restaurants are limited in the area right now, there were still some local gems worth checking out, as well as a good number of places delivering. Definitely appreciated having a Publix close by and a great kitchen in the apartment! Would absolutely return for another peaceful stay and the awesome pool area!!

This was our second stay and we will definitely be back for a third! We love the location to the beach and times Square. The accommodations, the pool and the beautiful flowers keep us coming back for more!

I had the perfect stay at this Airbnb! The location was incredibly convenient, just a short distance from the airport, making travel a breeze. The place itself was spotless—honestly, it was the cleanest Airbnb I’ve ever stayed in. The host truly thought of every little detail to ensure comfort, from cozy amenities to thoughtful touches throughout the space. I couldn't have asked for a better experience. The host was also amazing, providing exceptional hospitality and making sure I had everything I needed. I honestly have nothing negative to say—it was perfect .

We throughly enjoyed staying with Craig. The apartment was exactly what our family needed. Craig was very helpful in seeing that our was enjoyable.We look forward to staying here again the next time we visit.

This is the second year I have stayed at Connie’s. Everything is always top notch. Always feels like home. If you’re looking for a place close to the beach, restaurants, shopping etc. no better place to stay. Until next year.

I wished we stayed longer. My husband and I stayed for 3 weeks, working while visiting our daughter. The home was perfect for the 2 of us. Because we were working during the day, we needed desks. Jana made sure we had a desk in each bedroom. The internet speed was outstanding. Even with both of us on conference calls at the same time we had no lag, no dropped calls. Everything is close by: restaurants, stores, even the beach. I took several walks to the beach during my hour lunch break and walked to restaurants in the evening. The neighborhood is quiet but there are always people walking around: walking dogs or kids in strollers. Gave a sense of family, a sense of home. Jana is amazing. She gave us cute welcome gifts and another because there was some noise from next door, that we didn’t even notice. She’d checked in with us and was quick to answer questions. She made sure we knew where everything was and what beaches to go to. We can’t wait to stay again next year…but longer.

I stayed at Dan’s place in Fort Myers Beach from April 20–24, and honestly – it was amazing. The place looks just like the photos (maybe even better), super fresh, stylish, and gives off the perfect laid-back beach vibe. The area is quiet and safe, but you're still just a short walk from the beach – ideal for morning walks or catching the sunset. Dan’s got you covered with all the beach essentials too: chairs, umbrella, cooler – everything you need for a stress-free beach day. What made it even better were Dan’s great local tips – from restaurant recommendations to beach spots and things to explore in the area. Super helpful and definitely appreciated! Dan was an awesome host – super friendly, quick to respond, and made the whole stay smooth and easy. I felt right at home from the start. If I ever find myself back in Fort Myers, I’d definitely want to stay here again. This place is a total gem!

We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎

We enjoyed staying at Justin and Lisana’s condo! The condo is beautiful and well stocked with everything you could possibly need. Having the beach chairs, beach umbrellas, tennis rackets, etc, was so helpful! They even thought of all the little extras like nightlights and even aloe for sunburns ;-). Our 11 year old daughter was delighted to check out all the books, puzzles, and games. We were able to bring our bikes and ride around the area, which is so beautiful. We enjoyed visiting Lowdermilk Beach, Marco Island, and the Vanderbilt Beach —all within 20-30 minutes drive. The beaches are lovely and have lots of shells. We also made a trip to the Everglades National Park, which was about 45 minutes away and worth the visit. We rode our bikes in the national park and saw a lot of alligators, beautiful birds, and turtles. I would recommend getting there early though, if you want to find parking. Overall, we had a wonderful visit and would highly recommend staying here!

We enjoyed our stay at Doville’s condo. The location within the Lely Resort was great! We walked to workout every morning then went for a swim. The bike and walking trails were beautiful! All the extra amenities she had in the condo was an added bonus. We used the beach umbrella and chairs to visit a beach in Marco Island one day. So much to do in the area! We already booked for next March!

Maria was very responsive. I had small issue with shower drainage and Maria quickly resolved the issue. The place was clean and well equipped. Maria even had coffee delivered prior to my arrival and i enjoyed a delicious cup every morning on the balcony. Would recommend the apartment. Thank you Maria.

This place is an absolute gem. The location is perfect if you are looking for something more quiet and low key. The beach and pool are steps away for your enjoyment. The entire building is meticulously taken care of and clean inside and out. The pool and beach area were constantly being checked on by staff to be sure everything was tidy and as it should be. The unit has everything you’ll need including very comfortable seating on the screened in porch for a break out of the sun or a morning coffee. AC was nice and cold after a long day out in the sun. The beds and pillows were exceptionally comfortable. Check in was a breeze and the unit was very clean and ready for our arrival. I especially appreciated the easy checkout instructions. I would definitely stay here again.

We had a fantastic stay! The communication with our host was super friendly and helpful, even though we only chatted via the app – it felt very personal. The house is beautiful, spacious, and tastefully decorated with lots of lovely details – even the bedding and artwork stood out. As a family of five, we had more than enough space across two floors, with multiple bedrooms and bathrooms. The location is perfect: just a few minutes’ walk to a quiet beach that felt almost private. We’d love to come back and can highly recommend this place!

Lauren has done up the place very well and having beach towels and beach chairs really helped us. The place is clean and the view from the balcony overlooking the water body is gorgeous. Having a pull out sofa in the living area is an added bonus. The best part is that good eateries and a grocery store are walking distance from the apartment. Lauren is extremely responsive and helped us whenever we needed it. We would certainly like to stay here again if we visit Naples.

Our family had a wonderful week long stay at Susan’s condo. She supplied everything we needed for great beach days and the pool was clean and warm! It is within walking distance to a bunch of restaurants and ice cream spots. Would definitely recommend to anyone looking for a quiet, yet fun place to stay in Bonita!