Family-friendly holiday rentals in Old Naples

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

Stayed for 5 nights with husband, 2 kids ages 11 and 12 along with Grandparents for a relaxing Spring Break getaway. The house was beautiful. Kitchen contained everything needed to make meals. Was great to have a washer and dryer. House is located close to beach and shopping. The highlight for us was the hours spent in beautiful backyard. The spa and pool were amazing! There is a covered area by pool where we ate many meals and played card games. Eric was very responsive whenever we had had a question.

The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.

Alan’s place was absolutely perfect! The cottages are adorable and make you feel like you are right at home. Everything is close by and the club itself was great with my 3 year old. We had a fantastic trip and look forward to hopefully returning next year! Alan is a great host and explained the condo exactly the way we found it, there was nothing missing whatsoever. Highly recommend renting from Alan at the cottages!

Carla’s place was absolutely beautiful and she was a wonderful host! Extremely helpful and responsive with lots of great recommendations. The house was clean and just as described and we never wanted to leave the pool. Thanks Carla for an awesome stay - we will definitely be back!

Enjoyed this just as much as the first time we stayed here. If we come back down this way we will definitely book Lis & Tim's place.

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.

Beautiful home and perfect for our family. We loved the pool! We will recommend to friends and family who are looking for a Florida getaway. Nearby to shops/restaurants/grocery stores.

My family met at FMB for Christmas and stayed at Andy’s house and it was just what we needed! The location is great, quick walk to the beach and restaurants and shops. The area is definitely still a mess from hurricane Ian, but places are starting to reopen and the beach is still lovely and clean. The house had everything we needed to cook meals and lots of stuff to take to the beach!

We spent our family vacation at Katherine’s home in March 2025. Our vacation consisted of Myself and my husband, Our two sons and daughters in law and 3 children under 3 1/2. We enjoyed every minute from check-in to check-out. The house was very spacious, clean and childproof. The lanai area was perfect for relaxing! The pool was great, with a landing that was perfect for our 1 year old grandson to play. Our granddaughters lived in the perfectly heated pool when we were there. The pool lighting and uplighting were gorgeous. Katherine’s house was well stocked, plenty of pool toys, bikes and beach stuff. The location was perfect, with lots to do! We had such a good time, lots of memories and would highly recommend for your family vacation.

We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.

We stayed at John's home for 8 nights and thoroughly enjoyed our stay. John was an excellent and thoughtful host and the place was just as presented in the photos. The home was spotlessly clean, the kitchen well equipped and the pool was great! We also appreciated John checking in with us during our stay to make sure we were enjoying our time there and had what we needed. We would definitely return.

Everything was great, the house was amazing and the host was very responsive when texted. I had an amazing time with my friend for my birthday! 10/10 recommend😊

Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.

Great location in Naples close to shopping and restaurants. House was beautiful and well appointed, great for families. plenty of space. Gorgeous lanai and pool. Will definitely stay again and recommend to other travelers.

The location was absolutely perfect- super easy walk into town to grab lunch and dinner, and super easy walk to beach- and the cute little beach bars with music. The back patio was right on the canal and perfect to have a cup of coffee in the morning and a cocktail in the afternoon. Would highly recommend this place if coming to FMB.

Lovely clean home. Bright and airy with clean decor and furnishings. Spacious and spotless pool area with relaxing pool. Host was easy to deal with and management company were very attentive. Would recommend

One of my favorite Airbnb rentals to date. The condo was clean, quiet and had everything we needed/wanted. On top of the space being great, Ken and Becky were amazing hosts. I usually stay in different places each time, but I'll be staying here anytime I'm in or near Fort Myers it's that good. 100% recommend booking with them !!

The home was beautiful, clean, and well equipped. Very quiet safe neighborhood, took several walks. The pool was great!

Drew was extremely responsive if we messaged him. Having the heated pool at the house was a wonderful amenity while our toddlers napped. The house had almost everything we needed and were able to use Walmart delivery for the rest. We will definitely consider booking this house again if we return to the area!

The Bay and Beach were both very walkable just as described. We rented bikes for our boys for reasonable prices and very easy. House was comfortable and pool was relaxing after a day at the beach. We thoroughly enjoyed it!

We are very excited about our family vacation June 2024. Thank you Misheline and Gilles for sharing your beautiful, cozy and comfortable home with us. Everything was at the highest level. We visited the barefoot beach; anyone who loves wild nature will enjoy it, but we didn’t like the fact that there were alot of rocks. We visited the free beach-North Bonita beach. We also visited Marco island beach and Vanderbilt Beach - wonderful beaches! For shopping, the Miramar outlets are super! We visited two beautiful botanical gardens and the Everglades. Captain Webb was awesome, super fun!!! We saw 4 alligators and two manates. I fell in love with the two lounge chairs near the pool. The bed was a little high for me and there wasn’t a large enough pot for the soup (I had to cook it every day), but everything was wonderful, like in heaven, we even tried real ripe mangoes (we asked the neighbors). Thanks a lot. May God bless you for your kindness and generosity!

One of our best stays EVER. Kim accomodated our VERY last minute request to book and we still walked into a squeaky clean, beautiful house. We had such a great time and felt right at home. Our kids thoroughly enjoyed the bunk bed room and screened in pool! The layout of this house is a dream. We did not want to leave! Kim is an extremely responsive and gracious host. Everything is clean and comfortable and there is no shortage of restaraunts, shopping, white sand beaches and fun activities for the whole family. We will absolutely stay here again.

Perfect location. No traffic on the street. Beach access at the end of the street. Everything was walkable. Having a pool was a huge bonus. Cooler and a wagon with beach chairs made going to the beach so much easier. Experience was great. Would definitely stay again.