
Family-friendly vacation rentals in Old Naples
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Old Naples
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Old Naples family-friendly rentals
Family-friendly home rentals with a hot tub

Lely Resort Luxury Condo-2 Spectacular Pool/Golf
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎

FULL Reno LARGE Beach House w/ Pool & Spa
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.

Sunset Paradise - Beautiful Sunsets and waterfront
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.

Chic resort, 4 pools, walk to 5th Ave Restaurants!
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!

3bed 2bath Home Pool/Hottub/Spa East Naples Lely
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!

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME
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.

2nd Floor Beachfront Condo Sanibel Harbour
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.

Gulf Access West Facing 3 Bed/2 Bath Pool/Spa home
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.
Family- and pet-friendly home rentals

La Casa On Mango, heated pool-5 min walk to Beach
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!

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings
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.

Cottage Close to Vanderbilt Beach Heated Pool
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.

SW Cape Entire 2/2 Duplex and POOL!
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.

Cozy Cottage Near Vanderbilt Beach
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😊

Surfside Elegance SW Cape Coral Luxe Vacation home
Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.

Modern 4 bedroom villa w/ private heated pool
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.

FMB Beach House. Remodeled! Ground Level.
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.
Family-friendly home rentals with a pool

Villa Seven Palms 3bed/3bath w/ South facing pool
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

Sunny Florida condo!
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 !!

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

4 Bed 2 Bath Vanderbilt Beach House W/Private Pool
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!

SeaClusion Oasis
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!

Canal heated pool house access to Golf and Gulf
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!

Two with the Tide - Pool, Privacy & Memory Making
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.

Beautiful Beach House with Pool
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.
Quick stats about vacation rentals that are family-friendly in Old Naples
Total rentals
220 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
170 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
- Condo rentals Old Naples
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- Rentals with an EV charger Old Naples
- Rentals with a hot tub Old Naples
- Hotel rentals Old Naples
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- Tigertail Beach
- Clam Pass Park
- Panther Run Golf Club
- Talis Park Golf Club
- The Club at The Strand
- Esplanade Golf & Country Club of Naples
- Bonita National Golf & Country Club
- Worthington Country Club
- Tarpon Bay Beach
- Boca Beach
- Moorings Beach Private Park
- Lovers Key Beach
- Seagate Beach Club
- Del Tura Golf & Country Club
- Stonebridge Country Club
- Residents' Beach
- Gasparilla Island State Park
- Delnor-Wiggins Pass State Park
- Bonita Beach Dog Park
- Barefoot beach Bonita Springs,FL
- Manatee Park
- Naples Botanical Gardens
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
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