Family-friendly vacation rentals in Old Naples

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Naples family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in South Naples
4.93 out of 5 average rating, 158 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

BrianRating, 5 stars3 weeks ago
We had a wonderful week at Ken's condo. We really appreciated that the condo comes with things like beach chairs and towels, tennis racquets and golf clubs. Ken is a great host. He communicates clearly and is very responsive. We hope we'll be able to visit again someday.
Superhost
Home in Naples Park
4.84 out of 5 average rating, 190 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

KarenRating, 5 stars2 weeks ago
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.
Superhost
Villa in Pelican
4.94 out of 5 average rating, 35 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

AlbertoRating, 5 stars31 months ago
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.
Superhost
Home in South Naples
5 out of 5 average rating, 16 reviews

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

JaylynRating, 5 stars7 months ago
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!
Superhost
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars6 months ago
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.
Superhost
Home in Pelican
4.77 out of 5 average rating, 22 reviews

Villa 1st Place

BenRating, 5 stars1 month ago
beautiful home !! amazing pool!! sunset veiw that can't be beat!!
Superhost
Condo in Fort Myers
4.97 out of 5 average rating, 116 reviews

2nd Floor Beachfront Condo Sanibel Harbour

ShobaRating, 5 stars2 weeks ago
Our family of five had the most amazing time together at the condo. It was peaceful and relaxing with the most beautiful views! The condo was next level with beautiful decorations, comfortable furniture, cozy beds, and a perfect kitchen with washer/dryer. It was in a convenient place to drive to the Estero outlet mall, Ft. Myers beach, and the State park for hiking. Visited the bakery and dining options at the Marriott. Met all of our needs this holiday. So grateful for our time here!
Superhost
Home in Pelican
5 out of 5 average rating, 13 reviews

Gulf Access West Facing 3 Bed/2 Bath Pool/Spa home

BeckyRating, 5 stars32 months ago
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

Superhost
Home in Fort Myers Beach
4.89 out of 5 average rating, 232 reviews

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

RobynRating, 5 stars3 months ago
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!
Guest favorite
Home in Naples Park
4.98 out of 5 average rating, 115 reviews

500 Block, Pets, 2 Mstr suites w Kings, htd pool,

SusanRating, 5 stars1 month ago
Beautiful spacious home in a great location. Easy walk to the beach, and close to shops and restaurants. Pool is heated to a comfortable temperature and lots of pool accessories. Katharine is a wonderful host, very responsive before and after check in. Would definitely return!
Top guest favorite
Cottage in Naples Park
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Naples Park
4.81 out of 5 average rating, 98 reviews

Cozy Cottage Near Vanderbilt Beach

SunnyRating, 5 stars3 weeks ago
Ben's place was great. It had all the things we needed. There was a misunderstanding with a travel crib, but I reached out and he brought one within 30 minutes. The house was very cozy and comfortable.
Superhost
Home in Naples
4.89 out of 5 average rating, 231 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars3 months ago
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.
Top guest favorite
Villa in Pelican
4.85 out of 5 average rating, 40 reviews

3 Bed 2 Bath Heated Pool Home in Fantastic Area!

SaraRating, 5 stars3 months ago
My family stayed here over Christmas and we highly recommend this place to anyone visiting the area. It has a beautiful pool and is in a great and safe area close to great food, gas, shopping, groceries and anything you need. The house itself was clean, cozy, well stocked and has a beautiful heated pool. The arcade games kept the kids busy as well! Would definitely stay here again!
Superhost
Apartment in Fort Myers Beach
4.92 out of 5 average rating, 12 reviews

FMB Beach House. Remodeled! Ground Level.

KellyRating, 5 stars2 weeks ago
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.
Superhost
Home in Pelican
5 out of 5 average rating, 17 reviews

Villa Hideaway

TanyaRating, 5 stars28 months ago
Absolutely stunning and clean home! We were blown away as soon as we walked in. The photos were great but the home is much more impressive in person. One of our favorite aspects of this home was the outdoor pool area and view. The kitchen had everything we needed and was very spacious. The home never felt crowded for our 2 families of 4. The beds were super comfortable as well and it was nice that each couple had a King bed. The location was convenient as it was close to Publix as well as some great restaurants. Ingrid was very helpful and professional. Thank you so much for sharing this lovely home. We would love to come back and stay in this home again!

Family-friendly home rentals with a pool

Guest favorite
Home in Pelican
4.89 out of 5 average rating, 44 reviews

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

GaryRating, 5 stars8 months ago
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
Guest favorite
Condo in Fort Myers
4.75 out of 5 average rating, 81 reviews

Sunny Florida condo!

CathyRating, 5 stars2 days ago
Ken and Becky communicated very quickly and with complete and clear details. The place was very comfortable and had a homelike feel. We enjoyed our 2 night stay.
Top guest favorite
Home in Naples
5 out of 5 average rating, 26 reviews

Briarwood Paradise - The Briarwood Rental Company

ShannonRating, 5 stars3 months ago
The home was beautiful, clean, and well equipped. Very quiet safe neighborhood, took several walks. The pool was great!
Guest favorite
Home in Pelican
4.88 out of 5 average rating, 60 reviews

SW Cape Entire 2/2 Duplex and POOL!

Stanley DeanRating, 5 stars3 days ago
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.
Superhost
Home in Naples Park
4.77 out of 5 average rating, 229 reviews

4 Bed 2 Bath Vanderbilt Beach House W/Private Pool

StephanieRating, 5 stars2 weeks ago
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!
Superhost
Home in Pelican
4.89 out of 5 average rating, 28 reviews

Cape Escape SW Cape Coral Pool Home, Sleeps 8

AlisonRating, 5 stars11 months ago
Highly recommend this place!
Guest favorite
Home in Fort Myers Beach
4.85 out of 5 average rating, 60 reviews

SeaClusion Oasis

MarkRating, 5 stars1 month ago
We'd love to tell people what a gem of a house Mike and Lori have. The location mid-island was perfect for us. Near enough to walk or bike to Times Square, but yet secluded for some peace and quiet. The beach restoration is looking great and having a backyard pool is an absolute plus. The hosts are phenomenal. Friendly, responsive, and able to help with any need. The island residents are very hospitable and gracious, yet resilient facing the rebuilding after the hurricanes.
Top guest favorite
Home in Bonita Springs
4.98 out of 5 average rating, 40 reviews

Paradise Pool Home - entertainer’s dream

JeffreyRating, 5 stars1 week ago
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.

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

    2.4K 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

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  4. Collier County
  5. Naples
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  7. Family-friendly rentals