Family-friendly vacation rentals in Old Naples

Find and book unique family-friendly homes on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Old Naples family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Condo in South Naples
4.93 out of 5 average rating, 156 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

MichaelRating, 5 stars4 days ago
The experience with Ken started great with communications and answers to questions. When we arrived it got better, Greenlinks is a wonderful resort community and Ken’s unit is in a great location with easy access to the resort amenities. Never having been to Naples we were pleased with the easy access to downtown, and to Marco Island, we also headed up to Fort Meyers for a spring training game, 45 minutes door to door. Ken had a good list of restaurant recommendations, and readily gave a few more based on asks from my wife and I. We were 6 for 6 on those that we tried, all of them small local spots. The home was equipped as described, really had everything you would need. We cooked in a couple of nights, and that was no problem. It was a short walk to the pool, plenty of lounge chairs to soak up Florida sun, especially after leaving home at 19 degrees, lovely pool and club house with a small fitness center, great place for morning and evening walks Ken is a great host, see u 2026
Guest favorite
Home in Naples Park
4.84 out of 5 average rating, 189 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

ToddRating, 5 stars3 weeks ago
Great location. Pool was very warm. House was very clean. Walkable to the beach. Outdoor area was amazing. Tv in master room bedroom only but not a big deal.
Guest favorite
Home in Pelican
4.83 out of 5 average rating, 124 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

SusanRating, 5 stars2 months ago
We loved the house and how peaceful the neighborhood is. Great location near many restaurants and shopping, but still had a quiet stay. I would recommend having a rental car. The house was very clean and pictures are accurate. We enjoyed the lanai with comfortable seating, pool and hot tub. I would stay here again.
Guest favorite
Home in South Naples
5 out of 5 average rating, 16 reviews

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

JaylynRating, 5 stars6 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!
Guest favorite
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars5 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
4.81 out of 5 average rating, 26 reviews

Palms Oasis 4/3 Pool Spa Tiki Hut and Boat Dock

TashaRating, 5 stars12 months ago
We had the BEST time-taking a last min vacation, would definitely stay again! Beautiful home, amazing pool, lots to do! Definitely recommend!
Superhost
Condo in South Naples
5 out of 5 average rating, 9 reviews

Orchid - 2+ Den Renovated Golf Villa

GuillermoRating, 5 stars16 months ago
Bed, Linens and view all top
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 stars31 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

Guest favorite
Home in Fort Myers Beach
4.89 out of 5 average rating, 231 reviews

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

RobynRating, 5 stars2 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 stars4 days 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!
Guest favorite
Cottage in Naples Park
4.9 out of 5 average rating, 239 reviews

Cottage Close to Vanderbilt Beach Heated Pool

DanielleRating, 5 stars1 month ago
Brandi's place is wonderful! Great location, decorated beautifully, and so relaxing. This is my second stay, and I will keep returning. The best thing about this home is Brandi! She is so accommodating and just the nicest person which is what truly matters to me. Thank you again Brandi for everything :)
Guest favorite
Cottage in Naples Park
4.8 out of 5 average rating, 96 reviews

Cozy Cottage Near Vanderbilt Beach

WilliamRating, 5 stars2 months ago
Spacious, clean, nice kitchen to cook if you desire. Ben reached out to give me entrance instructions and allowed me to check in a little early which was much appreciated after traveling. Good value.
Guest favorite
Home in Pelican
4.96 out of 5 average rating, 172 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Kimberly AnnRating, 5 stars4 days ago
Very clean updated home. Nice comfortable furniture. Enjoyed full month stay with no issues.
Superhost
Home in Naples
4.89 out of 5 average rating, 230 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars2 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.
Superhost
Apartment in Fort Myers Beach
4.76 out of 5 average rating, 74 reviews

Great mid island location, lots of room to relax

TammyRating, 5 stars1 week ago
My husband and I were looking for something close to the beach and quiet. Ed and Cindi’s place was perfect! The home was very clean and had everything you might need. It was a very short walk to the beach. People we met staying on our street were very friendly. We had our 10 lb dog with us and she felt right at home. Cindi was always available if we needed anything.
Superhost
Home in Fort Myers Beach
4.94 out of 5 average rating, 18 reviews

2BR, 2BA, Heated Pool, Pet friendly, walk to all

MaryRating, 5 stars3 months ago
We enjoyed our stay! Restaurants and the beach were very walkable. Loved the screened in porch for eating meals. Pool was great! There were two full bathrooms yet one was on the lower level. We made it work plus it was nice to have a bathroom close to the pool. There was construction going on across the street so it was a bit noisy yet not bothersome as it is a temporary thing. Dish Network was out yet Linda installed You Tube TV so we had some options. This was much appreciated. We had many fun shuffle board games as well! Would recommend Linda's place.

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 stars7 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
Superhost
Home in Caloosahatchee
4.72 out of 5 average rating, 83 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

DebraRating, 5 stars1 month ago
If you are looking for a quiet place to stay this is for you. The neighborhood was well kept. The view of the sunrise on the canal was beautiful. The house is large with many seating options. The location is very close to one of the Cape Coral bridges and it was very easy to get around the area.
Guest favorite
Home in Pelican
4.88 out of 5 average rating, 58 reviews

SW Cape Entire 2/2 Duplex and POOL!

MickeyRating, 5 starstoday
We had a wonderful stay in Cape Coral. John & Colleen are wonder hosts and their space was clean, comfortable & relaxing. Kitchen & all other facilities were well equipped & easy to use. The location is central to all the places in south Cape Coral that we like to frequent. Our hosts made us feel totally comfortable and at home.
Superhost
Home in East Naples
4.93 out of 5 average rating, 121 reviews

Heated Pool Home, Close to Downtown

MaryRating, 5 stars1 month ago
Enjoyed a wonderful relaxing stay with 4 adults and 2 kids under 10. Place is as described and pictured, felt cozy and comfortable yet roomy enough for our family. Neighborhood is quiet and location is very convenient to stores/restaurants and just a short drive to Naples sights. The heated pool was perfect for our February stay bc the beach was too cold for swimming, so we thoroughly enjoyed the pool every day. Host was friendly, responsive, and informative. A smooth booking/stay from beginning to end. Would def stay here again!
Home in Naples Park
4.85 out of 5 average rating, 130 reviews

★Private 5 Star Pool Home: 5 min to Beach★

BriRating, 5 stars2 months ago
We had a great time at Anna’s property! It was perfect for our little family and in a great location to the beach! Even with the pool solar heater and 80° days it was pretty cold but the kids didn’t mind mostly! We would stay again!
Guest favorite
Home in Bonita Springs
4.97 out of 5 average rating, 38 reviews

Paradise Pool Home - entertainer’s dream

JennyRating, 5 stars1 week ago
Kim was very responsive in her beautiful clean home! I would highly recommend this private nature lovers location and all the extended amenities! I am looking forward to booking another visit soon.
Superhost
Home in Caloosahatchee
4.67 out of 5 average rating, 66 reviews

🅒🅐🅢🅐🅑🅛🅐🅝🅒🅐|MODERN|HEATED POOL|GULF CANAL

RobRating, 5 stars3 weeks ago
Monique’s home did not disappoint! What a beautiful and peaceful place. The sunrise rose over the canal which made for great pictures! The home is exactly as the pictures showed. Thank you again Monique. We highly recommend your place!
Superhost
Home in Fort Myers Beach
4.73 out of 5 average rating, 81 reviews

Beautiful Beach House with Pool

KatieRating, 5 stars1 month ago
Our family had a great week at John’s house. Accommodations were just as expected from the listing. John was very responsive and helpful. We enjoyed the walkable location. The pool is great!

Quick stats about vacation rentals that are family-friendly in Old Naples

  • Total rentals

    220 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 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

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Old Naples
  7. Family-friendly rentals