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

Guest favorite
An outdoor tennis court is surrounded by lush greenery and palm trees. The court features a classic layout with clear lines marking the boundaries. Blue skies are visible overhead, enhancing the open and inviting atmosphere of the area.
Condo in South Naples
4.93 out of 5 average rating, 159 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

NancyRating, 5 stars1 week ago
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎
Top guest favorite
A private outdoor area features a heated salt-water pool and spa, surrounded by a spacious stone patio. Six lounge chairs are arranged around a circular table, providing ample space for relaxation. Lush greenery and palm trees create a secluded atmosphere, enhancing the tranquil setting.
Home in Naples Park
4.84 out of 5 average rating, 190 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

KarenRating, 5 stars1 month 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.
Guest favorite
An aerial view showcases multiple tennis courts surrounded by lush greenery. The courts are equipped with overhead lighting and shaded areas. Tropical palm trees are positioned along pathways, and nearby buildings feature terracotta roofs, enhancing the tranquil setting.
Apartment in East Naples
5 out of 5 average rating, 6 reviews

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

TaylorRating, 5 stars1 month ago
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!
Top guest favorite
A screened patio area contains a hot tub and pool, surrounded by palm trees and lush greenery. Comfortable seating arrangements are visible, alongside a spacious layout that invites relaxation. The outdoor space is bathed in natural light, enhancing the tranquil atmosphere.
Home in South Naples
5 out of 5 average rating, 16 reviews

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

JaylynRating, 5 stars8 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!
Top guest favorite
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.
Guest favorite
A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.
Condo in Fort Myers
4.97 out of 5 average rating, 117 reviews

2nd Floor Beachfront Condo Sanibel Harbour

MeaghanRating, 5 stars5 days ago
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.
Superhost
The outdoor area features a spacious pool surrounded by a screened enclosure. Sun loungers and vibrant red outdoor chairs provide seating options. A hot tub is adjacent to the pool. Tropical palm trees and a canal view enhance the inviting setting for relaxation.
Home in Pelican
5 out of 5 average rating, 13 reviews

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

BeckyRating, 5 stars33 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
A light-colored house with a covered porch featuring an orange umbrella stands surrounded by lush greenery. The property showcases a paved driveway leading to a two-car garage, contributing to a welcoming tropical ambiance.
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!
Top guest favorite
Home in Naples Park
4.98 out of 5 average rating, 116 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

JeanneRating, 5 stars1 month ago
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.
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 stars1 month 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
A comfortable living area features a brown leather sofa and two patterned chairs, arranged around a glass coffee table. A ceiling fan is mounted above, and natural light is welcomed through skylights. A framed artwork and a door leading to another room are visible.
Home in Pelican
4.89 out of 5 average rating, 61 reviews

SW Cape Entire 2/2 Duplex and POOL!

Stanley DeanRating, 5 stars3 weeks 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.
Guest favorite
A casual living area features a plush sectional sofa with bright throw pillows. Three nested coffee tables are positioned on a soft area rug, and natural light filters in through sheer white curtains, highlighting a bookshelf filled with books.
Cottage in Naples Park
4.81 out of 5 average rating, 100 reviews

Cozy Cottage Near Vanderbilt Beach

DivineRating, 5 stars2 weeks ago
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😊
Guest favorite
Home in Pelican
4.94 out of 5 average rating, 178 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

AmyRating, 5 stars2 weeks ago
Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.
Superhost
The bathroom features a modern vanity with a clean white countertop and dark cabinetry. Natural light filters through a large window, enhancing the neutral-toned walls. A minimalist decor style is complemented by an art piece on the wall, while essential amenities are neatly arranged.
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.
Superhost
The exterior of the vacation rental features a pastel blue structure with a welcoming deck. Two chairs are positioned on the upper level balcony. A palm tree stands in front of the property, and the driveway is paved with bricks.
Apartment in Fort Myers Beach
4.92 out of 5 average rating, 12 reviews

FMB Beach House. Remodeled! Ground Level.

KellyRating, 5 stars1 month 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.

Family-friendly home rentals with a pool

Guest favorite
A compact workspace is set against a light grey wall, featuring a small wooden desk with a laptop and minimalist chair. Two framed prints of fruit hang above, adding a pop of color to the area.
Home in Pelican
4.89 out of 5 average rating, 44 reviews

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

GaryRating, 5 stars9 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
The outdoor pool area features clear blue water surrounded by palm trees. White tables and chairs are arranged nearby, and lounge chairs are positioned along the pool's edge. A tennis court can be seen in the background, providing additional recreational space.
Condo in Fort Myers
4.76 out of 5 average rating, 83 reviews

Sunny Florida condo!

JesseRating, 5 stars1 week ago
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 !!
Top guest favorite
A colorful playground is set within a sandy area, featuring a yellow slide and climbing structure alongside swings. Surrounding trees provide shade, creating a welcoming environment for children to play. Nearby, a sheltered area is visible, offering space for relaxation.
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!
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 stars1 month 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!
Guest favorite
A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.
Home in Fort Myers Beach
4.86 out of 5 average rating, 63 reviews

SeaClusion Oasis

JodieRating, 5 stars1 week ago
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!
Superhost
Home in Bonita Springs
4.78 out of 5 average rating, 50 reviews

Canal heated pool house access to Golf and Gulf

ShulamiteRating, 5 stars9 months ago
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!
Top guest favorite
An oversized kitchen features a large island with four barstools and stainless steel appliances. White cabinetry provides ample storage, and a dining area with a table is visible in the background, well-lit by overhead lights.
Home in Bonita Springs
4.98 out of 5 average rating, 40 reviews

Two with the Tide - Pool, Privacy & Memory Making

JeffreyRating, 5 stars4 weeks 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.
Superhost
Home in Fort Myers Beach
4.74 out of 5 average rating, 84 reviews

Beautiful Beach House with Pool

GaryRating, 5 stars1 week ago
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

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