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Family-friendly holiday rentals in Gateway

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Gateway family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Naples Park
4.84 out of 5 average rating, 191 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
Home in Pelican
4.83 out of 5 average rating, 125 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

SusanRating, 5 stars4 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.
Superhost
Home in Cape Coral
4.99 out of 5 average rating, 89 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

KarenRating, 5 stars2 months ago
We had an incredible week in this lovely, inviting, relaxing slice of paradise!! Responsive and friendly hosts, lovely landscaping, private lanai with nice chaise lounge chairs and waterfall hot tub and pool! We were outside enjoying it every day. Comfortable sitting areas, beds, kitchen was stocked with all the dishes and pans we needed to make several meals. Location was great for walks. It exceeded expectations each day! Look forward to returning someday! Thanks again Connie and Dale!!
Superhost
Home in Cape Coral
4.87 out of 5 average rating, 149 reviews

Villa Scottsdale -Waterfront Home with Pool

DavidRating, 5 stars3 weeks ago
Very nice place we stayed there while doing some night work for Lee county utility. Place was clean and cozy beds were comfortable over all would not hesitate to use again
Superhost
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars7 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 Fort Myers
4.95 out of 5 average rating, 122 reviews

Private Heated Pool and Spa

Marc AlexanderRating, 5 stars1 week ago
Wir hatten eine großartige Zeit im Haus von Alex. Wir haben sofort sehr wohl gefühlt. Die Ausstattung ist wirklich große Klasse, es ist sehr sauber, sehr geräumig, der Pool inkl. Whirlpool sind super. Alex war ein toller Gastgeber der sich sehr schnell auf Fragen zurück gemeldet hat. Ich empfehle zudem das tolle Gästebuch, welches Alex erstellt hat. Da gibt es alle hilfreichen Infos rund ums Haus. Herzlichen Dank Alex, wir kommen wieder!
Superhost
Home in Caloosahatchee
4.81 out of 5 average rating, 91 reviews

Waterfront pool/hot tub, south-facing w/ boat dock

RebeccaRating, 5 stars9 months ago
Cute little place. Very quiet neighborhood but only a 5 minute drive to grocery stores and other amenities. My girls enjoyed the pool and the dock for fishing although they didn't get any bites. It was perfect for our small party of 3 for a quick trip to SW FL. Would definitely consider John's place again.
Superhost
Home in Fort Myers
4.98 out of 5 average rating, 121 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

BeatriceRating, 5 stars2 weeks ago
This was a great “home base” for our event at the Heitman House. It was nearby and walkable, with plenty of space for all our guests. The house and backyard were excellent for hosting meals and hangouts, and the place was really well-stocked, making it feel like home and not a random rental. The beds were comfy and there were plenty of linens, including lots of extras so despite being at full capacity for days we didn’t need to go without. I really appreciated the amount of bath and pool towels that were provided! The hosts were responsive and had anticipated many of our questions and needs. Details like the kitchen having multiple coffee makers, and extra bug spray & beach chairs were nice touches.

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 stars4 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 favourite
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.
Superhost
Home
4.81 out of 5 average rating, 153 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars1 month ago
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too
Top guest favourite
Cottage in Naples Park
4.9 out of 5 average rating, 243 reviews

Cottage Close to Vanderbilt Beach Heated Pool

TinaRating, 5 stars1 day ago
Brandi’s place was clean and exactly like how’s described. The community was peaceful and private. The house was clean inside and the pool was well maintained. We enjoyed our stay and would definitely recommend it!!
Guest favourite
Cottage in Naples Park
4.81 out of 5 average rating, 101 reviews

Cozy Cottage Near Vanderbilt Beach

AntonioRating, 5 stars1 week ago
Wir haben uns gleich wie zu Hause gefühlt. Das Haus und die Möbel sind in einem sehr guten Zustand und man hat viel Platz. Küche, Bäder und die Zimmer sind gut ausgestattet und es fehlt an nichts. Restaurants sind sogar in Gehdistanz und auch der Supermarkt (Walmart) ist in der Nähe. Ich kann Ben's Haus sehr empfehlen!!
Guest favourite
Home in Pelican
4.94 out of 5 average rating, 178 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

AmyRating, 5 stars1 month ago
Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.
Superhost
Home in Naples
4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars4 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 favourite
Guest house in Fort Myers
4.97 out of 5 average rating, 297 reviews

Chameleon Guest Cabana

PeterRating, 5 stars2 weeks ago
Die Cabana liegt in einer ruhigen Wohngegend und ist ausreichend ausgestattet. Wir haben uns wohlgefühlt. Unser Gastgeber war sehr freundlich, kommunikativ und aufmerksam.

Family-friendly home rentals with a pool

Superhost
Home in Caloosahatchee
4.72 out of 5 average rating, 90 reviews

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

J.D.Rating, 5 stars3 weeks ago
House is exactly as described. Evidence of upgrading is going on continuously. Highly recommend booking with Patricia. very easy to work with.
Top guest favourite
Home in Naples
5 out of 5 average rating, 27 reviews

Briarwood Paradise - The Briarwood Rental Company

GuadalupeRating, 5 stars3 months ago
Es la segunda vez que nos hospedamos en esta casa, y la tercera con Marc y Anne como anfitriones. Ellos son ¡geniales! La casa es completísima, prolija, hay toallas de sobra y la cocina es un 10. Recomiendo abrir las ventanas, y permitir que el sol entre. Es una casa súper luminosa. El patio es, siempre, nuestro lugar de encuentro: entre la pileta y asados. Tuvimos un inconveniente con la secadora, y Marc fue absolutamente expeditivo, atento y servicial. El clima no ayudó, pero -igualmente- pasamos unos días FANTÁSTICOS. La casa cuenta con bicicletas, que disfrutamos dando vueltas por el barrio que es precioso. Gracias por recibirnos una vez más. Realmente cuidamos y sentimos su casa como propia. Porque así nos hacen sentir bien, super bien recibidos. GRACIAS POR TODO ❤️
Guest favourite
Home in Lehigh Acres
4.95 out of 5 average rating, 84 reviews

Secluded Pool Home

MicheleRating, 5 stars7 months ago
We love this place! Stayed here twice and will be back again. Has everything you need, is clean and has a great pool & patio! Virginia is responsive with any questions and very sweet. Recommend this place 100%!
Superhost
Home in Fort Myers
4.97 out of 5 average rating, 34 reviews

Your Dream Home Away From Home

KayRating, 5 stars21 months ago
This house was perfect for our family vacation, it had everything in it, that you could possibly need especially the kitchen and the pool area I have never seen such a well-stocked kitchen, and the grandkids loved all the pool toys and accessories We are definitely going to make this our yearly vacation designation !!!!
Guest favourite
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars1 month ago
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.
Top guest favourite
Home in Caloosahatchee
4.99 out of 5 average rating, 239 reviews

Gulf access waterfront heated pool

JulieRating, 5 stars2 weeks ago
One of my most Favorite places in the world to stay! 3rd time!! Kevin is a wonderful host. He is very easy to get ahold of and will always provide useful information as well as things to see or do in the area. The property is so peaceful and relaxing. Exceptionally clean and everything you can think of that you will need is there and then some. Neighbors are very friendly and you will feel safe. You will even see the famous Cape Coral Burrowing Owls!! Definitely has become one of my "Happy Places!" Can't wait to return! ❤️
Guest favourite
Home in Fort Myers Beach
4.86 out of 5 average rating, 63 reviews

SeaClusion Oasis

JodieRating, 5 stars3 weeks 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 Fort Myers Beach
4.74 out of 5 average rating, 84 reviews

Beautiful Beach House with Pool

GaryRating, 5 stars3 weeks 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 holiday rentals that are family-friendly in Gateway

  • Total rentals

    60 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    480 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Gateway
  6. Family-friendly rentals