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

Guest favourite
Bungalow in Fort Myers
4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

AbbieRating, 5 stars2 months ago
Beautiful historic home ! Loved the wrap around porch and the hot tub. Great shower ! Loved the coffee and wine and cozy blankets on the couch . Wish we could have stayed longer . Lots of space ! Close to downtown fort Myers
Guest favourite
Home in Pelican
4.89 out of 5 average rating, 47 reviews

White Sands - Tropical Rental with lots of Privacy

FredRating, 5 stars3 weeks ago
Very pleased The couple small issues upon arrival were addressed right away. We would stay at this wonderful home again. Thank you
Superhost
Home in Caloosahatchee
4.86 out of 5 average rating, 22 reviews

Luxury Sailboat Access Pool/Spa Home by Yacht Club

DavidRating, 5 stars3 months ago
Best house we have stayed in. We rebooked for next year! The host went above and beyond for our 3 month stay! Can’t wait to come back in December!!!
Superhost
Home in Cape Coral
4.87 out of 5 average rating, 150 reviews

Villa Scottsdale -Waterfront Home with Pool

CarlosRating, 5 stars3 weeks ago
We rented the house for a family reunion of 7 people, we ended up going only 6 people. We had a great time , we spent most of the time by the pool and inside the Jacuzzi and the pool. I will suggest to the Host to a couple of Lights or Flood lights in the back patio by the pool area. If you want to cook a BBB, you have to do it before it gets dark, the only light is the one inside the pool.
Guest favourite
Home in Caloosahatchee
4.94 out of 5 average rating, 16 reviews

Fun! Boat Rental, Pool, Hot tub, Fish, Near Beach

KyleRating, 5 stars3 weeks ago
Maggie's place was perfect for our family of 5 with 3 teenagers. We enjoyed fishing off the dock, swimming in the pool and loved all the birds and lizards in the back yard. There was an issue with the air conditioner and Maggie was responsive with the issue. The house was comfortable and in a great location to visit Sanibel Island and the Everglades. We would definitely stay at Maggie's place again.
Guest favourite
Home in Pelican
4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

MikeRating, 5 stars2 weeks ago
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!
Guest favourite
Apartment in Fort Myers
4.97 out of 5 average rating, 120 reviews

2nd Floor Beachfront Condo Sanibel Harbour

YvonneRating, 5 stars3 weeks ago
The place was exactly as described—clean, comfortable, and well-equipped with everything we needed. The check-in process was smooth. The location was peaceful, perfect for relaxing. We especially enjoyed being right on the water for the beautiful sunsets.
Guest favourite
Home in Pelican
4.94 out of 5 average rating, 16 reviews

Modern 4 bed/4 bath Gulf access pool/spa+ games rm

RobertRating, 5 stars3 months ago
the home was awesome!! we had a great time in the pool. and going to the beach, Neil is really friendly and a great host, definitely would stay again!! can't wait to come back....

Family- and pet-friendly home rentals

Superhost
Apartment in Sanibel
4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

MicheleRating, 5 stars1 month ago
We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.
Superhost
Home in Fort Myers Beach
4.89 out of 5 average rating, 233 reviews

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

MandyRating, 5 stars5 months ago
Location is close enough to bike into downtown FMB and to the Publix, and we did both during our stay! The kids enjoyed the pool. House was stocked with everything you'd need for a day at the beach, which was much appreciated!
Superhost
Villa in Cape Coral
4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars3 weeks ago
Great home. We were very satisfied and would highly recommend this location.
Superhost
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months 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, 249 reviews

Cottage Close to Vanderbilt Beach Heated Pool

LuisRating, 5 stars6 days ago
The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.
Guest favourite
Cottage in Naples Park
4.82 out of 5 average rating, 106 reviews

Cozy Cottage Near Vanderbilt Beach

ColleenRating, 5 stars2 weeks ago
It was a wonderful stay! Ben was very kind and provided wonderful service during our stay. He provided bikes so we wouldn’t have to pay for parking and it was only 10 minutes to the beach. If you’re looking for a quiet vacation, this is the place to be! The home was plenty of space to host friends family or even furry companions.
Superhost
Home in Naples
4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars5 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
Townhouse in Fort Myers
4.87 out of 5 average rating, 192 reviews

Hideaway at Hidden Palms Cove

DakotaRating, 5 stars1 month ago
It was very nice! It was close to Sanibel island and near by restaurants. The place was clean! We stayed here on a work trip and it worked for us

Family-friendly home rentals with a pool

Superhost
Home in Caloosahatchee
4.7 out of 5 average rating, 93 reviews

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

VictoriaRating, 5 stars1 month ago
had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!
Top guest favourite
Apartment in Fort Myers Beach
4.89 out of 5 average rating, 95 reviews

Enjoy your own private Beach

LottieRating, 5 stars2 months ago
We had a wonderful visit at Lover’s Key Beach club with our toddler. The view was spectacular! Neighbors were helpful and friendly. We had one visitor that came down to the pool to offer helpful swim instruction for our son. At times we had the entire pool to ourselves. We enjoyed the private beach and often were out there playing in the bay alone with dolphins close by. The bed and pull out sofa were so comfortable. Kitchen had everything we needed. We will definitely be back!
Superhost
Home in Fort Myers
4.97 out of 5 average rating, 34 reviews

Your Dream Home Away From Home

KayRating, 5 stars22 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 !!!!
Superhost
Flat in Fort Myers Beach
4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite

RobertRating, 5 stars3 months ago
Very clean and well equipped condo on the 10th floor overlooking the gulf and bay.l From our lanai we watched dolphins, ospreys and one morning a bald eagle diving for fish. Scott was a great host and responded to any questions we had within minutes. The property has a nice private beach, pool and 4 weber gas grills. Flippers restaurant is only steps away. The only issue is that the new bridge onto Ft.Myers Beach is under construction so at times there is construction noise and access to the beach south of the bridge is blocked. This was not a big issue for us and overall we had a very enjoyable week.
Guest favourite
Home in Caloosahatchee
4.78 out of 5 average rating, 94 reviews

5 BR, Gulf access & FREE heated salt water pool

CindyRating, 5 stars1 month ago
The house was perfect for our family! The pool was definitely the center of entertainment! Thank you!
Guest favourite
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars3 months 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.
Guest favourite
Home in Bonita Springs
4.79 out of 5 average rating, 53 reviews

Canal heated pool house access to Golf and Gulf

BillRating, 5 stars1 week ago
First time we stayed at Micheline's house. It was just like the listing said. The house and pool are very private and it is in a quiet neighborhood. Check in was extremely easy. The house was very clean and had everything one would need. There are many options for any type of restaurant one would want within minutes of the house. Bonita Beach is a very short drive and there are many other beaches close by. We spent most of our time relaxing on the lanai and enjoying the pool. Had a wonderful time and are hoping to return in the fall. Bill
Top guest favourite
Apartment in Burnt Store
4.89 out of 5 average rating, 66 reviews

Burnt Store Marina Condo *Cape Coral/Punta Gorda

StephanieRating, 5 stars1 month ago
Lisa and Chris's place was wonderful. Their place was clean and beautiful. They had a little welcome bowl of snacks, a couple drinks and even extra sunblock if needed. They also responded very quickly whenever we had any questions and offered a late checkout if needed. Would definitely recommended.

Quick stats about holiday rentals that are family-friendly in Gateway

  • Total rentals

    60 properties

  • Nightly prices starting at

    $77 SGD 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

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  3. Florida
  4. Lee County
  5. Gateway
  6. Family-friendly rentals