Family-friendly holiday rentals in Gateway

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Gateway

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.
Farm stay in Fort Myers
4.99 out of 5 average rating, 215 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Guest favourite
The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guest house in Fort Myers
4.91 out of 5 average rating, 107 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Top guest favourite
A well-maintained canal property is highlighted by palm trees and a spacious lanai. A 50-foot dock is visible, accommodating watercraft with a boat lift. Colorful Adirondack chairs are placed along the dock, enhancing the outdoor experience beside the tranquil water.
Home in Cape Coral
4.99 out of 5 average rating, 167 reviews

Escape to the "Oasis"!

DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

Guest favourite
A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.
Flat in North Fort Myers
4.81 out of 5 average rating, 229 reviews

Garden Villa

Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

Guest favourite
A simple bedroom features a spacious bed with a light quilt. A nightstand with a lamp and an alarm clock is positioned beside the bed. A small dresser is visible, and natural light enters through the window, which is dressed in light curtains.
Flat in Naples
4.98 out of 5 average rating, 269 reviews

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 356 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Top guest favourite
A rustic wooden cabin is nestled within a lush green landscape, surrounded by trees. Soft lighting illuminates the entrance, and a welcoming staircase leads to the door. Vibrant plants and flowers enhance the peaceful outdoor setting, creating a harmonious connection with nature.
Cabin in Fort Myers
4.92 out of 5 average rating, 137 reviews

Luxury Spacious Cabin Nature Preserve Fort Myers

Take it easy at this unique and tranquil getaway. An experience like no other. Get connected to nature and enjoy the wildlife in a private nature preserve. Spacious 1 bedroom with queen bed and queen sleeper sofa in the living room. Unwind on the hammock listening to the sound of birds. Relax and recharge in this beautiful and peaceful retreat. Cleaning included no need to do anything at checkout. Located on a 9.3 acre private nature preserve and palm tree farm.

Guest favourite
A modern bathroom features sleek tile walls and a glass shower enclosure. A floating vanity is positioned next to a round mirror, and a compact toilet is included. Decorative elements include a small plant and textured bath mat, enhancing the space's contemporary design.
Flat in Fort Myers
4.95 out of 5 average rating, 115 reviews

Blackstone Villa

This apartment is a quiet and relaxing place to stay; we are located 14 minutes to the Fort Myers Airport and 10 minutes to the I-75; we are close to several malls, including Edison Mall, Gulf Coast Town Center, Miromar Outlet, Coconut Point, and Belt Tower, also near to Popular Universities as FSW and FGCU. Not to mention, we are close to Fort Myers Downtown. We prepared this apartment with everything you need for long and short-term stays.

Guest favourite
The front exterior of the duplex features a soft-colored facade, stone landscaping, and decorative plants. Two windows are adorned with white shutters on either side, while a wall decoration adds a subtle accent. A clear blue sky with scattered clouds provides a bright backdrop.
Townhouse in Lehigh Acres
4.99 out of 5 average rating, 187 reviews

Super Clean-3 Bdrm-Home-Coffee Bar -Canal View

Relax with the whole family at “The Resting Place.” RSW-Airport is 14 minutes away, Casino is 20 mins away, Shopping Center is 3 mins away, West minister Golf Coarse is 4 mins away & Edison Mall is 15 mins away. We pride ourselves on having a clean & replenishing environment. Our Duplex is Surrounded by nature, our back yard is right on the canal. We can meet you upon arrival or we can be non-existent. The choice is yours.

Top guest favourite
A compact living area features a light-colored sofa and wooden accents. A sturdy ladder leads to a lofted sleeping area. Natural light fills the space, highlighting a well-equipped kitchenette with modern appliances and a small dining area. A door offers access to the outside.
Tiny home in Cape Coral
4.98 out of 5 average rating, 160 reviews

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Top guest favourite
A covered screened-in porch features a wicker couch and a matching chair, both adorned with blue patterned cushions. Lush greenery creates a natural backdrop, enhancing the tranquil atmosphere of the space. The tiled floor offers a cool, inviting surface for relaxation.
Guest suite in Cape Coral
4.9 out of 5 average rating, 113 reviews

Cape Coral Cozy Quiet Private Efficiency Apartment

This NON-SMOKERS effenciency apartment has a comfy firm King mattress with a foam topper. Melt your stress away as you sleep PLEASE NOTE: The Apartments laundry is done on a weekly basis… but personal laundry can be done in a local Laundromat. A small kitchen area (NO STOVE) private entrance in a quiet ,safe neighborhood.Close to shopping and hospitals and other Florida The Air is set at 77*

Top guest favourite
A welcoming entrance is depicted, featuring a paved driveway flanked by lush green bushes and trees. The peaceful surroundings include a road lined with grass and scattered plants, under a cloudy sky that hints at an inviting ambiance.
Flat in LaBelle
4.98 out of 5 average rating, 154 reviews

Jan's Jungle Riverfront paradise

Our place is close to local Restaurants, Walmart and the the city center. You’ll love our place because of the views, the people, the ambiance, the river frontage and the outdoors space. Our place is good for couples, solo adventurers, business travelers, families (with good kids), and furry friends that get along with our cats and dog (pets).

Popular amenities for Gateway family-friendly rentals

When is the best time to visit Gateway?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$221 SGD$249 SGD$239 SGD$169 SGD$150 SGD$156 SGD$150 SGD$130 SGD$133 SGD$163 SGD$173 SGD$186 SGD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

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

  • Total holiday rentals

    Explore 60 holiday rentals in Gateway

  • Nightly prices starting at

    Gateway holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Gateway holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gateway rentals

  • 4.9 Average rating

    Gateway stays are highly rated by guests – averaging 4.9 out of 5!

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