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Family-friendly vacation rentals in Gateway

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Top-rated family-friendly rentals in Gateway

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

Guest favourite
Guesthouse in Fort Myers
Hints of Key West in Fort Myers' Historic District
Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.
Feb. 12 – 19
$246 CAD per night
4.98 out of 5 average rating, 608 reviews
Guest favourite
Home in Fort Myers
Tiny house 5 miles from Sanibel / free amenities
Tiny Paddle Board House Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Bicycles 3. SUP - inflatable paddle board 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books
Jun. 5 – 12
$182 CAD per night
4.86 out of 5 average rating, 581 reviews
Guest favourite
Guesthouse in Fort Myers
Chameleon Guest Cabana
The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels
Jun. 17 – 24
$95 CAD per night
4.97 out of 5 average rating, 265 reviews

Popular amenities for Gateway family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Fort Myers
Private Heated Pool and Spa
Dec. 5 – 12
$417 CAD per night
4.94 out of 5 average rating, 105 reviews
Guest favourite
Bungalow in Fort Myers
Rowan's Retreat - Historic Downtown Fort Myers
Apr. 18 – 25
$331 CAD per night
4.92 out of 5 average rating, 277 reviews
Guest favourite
Condo in Naples
Ground Floor, A+ Location Club Membership Included
Aug. 16 – 23
$182 CAD per night
4.85 out of 5 average rating, 151 reviews
Superhost
Apartment in Cape Coral
Apt SEASTAR in Cape Coral * Beach Resort *
Oct. 24 – 31
$212 CAD per night
4.75 out of 5 average rating, 112 reviews
Guest favourite
Apartment in Fort Myers Beach
Mermaid Oasis
Oct. 15 – 22
$408 CAD per night
4.9 out of 5 average rating, 182 reviews
Guest favourite
Home in Fort Myers
The Parsonage-Private Villa-Heated Pool & Spa.
Mar. 5 – 12
$782 CAD per night
4.98 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Fort Myers
Queen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!
Dec. 25 – Jan. 1
$291 CAD per night
4.93 out of 5 average rating, 108 reviews
Guest favourite
Home in Fort Myers Beach
Luxury Waterfront Escape Near The Beach C1
Jan. 29 – Feb. 5
$1,587 CAD per night
4.95 out of 5 average rating, 102 reviews
Guest favourite
Home in Naples
Bring the Whole Family to the Beach in Naples
Jun. 30 – Jul. 7
$1,050 CAD per night
4.97 out of 5 average rating, 150 reviews
Guest favourite
Home in Naples
Gulf access, tropical river front. Heated pool/Spa
May 19 – 26
$682 CAD per night
4.87 out of 5 average rating, 153 reviews
Superhost
Home in Cape Coral
Villa Scottsdale -Waterfront Home with Pool
Apr. 14 – 21
$484 CAD per night
4.9 out of 5 average rating, 127 reviews
Superhost
Home in Cape Coral
"Seahorse Villa" by the water
Dec. 13 – 20
$431 CAD per night
4.58 out of 5 average rating, 79 reviews

Family- and pet-friendly home rentals

Guest favourite
Cottage in Matlacha
Mojito Island Cottage
Dec. 6 – 13
$187 CAD per night
4.87 out of 5 average rating, 127 reviews
Guest favourite
Home in Captiva
The Pearl Beach House, North Captiva Island,FL
Oct. 7 – 14
$1,109 CAD per night
4.98 out of 5 average rating, 104 reviews
Guest favourite
Townhouse in Fort Myers
Modern Townhouse close to beaches
Jul. 31 – Aug. 7
$374 CAD per night
4.92 out of 5 average rating, 117 reviews
Guest favourite
Home in Fort Myers Beach
La Casa On Mango, heated pool-5 min walk to Beach
Jan. 15 – 22
$819 CAD per night
4.89 out of 5 average rating, 216 reviews
Guest favourite
Home in Naples
Best Value In Naples 4 Bdrm Pool Heat Walk Beach
Sep. 2 – 9
$382 CAD per night
4.95 out of 5 average rating, 110 reviews
Superhost
Home in Naples
Perfect Vacation Get Away
Dec. 9 – 16
$356 CAD per night
4.8 out of 5 average rating, 174 reviews
Guest favourite
Home in Naples
Bella Casa at the Beach 4 bd rms w/2 EnSuites
Aug. 11 – 18
$769 CAD per night
4.97 out of 5 average rating, 137 reviews
Superhost
Home in Bonita Springs
Coastal Charm: Your Vacation Oasis
Jan. 24 – 31
$858 CAD per night
4.86 out of 5 average rating, 121 reviews
Superhost
Cottage in Naples
House w/Heated pool close to Vanderbilt beach
Jul. 28 – Aug. 4
$797 CAD per night
4.89 out of 5 average rating, 222 reviews
Superhost
Home in Cape Coral
Cape Coral waterfront home heated pool, Wi-Fi, A/C
Jan. 13 – 20
$380 CAD per night
4.84 out of 5 average rating, 131 reviews
Guest favourite
Villa in Naples
Del Mar Villa
Aug. 15 – 22
$531 CAD per night
4.89 out of 5 average rating, 265 reviews
Guest favourite
Home in Lehigh Acres
Secluded Pool Home
Sep. 23 – 30
$216 CAD per night
4.94 out of 5 average rating, 69 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Cape Coral
Recently Renovated Home with Pool in SW Cape Coral
Aug. 3 – 10
$256 CAD per night
4.87 out of 5 average rating, 172 reviews
Guest favourite
Condo in Fort Myers Beach
Ft Myers Beach & Lovers Key State Park- FANTASTIC!
Jun. 1 – 8
$331 CAD per night
4.94 out of 5 average rating, 173 reviews
Guest favourite
Cottage in Fort Myers
Cozy Cottage with heated pool and wifi !
Feb. 6 – 13
$328 CAD per night
4.93 out of 5 average rating, 118 reviews
Guest favourite
Home in Cape Coral
Escape to the Cape - Quality, Comfort, and Quiet!
May 5 – 12
$356 CAD per night
4.94 out of 5 average rating, 123 reviews
Guest favourite
Home in Cape Coral
Gulf access waterfront heated pool
Oct. 21 – 28
$291 CAD per night
4.99 out of 5 average rating, 208 reviews
Superhost
Home in Naples
841 Vanderbilt Beach Bliss • Lux Waterfront Home
Jul. 24 – 31
$930 CAD per night
4.9 out of 5 average rating, 138 reviews
Superhost
Home in Cape Coral
Dreamvilla Louisiana in Cape Coral
Jul. 15 – 22
$349 CAD per night
4.92 out of 5 average rating, 155 reviews
Superhost
Home in Naples
Coastal Getaway w/ Inground Heated Pool
Aug. 24 – 31
$344 CAD per night
4.83 out of 5 average rating, 148 reviews
Guest favourite
Condo in Naples
Park Shore Resort Modern Top Floor 2 Bed 2 Bath
Jun. 22 – 29
$467 CAD per night
4.91 out of 5 average rating, 146 reviews
Guest favourite
Home in Naples
Cathedral Heights
Oct. 28 – Nov. 4
$569 CAD per night
4.94 out of 5 average rating, 160 reviews
Superhost
Condo in Naples
Top Loc, Best Views, Park Shore 258
Nov. 23 – 30
$315 CAD per night
4.89 out of 5 average rating, 105 reviews
Guest favourite
Home in Naples
Brand new, modern 4/3 villa w/ screened-in pool
Nov. 16 – 23
$440 CAD per night
4.9 out of 5 average rating, 220 reviews

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

Total rentals

50 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

10 properties allow pets

Total number of reviews

220 reviews

Nightly prices starting at

$81 CAD before taxes and fees

Destinations to explore

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