Family-friendly vacation rentals in Gasparilla Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gasparilla Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Punta Gorda
4.93 out of 5 average rating, 123 reviewsTropical themed Island style home!
Nov 29 – Dec 6
Home in Fort Myers
4.94 out of 5 average rating, 108 reviewsPrivate Heated Pool and Spa
Jul 25 – Aug 1
Home in Fort Myers Beach
4.96 out of 5 average rating, 120 reviewsCoastal Oasis of Fort Myers Beach
Aug 24 – 31
Bungalow in Fort Myers
4.93 out of 5 average rating, 285 reviewsRowan's Retreat - Historic Downtown Fort Myers
Aug 5 – 12
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
Sep 18 – 25
Home in Cape Coral
4.9 out of 5 average rating, 130 reviewsVilla Scottsdale -Waterfront Home with Pool
Jun 25 – Jul 2
Home in Fort Myers Beach
4.94 out of 5 average rating, 107 reviewsLuxury Waterfront Escape Near The Beach C1
Apr 9 – 16
Apartment in Fort Myers
4.94 out of 5 average rating, 114 reviewsQueen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!
Apr 5 – 12
Family- and pet-friendly home rentals
Home in Cape Coral
4.96 out of 5 average rating, 158 reviewsSurfside Elegance SW Cape Coral Luxe Vacation home
Aug 1 – 8
Home in Port Charlotte
4.84 out of 5 average rating, 155 reviewsWaterfront Pool and Dock! Great Family Retreat
Nov 30 – Dec 7
Home in Venice
4.78 out of 5 average rating, 113 reviewsSouth Venice, FL. Ideal vacation home.
Nov 8 – 15
Guesthouse in Fort Myers
4.97 out of 5 average rating, 279 reviewsChameleon Guest Cabana
Jan 20 – 27
Condo in Fort Myers
4.96 out of 5 average rating, 101 reviewsFort Myers 2nd Flr Lakefront 3/2 Resort Condo
Sep 26 – Oct 3
Condo in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
Nov 27 – Dec 4
Condo in Sanibel
4.73 out of 5 average rating, 120 reviewsSanibel Romantic Getaway
Nov 29 – Dec 6
Cottage in Englewood
4.77 out of 5 average rating, 73 reviewsCasitas On The Key Directly on Gulf of Mexico #5
Oct 10 – 17
Family-friendly home rentals with a pool
Home in Cape Coral
4.99 out of 5 average rating, 212 reviewsGulf access waterfront heated pool
Aug 1 – 8
Home in Fort Myers
4.9 out of 5 average rating, 280 reviewsCaptivating Pyramid home in S Ft Myers-7019
Oct 19 – 26
Home in Port Charlotte
4.85 out of 5 average rating, 213 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
Dec 16 – 23
Home in Cape Coral
4.92 out of 5 average rating, 158 reviewsDreamvilla Louisiana in Cape Coral
Jan 10 – 17
Home in Rotonda West
4.9 out of 5 average rating, 152 reviews❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
Jan 22 – 29
Hotel room in Venice
4.88 out of 5 average rating, 177 reviewsNear Downtown/Beach | Tropical Villas Venice Beach
Apr 28 – May 5
Condo in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
Aug 2 – 9
Condo in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Dec 3 – 10
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- Family travel hub Tips and inspiration
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