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Family-friendly holiday 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.
Holiday 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
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Rental unit in Fort Myers
4.98 out of 5 average rating, 108 reviews2nd Floor Beachfront Condo Sanibel Harbour
![](https://a0.muscache.com/im/pictures/miso/Hosting-15624727/original/4cf18cc0-7d25-4709-b232-c6b3528cc98d.jpeg?im_w=720)
Home in Fort Myers Beach
4.96 out of 5 average rating, 127 reviewsCoastal Oasis of Fort Myers Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-28138006/original/61fbe4ec-c414-48ff-889a-353d05f1f5d5.jpeg?im_w=720)
Home in Sarasota
4.97 out of 5 average rating, 165 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
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Home in Sarasota
4.97 out of 5 average rating, 117 reviewsGorgeous Home / Heated Pool and Spa
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Home in Naples
4.98 out of 5 average rating, 101 reviews500 Block, Pets, 2 Mstr suites w Kings, htd pool,
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Home in Fort Myers Beach
4.94 out of 5 average rating, 109 reviewsWaterfront Luxury Escape Near The Beach
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Guest suite in Sarasota
4.96 out of 5 average rating, 156 reviewsROYS PLACE Romantic, Private, Paradise!
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Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Family- and pet-friendly home rentals
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Home in Naples
4.97 out of 5 average rating, 149 reviewsBella Casa at the Beach 4 bd rms w/2 EnSuites
![](https://a0.muscache.com/im/pictures/f8e03860-d577-4987-b7a9-6854d17e39a2.jpg?im_w=720)
Home in Sarasota
4.95 out of 5 average rating, 197 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
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Guest suite in Sarasota
4.85 out of 5 average rating, 276 reviewsSapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
![](https://a0.muscache.com/im/pictures/9072c023-7d1f-4ab0-a265-e3ffa4041450.jpg?im_w=720)
Home in Longboat Key
4.87 out of 5 average rating, 109 reviewsSummer House longboat key
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Bungalow in Sarasota
4.88 out of 5 average rating, 107 reviews2BR, 2BA home in the heart of downtown Sarasota
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Townhouse in Sarasota
4.93 out of 5 average rating, 247 reviewsFlamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳
![](https://a0.muscache.com/im/pictures/167957ae-4c4b-4522-b83c-d9e834fba07c.jpg?im_w=720)
Home in Sarasota
4.82 out of 5 average rating, 204 reviewsPrivate Siesta Beach House Oasis with Heated Pool.
![](https://a0.muscache.com/im/pictures/7120e2a7-1d18-4c8a-a1a6-01ce301634da.jpg?im_w=720)
Home in Siesta Key
4.9 out of 5 average rating, 108 reviewsSiesta Key, FL - Casa Berano
Family-friendly home rentals with a pool
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Home in Siesta Key
5 out of 5 average rating, 132 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
![](https://a0.muscache.com/im/pictures/45866579/3d1a186d_original.jpg?im_w=720)
Rental unit in Sarasota
4.85 out of 5 average rating, 298 reviewsSarasota Downtown close to Lido Beach
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Home in North Port
4.78 out of 5 average rating, 147 reviews3 bdrm Pool Home / Quiet Cul De Sac
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Home in Cape Coral
4.99 out of 5 average rating, 217 reviewsGulf access waterfront heated pool
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Home in Siesta Key
4.88 out of 5 average rating, 124 reviews"Safe & Clean" Palm Oasis - Relax in comfort!
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Home in Cape Coral
4.92 out of 5 average rating, 160 reviewsDreamvilla Louisiana in Cape Coral
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Home in Port Charlotte
4.94 out of 5 average rating, 110 reviewsLuxury Bungalo with Pool in Port Charlotte
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Apartment in Sarasota
4.84 out of 5 average rating, 158 reviewsBest Gulf Coast Condo in Siesta Key
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