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
Home in Punta Gorda
4.93 out of 5 average rating, 123 reviewsTropical themed Island style home!
20–27 Sep
Flat in Fort Myers Beach
4.9 out of 5 average rating, 193 reviewsMermaid Oasis
24 Sep – 1 Oct
Home in Fort Myers Beach
4.96 out of 5 average rating, 120 reviewsCoastal Oasis of Fort Myers Beach
26 Feb – 5 Mar
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
24 Sep – 1 Oct
Home in Sarasota
4.97 out of 5 average rating, 159 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
28 Jul – 4 Aug
Home in Fort Myers
4.94 out of 5 average rating, 107 reviewsPrivate Heated Pool and Spa
24 Nov – 1 Dec
Bungalow in Fort Myers
4.93 out of 5 average rating, 285 reviewsRowan's Retreat - Historic Downtown Fort Myers
22–29 Sep
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
14–21 Aug
Family- and pet-friendly home rentals
Home in Port Charlotte
4.84 out of 5 average rating, 155 reviewsWaterfront Pool and Dock! Great Family Retreat
7–14 Dec
Holiday home in Venice
4.83 out of 5 average rating, 110 reviews🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬
11–18 Jul
Home in Venice
4.78 out of 5 average rating, 113 reviewsSouth Venice, FL. Ideal vacation home.
3–10 Nov
Home in Cape Coral
4.96 out of 5 average rating, 156 reviewsSurfside Elegance SW Cape Coral Luxe Vacation home
1–8 Aug
Guest house in Fort Myers
4.97 out of 5 average rating, 279 reviewsChameleon Guest Cabana
24–31 Jul
Bungalow in Sarasota
4.92 out of 5 average rating, 264 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
2–9 Jul
Townhouse in Sarasota
4.93 out of 5 average rating, 242 reviewsFlamingo🦩1/2M Walk to Downtown #TheTropicalNut☀️🦩⛱🥳
22–29 Jun
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
11–18 Dec
Family-friendly home rentals with a pool
Hotel room in Venice
4.88 out of 5 average rating, 174 reviewsNear Downtown/Beach | Tropical Villas Venice Beach
7–14 Aug
Flat in Fort Myers Beach
4.98 out of 5 average rating, 124 reviewsFt. Myers Beach Condo - Location-Location-Location
4–11 Nov
Home in Rotonda West
4.9 out of 5 average rating, 152 reviews❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
29 Nov – 6 Dec
Flat in Sarasota
4.85 out of 5 average rating, 292 reviewsSarasota Downtown close to Lido Beach
28 Jun – 5 Jul
Home in Fort Myers
4.9 out of 5 average rating, 279 reviewsCaptivating Pyramid home in S Ft Myers-7019
16–23 Aug
Home in Siesta Key
5.0 out of 5 average rating, 123 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
8–15 Dec
Flat in Sarasota
4.96 out of 5 average rating, 206 reviewsPrivate 2 Bedroom Suite with Kitchenette
29 Jun – 6 Jul
Home in Cape Coral
4.99 out of 5 average rating, 211 reviewsGulf access waterfront heated pool
17–24 Nov
Destinations to explore
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- Family-friendly rentals United States
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- Rentals with pools Gasparilla Island
- Rentals with a patio Gasparilla Island
- House rentals Gasparilla Island
- Rentals with a washing machine and dryer Gasparilla Island
- Monthly Rentals Gasparilla Island
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