Family-friendly holiday rentals in Little Gasparilla Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Little 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 Little 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!
25 Dec – 1 Jan
Home in Fort Myers Beach
4.96 out of 5 average rating, 120 reviewsCoastal Oasis of Fort Myers Beach
7–14 Dec
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
15–22 Dec
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
5–12 Oct
Flat in Fort Myers
4.94 out of 5 average rating, 114 reviewsQueen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!
11–18 Aug
Home in Fort Myers Beach
4.94 out of 5 average rating, 107 reviewsLuxury Waterfront Escape Near The Beach C1
23–30 Jul
Home in Fort Myers
4.94 out of 5 average rating, 108 reviewsPrivate Heated Pool and Spa
11–18 Oct
Home in Cape Coral
4.9 out of 5 average rating, 130 reviewsVilla Scottsdale -Waterfront Home with Pool
3–10 Jun
Family- and pet-friendly home rentals
Home in Venice
4.78 out of 5 average rating, 113 reviewsSouth Venice, FL. Ideal vacation home.
8–15 Nov
Home in Cape Coral
4.96 out of 5 average rating, 158 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
8–15 Mar
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
13–20 Oct
Home in Port Charlotte
4.84 out of 5 average rating, 155 reviewsWaterfront Pool and Dock! Great Family Retreat
30 Aug – 6 Sep
Apartment in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
27 Feb – 6 Mar
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
19–26 Sep
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
27 Oct – 3 Nov
Family-friendly home rentals with a pool
Home in Port Charlotte
4.85 out of 5 average rating, 213 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
16–23 Jul
Home in Cape Coral
4.87 out of 5 average rating, 178 reviewsRecently Renovated Home with Pool in SW Cape Coral
20–27 Oct
Home in Rotonda West
4.9 out of 5 average rating, 152 reviews❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
26 Nov – 3 Dec
Hotel room in Venice
4.88 out of 5 average rating, 177 reviewsNear Downtown/Beach | Tropical Villas Venice Beach
26 Oct – 2 Nov
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
14–21 Jul
Flat in Sarasota
4.96 out of 5 average rating, 207 reviewsPrivate 2 Bedroom Suite with Kitchenette
15–20 Jun
Apartment in Siesta Key
4.94 out of 5 average rating, 138 reviewsSea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
20–27 Jul
Home in Port Charlotte
4.94 out of 5 average rating, 109 reviewsLuxury Bungalo with Pool in Port Charlotte
2–9 Nov
Destinations to explore
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Naples Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Tampa
- Family-friendly rentals Naples
- Rentals with a firepit Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Monthly Rentals Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
- House rentals Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Apartment rentals Little Gasparilla Island
- Rentals with beach access Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Rentals with a washing machine and dryer Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Family-friendly rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Rentals with outdoor seating Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Family-friendly rentals Charlotte County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom