
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.

#1 House in #1 Location on LGI
🔝6 REASONS WHY CocoHut is the #1 HOUSE in the #1 LOCATION on 🏝️: 1. PANORAMIC VIEWS 🪟Floor-to-ceiling windows across the entire beachfront 2. SCREENED-IN LANAI 🌅Enjoy being outside more -especially for sunset dining 3. 🛏️ 3 MASTERS with MODERN, LUXURIOUS, EN-SUITES: 2 kings, 1 queen + 4th bedroom 4. 🤫 UNSURPASSED PRIVACY, QUIET & SECLUSION 🚫No overlooking neighbors thanks to 2 adjoining vacant lots 5. 😍 PURE BEACH VIEW 🛖Not spoilt by houses in the water 6. WIDEST SECTION OF SAND BEACH
4.93 out of 5 average rating, 44 reviews
Sunset Beach House
This beautiful beachfront house is located on Little Gasparilla Island with three-bedroom/two-baths. It is tucked away, just off the main drag of this quiet, “off the beaten path” island. Escape your busy life on the mainland and enjoy outdoor living space with amazing 180-degree views of the Gulf of Mexico. Enjoy your private beach path and shared dock, which is perfect for fishing! You can catch your dinner and come back to the house and grill it on deck while watching a breath-taking sunset.
4.92 out of 5 average rating, 25 reviews
LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!
4.83 out of 5 average rating, 123 reviews
Seaside Boca (Pool + Sauna + Mini Golf + Spa)
As seen on TV fun for the whole family at this new Airbnb. With its Key West vibes you’ll be sure to have a great time here! Boca Grande is just minutes away, Publix and shopping center are a short bike ride and boats are welcome as the marina is right next door. House is located in the tranquil area of Cape Haze close to Golf courses where you can stroll or bike to you hearts content. We just added a Game Room, a Pool with jacuzzi, Sauna, plus a multi court and Mini Golf (pics jus refreshed)
4.95 out of 5 average rating, 37 reviews
Island Getaway Pool-Ferry-Grocery Delivery Incl.
10-minute passenger ferry ride to this boat-access-only, car-free island Locally Owned & Operated Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Uncrowded shelled beach with Birds, Dolphin and Manatee -Venture out for Prime Fishing & Kayaking SWFlorida has to Offer There are no grocery stores or restaurants on the island, plan to bring everything you’ll need with you
4.97 out of 5 average rating, 66 reviews
Steps to Private beach, Prime Location! Dogs ok!
Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!
4.98 out of 5 average rating, 146 reviews
Dolphin Watch | Beachfront on private Beach
Dolphin Watch Welcome to Dolphin Watch, an exquisite beachfront villa located in the serene Cape Haze, Florida. This stunning five-bedroom property offers breathtaking ocean views and is designed for unforgettable beach vacations. Spanning over 3,461 square feet, Dolphin Watch comfortably accommodates up to 10 guests, making it perfect for families or groups seeking relaxation and adventure. The villa features four well-appointed bathrooms, ensuring convenience and privacy for all.
4.93 out of 5 average rating, 15 reviews
Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!
4.9 out of 5 average rating, 30 reviews
Island Getaway, Beach House, Water View, Dock
Embark on your next adventure at this unique and serene retreat that can only be reached by boat. LGI is a barrier island off the West Coast of Florida in the Gulf of Mexico between Sarasota and Ft Myers. Arrive at the island using your private boat or by boarding the water taxi, and be at our dock in just 10 minutes. There are no cars, shops, or restaurants on the island, the 7-mile beach is private and uncrowded. You can explore LGI by renting a golf cart or by walking
5.0 out of 5 average rating, 33 reviews
Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.
Relax with the whole family at this peaceful place to stay.Our home offers you at-home comfort for up to 8 people. Large spacious bedrooms, a fully equipped kitchen with breakfast bar, and multiple patios and balconies to enjoy. For winding down after a long day, spend some quality family time in our game room. Your little ones can pretend to grill up some burgers while mom and dad play a round of ping pong or get the whole family together for some board games!
4.96 out of 5 average rating, 101 reviews
Island Escape • Deep Water Dock • Quiet Beaches
Escape to Coastal Sol, a newly built 3-bedroom, 2.5-bath retreat on peaceful Don Pedro–Knight–Palm Island. A short 5-minute car ferry brings you to this bridgeless barrier island, where seven miles of uncrowded Gulf beaches, warm coastal breezes and spectacular sunsets await. Enjoy nearby deep-water dock access for boating and fishing, explore the island by golf cart or bike, and experience the laid-back Old Florida charm that makes Palm Island so special.
5.0 out of 5 average rating, 36 reviews
little Gasparilla Island Beach house-Dog friendly
Escape to Beach Hair Don’t Care on Little Gasparilla Island! This cozy 2BR, 2BA retreat sleeps 5 and is just steps from the bay and 100 yards from a private beach. Enjoy uncrowded beaches, fishing, wildlife, and water sports. Pet-friendly with a fully stocked kitchen, beach gear, boat slip, and golf cart access. Experience the serenity of this car-free island paradise, perfect for relaxing, unwinding, and making memories. Book your escape today!
5.0 out of 5 average rating, 10 reviewsPopular amenities for Little Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub

Tropical Paradise
4.98 out of 5 average rating, 116 reviews
Oz Cottage 2.9 m beach
4.95 out of 5 average rating, 481 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 66 reviews
AMAZING Cape Haze Location -community kayak launch
4.95 out of 5 average rating, 43 reviews
Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
4.99 out of 5 average rating, 73 reviews
Waterfront Condo, Private Beach Access and Pool
4.96 out of 5 average rating, 27 reviews
Manasota Key Beachfront Oasis w/ Private Jacuzzi
4.94 out of 5 average rating, 18 reviews
Coastal Retreat | Hot Tub | 8 ppl 5 min Gasparilla
5.0 out of 5 average rating, 28 reviewsFamily- and pet-friendly home rentals

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
4.9 out of 5 average rating, 211 reviews
"Lighthouse" 7 mins from Beach, direct gulf access
4.91 out of 5 average rating, 158 reviews
Poseiden House on Little Gasparilla Is
5.0 out of 5 average rating, 14 reviews
Paradise Cottage Island Oasis
5.0 out of 5 average rating, 18 reviews
Happily Ever After
4.99 out of 5 average rating, 73 reviews
Zen Oasis Private Island Home 2nd Row on the Beach
4.89 out of 5 average rating, 36 reviews
The Cottage
4.89 out of 5 average rating, 9 reviews
Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ
5.0 out of 5 average rating, 38 reviewsFamily-friendly home rentals with a pool

Sunset Beach
4.96 out of 5 average rating, 138 reviews
Jaw-Dropping Waterfront Sunset Views and Gameroom!
4.9 out of 5 average rating, 101 reviews
Heated Pool·Game Rm·Spotless.5 min to Beach. Grill
4.98 out of 5 average rating, 121 reviews
Waterfront Villa Shellflower with private pool
4.95 out of 5 average rating, 141 reviews
Beautiful Beaches at LGI Hideaway • Golf Cart
4.79 out of 5 average rating, 19 reviews
2 King Suites-Heated Pool-Beaches-EV Charger
5.0 out of 5 average rating, 16 reviews
Ibis Cottage | Beachfront Retreat on Manasota Key
5.0 out of 5 average rating, 8 reviews
Turtle Bay: Saltwater Pool Villa
5.0 out of 5 average rating, 25 reviewsDestinations to explore
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