
Family-friendly holiday rentals in Little Gasparilla Island
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Top-rated family-friendly rentals in Little Gasparilla Island
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Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!
Indoor spacesFamilyCondition
4.9 out of 5 average rating, 211 reviews
Lake Marlin Villa 2
WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.
FamilyIndoor spacesSleep quality
4.98 out of 5 average rating, 110 reviews
#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
FamilyIndoor spacesCleanliness
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.
FamilyKitchenCondition
4.92 out of 5 average rating, 24 reviews
Zen Oasis Private Island Home 2nd Row on the Beach
Wake up to dolphins, end your days with unforgettable sunsets. This dreamy beachfront escape sits directly on a private, shell-strewn beach where every walk feels like a postcard moment. Unwind to the sound of the waves at the Zen Oasis. Every angle of the home captures the beauty of the beach, sky, and trees. See thousands of stars at night with almost no light pollution. Only a 10-minute water taxi ride to paradise. This is more than a stay—it’s a beachfront experience you’ll never forget.
Indoor spacesFamilyGetting around
4.89 out of 5 average rating, 36 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!
Indoor spacesFamilyBathroom
4.83 out of 5 average rating, 122 reviews
Island Getaway, Beach House, Dock, Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.
Indoor spacesFamilyAccess
4.99 out of 5 average rating, 78 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!
KitchenFamilyCleanliness
4.9 out of 5 average rating, 30 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!
KitchenIndoor spacesAir conditioning
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.
Indoor spacesKitchenLong stay
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!
KitchenIndoor spacesBeach
5.0 out of 5 average rating, 9 reviews
Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.
FamilyKitchenCondition
4.99 out of 5 average rating, 127 reviewsPopular amenities for Little Gasparilla Island family-friendly rentals
Family-friendly home rentals with a hot tub

Tropical Paradise
FamilyKitchenAccuracy
4.98 out of 5 average rating, 116 reviews
3 miles to beach, hottub & fenced yard
FamilyKitchenBeach
4.93 out of 5 average rating, 119 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
KitchenIndoor spacesBackyard
5.0 out of 5 average rating, 65 reviews
AMAZING Cape Haze Location -community kayak launch
Indoor spacesKitchenPool
4.95 out of 5 average rating, 43 reviews
Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
FamilyIndoor spacesAmenities
4.99 out of 5 average rating, 72 reviews
Coastal Retreat | Hot Tub | 8 ppl 5 min Gasparilla
KitchenIndoor spacesCondition
5.0 out of 5 average rating, 28 reviews
Steps to Beach | Pool + Hot Tub | 2025 Remodeled!
Indoor spacesKitchenWalkability
4.93 out of 5 average rating, 30 reviews
Manasota Key Beachfront Oasis w/ Private Jacuzzi
FamilyIndoor spacesAccess
4.94 out of 5 average rating, 18 reviewsFamily- and pet-friendly home rentals

Steps to Private beach, Prime Location! Dogs ok!
FamilyIndoor spacesOutdoor spaces
4.98 out of 5 average rating, 146 reviews
"Lighthouse" 7 mins from Beach, direct gulf access
FamilyIndoor spacesBathroom
4.91 out of 5 average rating, 157 reviews
Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
KitchenFamilyBeach
5.0 out of 5 average rating, 106 reviews
Island Home & Casita, Pool, Golf Cart, Beach
KitchenFamilyCheckout
4.93 out of 5 average rating, 172 reviews
Paradise Cottage Island Oasis
KitchenFamilySleep quality
5.0 out of 5 average rating, 18 reviews
Happily Ever After
Indoor spacesFamilyAir conditioning
4.99 out of 5 average rating, 73 reviews
The Cottage
KitchenFamilyBathroom
4.89 out of 5 average rating, 9 reviews
Waterview Vacation Retreat Close To Ocean
FamilyIndoor spacesCondition
4.91 out of 5 average rating, 22 reviewsFamily-friendly home rentals with a pool

Sunset Beach
Indoor spacesFamilyBeach
4.96 out of 5 average rating, 137 reviews
Jaw-Dropping Waterfront Sunset Views and Gameroom!
Indoor spacesFamilyBeach
4.91 out of 5 average rating, 100 reviews
Waterfront Villa Shellflower with private pool
FamilyIndoor spacesCheck-in
4.95 out of 5 average rating, 141 reviews
Stunning Bay Waterfront! Jaw dropping Water Views!
KitchenFamilyQuiet
4.99 out of 5 average rating, 143 reviews
Entire Beachside Condo! Don’t worry Beach Happy!
Indoor spacesFamilyNearby
4.8 out of 5 average rating, 173 reviews
Island Getaway Pool-Ferry-Grocery Delivery Incl.
Indoor spacesKitchenSleep quality
4.97 out of 5 average rating, 66 reviews
Beautiful Beaches at LGI Hideaway • Golf Cart
Indoor spacesFamilyCheckout
4.79 out of 5 average rating, 19 reviews
Turtle Bay: Saltwater Pool Villa
KitchenIndoor spacesWalkability
5.0 out of 5 average rating, 25 reviewsDestinations to explore
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