Holiday houses in Little Gasparilla Island

Bayfront “Boat House” w/dock and island beach Lux!

Waterfront guest house of a secluded 5-acre, bay-to-beach compound on private Little Gasparilla Island. Water all around! Dock in front, beach out back. Nature abounds. Great boating, fishing, sunning, shelling, birding, etc. Outdoor kitchen, fire pit, beach gear (chairs, games, shades) and paddling gear (kayaks, SUPs). Fun for kids and adults! . TRULY UNIQUE! See pictures & reviews. 2Bedroom (1K, 1Q), 2Bath. Experience Old Florida in modern comfort. Boat access only, WATER TAXI available.

Family · Location · Walkability

Paradise Cottage Island Oasis

An enchanting, GROUND LEVEL tropical Palm Island paradise that delivers the epitome of off the grid, private island living. 7 minute walk to sugar sand beaches offering buckets of seashells, shark’s teeth & award winning sunsets! Return home to your private, swimming pool surrounded by mature, tropical foliage that has the look and feel of a Caribbean resort. Follow the winding path that leads to the harbor with dock: toss a line, boat to no bridges out to GOM, launch kayaks, take in nature!

Family · Location · Indoor spaces

Modern Island Oasis: steps2beach

🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1

Family · Location · Getting around

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.

Value · Location · Checkout

Island home w/POOL, Private DOCK & BEACH access!

Forget the crowds, if you're dreaming of a private beach escape, this spot has you covered! Located on the private Palm Island-ONLY accessible by 5 minute car ferry or private boat. Relax in this 3BR/3BA private retreat with a PRIVATE POOL & PRIVATE DOCK w/power&water in the backyard. Private BEACH access across the street, ultra comfortable premium mattresses, beach chairs/toys, kayaks, plus a fully equipped kitchen, outdoor dining space with grills easy for coastal living. No bridges to gulf!

Location · Family · Amenities

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

Value · Family · Comfort

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.

Family · Location · Accuracy

The Shelborne Ocean Front Residence

Discover coastal bliss in our 3BR beachfront residence. Immaculate interiors, breathtaking views, and a private beach await. Enjoy modern amenities, gourmet kitchen, and outdoor dining. Walk to top-notch dining. Your upscale beach getaway begins here! Please note: the current photos were taken prior to the recent hurricane. While the home has been beautifully restored, some furniture and décor may differ from the images shown. We will be updating the listing with new photos soon.

Location · Value · TV

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.

Family · Location · Accuracy

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Family · Value · Decor

Happily Ever After

Welcome to our treehouse!! Surrounding our home are wonderful sea grapes and palms. If you like privacy look no further. We are off the main path. We encourage our guests to unwind on our spacious screen porch with chairs, and tables. Be prepared for loads of sun and fun. Our rental includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

Family · Location · Bathroom

Island Escape • Quiet Beaches • Great Value

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.

Location · Family · Cleanliness