Little Gasparilla Vacation Rentals

01/02/2025

SNEAK PEEK! Big Blue is back, and thanks to renovations inspired by well-known designers Helene and Milton (!) its views are now better than ever! Stunning vistas of the Gulf can be enjoyed from nearly every room in the house, including the master bedroom! The new downstairs deck offers a cool and shady spot to lounge in the Gulf breezes and escape the sun while still being just steps away from the beach. Check availability on our website; www.littlegasparilla.com/big-blue

09/25/2024

Beachfront Beauty! Alden’s Retreat is a 3 bedroom cottage just waiting to welcome you to the beach! It sits at the edge of the dune and the beautiful Gulf of Mexico is in your front yard! This is a perfect snowbird escape: newly renovated kitchen, front porch overlooking the beach, back porch overlooking the south canal and a private dock slip right behind the house for the ultimate in convenience. Check out the website for winter availability and be sure to ask about our discounts for booking one month or more: www.littlegasparilla.com/aldens-retreat

09/24/2024

Here is another great cottage on Little Gasparilla Island available for long-term rental! Island Sunrise offers three bedrooms, two baths, views of the bay just steps away and only a 3 minute walk to the beach! You can fish off the dock and rent a boat during your stay for ultimate convenience. Little Gasparilla offers grocery delivery service so you don’t even have to leave the island. Enjoy the peace and privacy of one of Florida’s last true barrier islands. Island Sunrise is newly renovated, and offers outdoor dining downstairs. Ask about a discount for stays of one month or more and remember to book via this website to save VRBO booking fees! www.littlegasparilla.com/island-sunrise

09/23/2024

This charming two bedroom beachfront cottage is available to welcome snowbirds...and it is also still open for Thanksgiving! It offers a renovated kitchen, wi-fi, dock access at Dock 26 (near the north end of the island) a lovely porch overlooking the Gulf of Mexico and one of the most desirable locations on the island! There are views of the beach from every room in the house and you are so close to the beach that the sound of the waves will lull you to sleep each night. You can easily walk to the dock to fish -- or fish right off the beach. There are shells and sand dollars, shark's teeth and stunning sunsets galore. (March is open until 3/26.) This cute and cozy cottage is a perfect retreat for the winter.....and don't forget to ask about a discount for stays of a month or more. Book via the website to avoid VRBO booking fees. www.littlegasparilla.com/sea-turtle-cottage

09/20/2024

Living Well is available for your winter escape! This cute and cozy 2 BD cottage is just a 2-minute walk from the beautiful pristine Little Gasparilla beach. The home sleeps up to 6, is pet friendly and perfect for a snowbird retreat! Ask about a special discount for stays of one month or more! There is fabulous fishing from the dock or the beach; your rental includes access to a dock slip should you bring a boat or rent one during your stay. The island offers lots of peace and privacy, many species of shorebirds, shells and spectacular LGI sunsets. There is a comfortable screened porch upstairs for outdoor dining and relaxing, plus a whimsical downstairs "tiki" bar perfect for preparing your sunset drinks. Sink your toes in the sand this winter and experience what Living Well truly means! Book via the website and avoid VRBO booking fees. www.littlegasparilla.com/living-well

09/19/2024

Check out The White Pelican! Now available for bookings late Fall, Winter and Spring 2025. This 3 BD, 2 BA home sits on tranquil Seagrape Lane near the middle of Little Gasparilla Island. Includes access to Dock 51 if you wish to rent a boat or bring your own. Lots of indoor and outdoor living area....large decks and yard. Cute tiki bar downstairs for entertaining and parties. Best of all, it is just a short walk down Seagrape Lane to our beautiful, pristine beach. Pet-friendly too! Ask about a discount for a booking of one month or more! Book via the website to avoid VRBO booking fees!
Spend a week -- or the entire winter -- at The White Pelican! www.littlegasparilla.com/white-pelican

09/18/2024

Just a two-minute walk to the beach! Seahorse Hideaway on beautiful and tranquil Little Gasparilla Island is currently available for the upcoming season, offering a cute and cozy escape from winter chill! This two bedroom, 1 bath cottage offers a king bed plus two twins. The dock is conveniently located just a one-minute walk from the house. You can bring your own boat or rent one locally. Ask about a discount for rentals of one month or more! No booking fees when you book through the website. Convenient location, friendly neighbors and great sunsets every evening! Check the website for more photos and details! www.littlegasparilla.com/seahorse-hideaway

07/05/2024

View of July 4th fireworks from the front porch of Coconut Hideaway Beachhouse!

07/05/2024

July 4 fireworks from the front porch at Coconut Hudeaway Beachhouse!

06/20/2024

We still have a few homes open for JULY 4! Enjoy fireworks on the beach and watch the traditional island golf cart parade! July 4th celebrations are an island favorite!
BEACH BUZZ is newly renovated with beautiful beach views.
ALMOST HEAVEN is just steps to the beach with lots of outdoor living area.
KEY2THESEA offers peace and privacy in an off-the-beaten-path location at the south end of the island.
ISLAND SUNRISE overlooks the bay, is newly renovated and is just steps from the dock.
POSEIDON'S DREAM is a charming, newly renovated bayfront cottage at the north end with a private dock.
A SUNSET COTTAGE is direct beachfront with a private dock on the south canal. Ultimate convenience!
Check out these houses and more on our website; book direct and avoid VRBO booking fees. http://www.littlegasparilla.com

05/14/2024

Rare availability for Memorial Day! Seadated is a stunning, family-friendly 4 bedroom GULF FRONT home! It has been newly renovated and is currently available for the holiday weekend! Sleeps up to 8 comfortably with lots of outdoor living area. Large decks on the main floor, upstairs off the master bedroom and downstairs below the house offer lots of space to spread out and relax. Your rental also includes free kayaks and paddle boards and access to a slip at the community dock! What a great way to kick off summer...with a Memorial Day visit to Seadated! Book via the website to avoid VRBO booking fees. www.littlegasparilla.com/seadated

05/09/2024

Sneak peek at the new and improved Big Blue. It has taken 18 months since the hurricane, but one of the island’s most popular beachfront rentals is finally nearing completion. It has new furnishings, new bedding, new railings, new boardwalk and a new roof! One thing that hasn’t changed is its great beach views and the stunning sunset panorama! Interior photos to follow.

03/06/2024

Give Mom something different for Mother's Day this year! Book a Mother's Day Getaway to Little Gasparilla Island and indulge her with sand dollars, shells and shark's teeth! We still have several homes open for Mother's Day, and a relaxing weekend on the beach with friends and family is a most thoughtful gift! (Ask about a late checkout to enjoy a full day on the beach!) The weather in May is beautiful, the beach is even less crowded than usual and a family weekend is the best way to enjoy the island! Book direct through the website to avoid VRBO booking fees. There is still availability for Memorial Day too! Visit our website to see if your favorite beach cottage is available! www.littlegasparilla.com

02/14/2024

Happy Valentine’s Day!

01/13/2024

Newly renovated following Hurricane Ian and ready for your next LGI getaway! Dream Catcher is a stunning, spacious home and one of Little Gasparilla’s most luxurious rentals.

01/10/2024

Due to a cancellation, the iconic Round House -- one of the island's most popular rental cottages -- is now available for March and April! If you have procrastinated planning your winter getaway, now is your chance to experience true LGI beachfront living! You can't get much closer to the beach than the Round House! Available starting March 5. 2 BD, 1 BA, sleeps 4-6. Book via our website to save VRBO booking fees. www.littlegasparilla.com/round-house

12/28/2023