Little Gasparilla Vacation Rentals                                                                             
Your source for the most beautiful vacation rentals on Little Gasparilla Island!


Bud and Laurie Gaines    • LLC         

Terry Simms, On-Island Guest Services

Louisa Mahoney, Booking Manager                                                                                                              







Brought our two teens down to Florida for a family spring break getaway. This was our second VRBO vacation and a second win, Pelican Place was fabulous. Laurie the manager was fantastic and quick with every question we had. Little Gasparilla itself? No cars, no stores, just the quietest and mellowest place to spend time as a family. Brought books, movies and sunscreen, done. There is a Publix right down the road from the marina, stocked up on grub and refreshments, hopped the friendly 10 minute water taxi and settled in. The house is so new, its just immaculate. Tons of fun water toys and kayaks. Great outdoor shower for rinsing sand and cooling overheated skin. And the beach is everything they say, not crowded, super clean, and more shells than you can shake a stick at. We snorkeled up and down the shore and found pristine sand dollars, small conch shells and just all sorts of beautiful shells. Kitchen was great, tons of spices and basic staples, which we simply added to with our grocery run. The upper deck is the spot for some games and book lounging, engaged in a marathon game of Stratego while soaking up the clean Florida air. If you need constant entertainment and "on the go" vacations, this place is not for you. If you want to unwind, get away, read, watch movies, bond as a family, play games, lounge on the beach, sunburn, and cook fun family dinners each night, this IS the place for you. Loved it and would consider returning without hesitation once we rebuild the family vacation fund. With places like this on VRBO we will never stay in a hotel again for vacations.

We recently visited Surf's Up and found it to be a wonderful place. It is delightfully decorated and the owners obviously take great pride in their house. The kitchen, living and dining area is perfect for family gatherings and all look out through a screened lanai to a pristine beach and gorgeous ocean. The property is directly beachfront.The sleeping accommodations are very nice for a large group and the house is well-stocked with linens and kitchen equipment. In summary this is a lovely property and I would highly recommend it for a stay on Little Gasparilla Island.

We love this place! We found the island in 2005 and stayed somewhere other than Chateau le Mer - never again. After a few busy years with teenage kids in sports and other activities, things have now settled down and we go back every time we can now – there is no other place we want to vacation - and even though we just returned from a perfect week long getaway at the end of January it already feels like it is way past time to plan another trip. The house is gorgeous, clean and comfortable – you just have to see it - every detail is there, from the beautiful moldings to the gorgeous bathrooms, both with tiled showers and one with a wonderful separate soaking tub, the two floor to ceiling sliding glass doors on the first floor that give you an amazing ocean view, two magnificent stain glass windows, two bedrooms upstairs with sliders onto a balcony overlooking the ocean. Everything you need except food and your swimsuit. Lots of towels, beach towels, dishes, pans, kickboards, noodles, umbrellas, etc. Add in the gopher tortoises living in the yard, the dolphins and manatees swimming down the shoreline, the chameleons everywhere, for my husband the fishing off the beach and off the dock on the bay side, more shells than you can imagine - paradise found! We enjoy it as a couple and there is also plenty of room when our adult children are able join us. We’ve spent five weeks there since May 2011, and haven’t found a time of year yet that we don’t love. We sleep upstairs and wake to the view of the ocean every morning and the lounges on the screen porch are perfect for napping after a hard day at the beach. Little Gasparilla Island is a jewel – the only place I’ve ever been that I truly would not mind never going home from. We sometimes rent a boat when we are there and really enjoy exploring the intercoastal – and the water taxi is easy and prompt if we want to go somewhere and don’t have a boat – but for the most part we really just don’t want to leave the island once we’re there. Some folks do breathing to calm themselves when they are stressed out – me – I just close my eyes and think of the water swirling around my ankles as I shell at the south point of the island. In fact, I can hear the ocean calling me now… Thanks for allowing us to share your island home!

Had a wonderful stay ! House comfortably accommodated eight people (6 adults, 2 kids). The kitchen was well equipped with everything we needed. The weather was perfect for the first week of February 75 - 80 degrees mostly sunny. The Gulf was chilly at 60 degrees, but way better than the frozen lakes back home. Fishing off the dock was good - live shrimp is the ticket ! Have a fish cleaning table with running water right on the dock. Tried to catch some blue crabs for dinner with no success. The kayaks were perfect to explore the bayside. Watched dolphins every day and had some feeding right under the dock. The hassles of getting your food and drink and water taxi to the island are soon forgotten as “island time” sinks in. Nobody wanted to leave!


This little House was perfect for our first trip to LGI. Lots of extra touches that made it special. Very short walk to either the dock side or the beach side of the island. The managers were very responsive and easy to work with as well. Definitely recommend!


"Lovely house in pristine condition and fabulous view of the surf!  Even the rain storms are beautiful rolling in on the beach.  Laurie and Buddy are patient and attentive to al questions and just wonderful to work with all around.  You should consider showing a better picture of the deck underneat as current pics don't do it justice.  It's perfect for relaxing between swinms, watching the rain, and would be ideal for watching children play out of the sun.  I can't wait to take my husbad back!  Thanks for an awesome vacation!!!"

"we had a wonderful time at the round house. we especially enjoyed the great view from the living room and the breakfast bar. You could just sit there and watch the waves all day long! The house is very charismatic clean, and makes you feel like home. it has a 360 degree porch so there is always a spot to catch either shade or sunshine. you are basically right in the water and can watch dolphins from the living room or porch. The e-mail communication with the manager/owners is fantastic. no worries about anything, so we booked the water taxi in advance and the concierge brought our belongings to the round house with the golf cart. We had a fascinating and very enjoyable stay.

"Headed home from an amazing week on Little Gaparilla Island in Knee Deep Beach house & I would give anything to be staying longer! This house can not be any better as far as location goes, you are literally, maybe two feet from the surf when you come off of your lower deck. The entire front of the house opens up with sliding glass doors & when sitting in the living or dinning area it appears that you are actually on the water, like you're on a boat instead of in a house! The house is well stocked with things to make your stay comfortable! You won't spend very much time indoors but if you had too, you'll feel right at home. I can't imagine they're being a much better place to stay for the price & size, on this amazing island! You're only about 300 yards from your dock on the bay side which is nearly as beautiful as your view of the Gulf of Mexico on the beach side! We saw dolphins from the front porch, done some great fishing & explored the island to find mangroves where we saw manatee & an array of birds! There were 6 of us including our 2 small kiddos & everyone is raving over our stay & trip! There was something for everyone. We cannot wait to make it back next year to Little Gasparilla Island & our little slice of Heaven, Knee Deep Beach house!!!

"The home was absolutely incredible! We took our children and had a long weekend...and it was most refreshing and very comfortable! The house is in such close proximity of the beach and gives a family a lot of privacy. We also appreciated the owners very much! They worked with us at the last minute to rent us the house. I have rarely ever dealt with such fine people. They really are the most hospitable family, very patient and kind! If you are planning a trip to island I would highly recommend renting from them!

"Dream vacation!   I have to say, without a doubt, that our one week vacation on Little Gasparilla island was the best week I have ever spent. The Sea Star cottage was clean and comfortable. Spectacular gulf views greeted you every time you walked out the door or looked out a window. Laurie was amazing and so easy to work with! Brett was punctual and a great help with getting us to and from the dock. It was difficult to leave paradise but we will return!

“Wow is all we can say! What a terrific island and a fabulous vacation! The house is great. We have rented vacation homes over the years and this one takes the cake! I've never seen such a well stocked home. They have everything you could possibly need. The bathrooms have shampoo, conditioner, and everything from dental floss to a complete medical kit. The kitchen has every herb and spice you would need on your trip. There is olive oil and at least four different vinegars, flour, sugar, baking soda, etc. The kitchen is equipped with good pots and pans, and almost everything you would need to prepare a good meal. There is a food processor, hand held mixer, waffle iron, blender, nice set of knives, lots of nice cooking utensils, numerous baking sheets and a good selection of different size bowls. The kitchen is truly the most fully equipped rental house we've ever seen. Overall the home is great. Perfect for a single family. The screen porch is terrific if you've had a little too much sun or just want to spend the afternoon reading or napping. The only thing we can say, is you have to be prepared for this type of vacation. There aren't any stores or restaurants on the island. You either bring it with you or you don't have it. It just takes time preparing and being organized and you'll have a wonderful stress free peaceful vacation.”

For more information on how YOU can enjoy a vacation on Little Gasparilla Island, e-mail us now!