Vacation rentals in Gasparilla

4.96 out of 5 average rating, 53 reviews

Condo in Placida

Tropical Island Getaway with Ferry & Parking Incl.

*Book to stay in 2025 receive Free island grocery delivery & staging * Come Enjoy our Locally Owned and Operated, Newly 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 Gated Mainland Parking & Ferry to the Island incl. Walk over the Boardwalk look left & right–seeing Uncrowded Shore, Birds & Dolphin or Venture out for the most Prime Fishing & Kayaking Florida has to Offer

4.99 out of 5 average rating, 214 reviews

Home in Cape Coral

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

5 out of 5 average rating, 21 reviews

Family Tides on LGI - Golf Cart Included

Accessible only by boat or private water taxi, "Family Tides" is nestled on Florida's Gulf Coast island of Little Gasparilla Island, or LGI as the locals call it. LGI is next to Boca Grande and its world famous Tarpon fishing, but offers a uniquely secluded and relaxed atmosphere consisting of 7 miles of undisturbed beach, unpaved cart paths that wind through lush tree canopies, and an old Florida vibe that will make you forget the mainland while you create memories with family and friends!

5 out of 5 average rating, 21 reviews

Home in Rotonda West

Beautiful Floridian Oasis

Bring the whole family to this great place with lots of room for fun. Home has large open layout that is perfect for family or entertaining. You will love the spacious feel of the high ceilings and large windows that flood the home with natural light overlooking the beautiful views of pool and tropical landscape. Outdoor lanai is perfect for enjoying the Florida lifestyle. Spa spills into a heated pool with a beautiful outdoor kitchen/grilling area. Close to Boca Grand & Englewood beach.

5 out of 5 average rating, 29 reviews

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7miles of undisturbed white sandy beaches. Embrace the old Florida island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

5 out of 5 average rating, 38 reviews

Coconut Paradise POOL! Little Gasparilla Island

Just Ask!! Beach pics since storms. All cCleaned up! House is 100% and Beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!

4.95 out of 5 average rating, 40 reviews

CocoHut

CocoHut has a private beach on a secluded barrier island; accessible only by boat to owners+guests. 2 vacant lots to the south & vegetation to the north, mean there is absolutely no overlook from neighbors. It’s THE ultimate spa for your soul! Look out onto the sea shimmering in the sun; commune with the clouds crossing a canvas of blue; soak in sunsets & gaze at a galaxy full of stars, free from light pollution. Choose 1 or all, just know you'll relax & refresh your body & soul.

5 out of 5 average rating, 21 reviews

Home in Englewood

Lux Home on Gulf w/Private POOL & 100ft 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 100 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!

4.98 out of 5 average rating, 48 reviews

Cottage in Placida

West Coast Island Retreat, Simply Adrift Cottage

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off FL'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.

4.88 out of 5 average rating, 190 reviews

Condo in Englewood

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

5 out of 5 average rating, 7 reviews

Home in Englewood

5 Miles to Beaches | Cozy Home with Sunroom

Your Gulf Coast escape awaits at this retreat in Englewood, FL! Our 2-bedroom, 2-bath home features comforts like free WiFi, and a full kitchen. Soak up the sun at Manasota Key Beach, hit the links at a nearby golf course, or explore some of Florida’s beautiful state parks in the surrounding area! After a day of adventure or relaxation, you can sit back and unwind in the screened porch or get cozy with a movie on the Smart TV.

4.98 out of 5 average rating, 120 reviews

Loft in Boca Grande

The Loft on Park Ave--Boca Grande FL

We survived the old 1-2 of Huricaines, Helene and Milton and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.

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Other great vacation rentals in Gasparilla

5 out of 5 average rating, 9 reviews

Bay view and possible two family rental!

SugieRating, 5 stars1 month ago

A real Getaway! A must do! Salt life sandy toes amazing sunrise and sunsets. House is in a great location. Over the top phenomenal. PLEASE GO!

4.93 out of 5 average rating, 28 reviews

Home in Nokomis

Last minute June ,House 2 Mil beach .Pets welcome

ErinRating, 5 stars1 month ago

Great location, clean and cute. A great size for a large or small group of people

4.91 out of 5 average rating, 35 reviews

Home in Venice

Second home vacation rental

ToddRating, 5 stars1 day ago

Great stay. Best value in the entire area! Super clean, had everything we needed, quiet, very comfortable, and close to Manasota Beach and the other beaches. Leroy super available and helpful. We came down to naturally do some sharktooth hunting and asked if the beach supplies included a sand rake and a sifter. It didnt, but he went and purchsed them for the house - So thye do now! All the beach equipment was very good quality and great to have. 5-stars does not mean its like the Ritz Carleton; it means amazing value, great location, needed nothing, had no issues, would defintiely go back. Its not super modern (not important to us) but very comfortable. From a renter's perspective I would note a couple reminders (all clearly mentioned in listings details BTW, no suprises), Keurig coffee maker only (if you are a picky coffee person), no dishwasher (not important to us), no hair dryer (not important to us), no ice-maker in fridge (not important to us). Great stay!

4.91 out of 5 average rating, 113 reviews

Home in Fort Myers

SWFL: Lake McGregor Home - Entire Home!

JakeRating, 5 stars1 month ago

We had a fantastic day for our week in Fort Myers. The house was very clean and looked exactly like the pictures!

5 out of 5 average rating, 3 reviews

Home in Cape Coral

Modern Comfort: Spacious Home, Garden View

DeanRating, 5 stars15 months ago

The host was amazing always easy to get a hold of. They even called to check on me and my accommodations. Beautiful home and great neighborhood quite and relaxing . would recommend this stay to anyone wanting to feel welcomed.

4.76 out of 5 average rating, 136 reviews

Home in Venice

Vacation home by Shasta Rd

JudithRating, 5 stars2 months ago

The house was comfortable, and the kitchen was well stocked with all the dishes and cookware we needed. The location overlooking the pond is a highlight. The many kinds of birds that come onto the lawn and right onto the patio are fun to watch. As are the turtles and alligators that swim by all the time! The water in the area isn’t great, so there is a reverse osmosis filter in the kitchen for drinking and cooking water. But the water in the rest of the house isn’t filtered, so the water in the tub and toilets and laundry is a little amber colored. It didn’t affect our clothes in the laundry, and we used bottled water to brush teeth, so it was fine. Overall, we really enjoyed our stay, and would come back again!

4.97 out of 5 average rating, 194 reviews

Home in Port Charlotte

Full home, Low Cleaning fee, heated salt pool.

TaylorRating, 5 starstoday

Just a couple minutes after we left, the owner sent me a message letting me know I forgot some clothes in the dryer. I was able to turn right around and grab them. They thanked us for how clean we left the home. The kids loved the game room. Backyard was really nice! Would stay again.