Vacation rentals in Gasparilla

4.97 out of 5 average rating, 106 reviews

Villa in Cape Coral

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

5 out of 5 average rating, 43 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

5 out of 5 average rating, 24 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!

4.95 out of 5 average rating, 132 reviews

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

5 out of 5 average rating, 5 reviews

Home in Rotonda West

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

5 out of 5 average rating, 36 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 7 miles 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!

4.89 out of 5 average rating, 27 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!

4.98 out of 5 average rating, 53 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.

4.95 out of 5 average rating, 38 reviews

Canal home with heated pool, close to everything!

Close to everything! Salt Water Canal, pool, clean, serene!! Situated nicely near beaches, golf, bike paths, lovely kayaking, boating, restaurants. Come enjoy our home. Relax in our clean and comfortable home. Close to everything! Amenities pictured in the photos section are available at no extra charge, ask for availability. Pool has the option to be heated, but requires an additional charge per day. Our house is your house!

4.99 out of 5 average rating, 75 reviews

Villa in Rotonda West

Secluded Paradise,Heated Pool,Beaches and Golf n.

Our stunning retreat is designed for comfort and relaxation - with a spacious living room, fully equipped kitchen, and inviting bedrooms that can accommodate up to six guests. Enjoy the serenity and privacy of a pool area without neighbors, perfect for unwinding in peace. Savor delicious outdoor dining and stay connected with high-speed internet via STARLINK. Don't miss out on this amazing opportunity to escape to paradise.

5 out of 5 average rating, 9 reviews

"Salt of the Sea" - beachfront and pet friendly!

Brand New to the Rental Market! Experience the ultimate escape at "Salt of the Sea," a charming 1 bedroom/ 1 bathroom beachfront cottage located on the serene Little Gasparilla Island, a unique bridge-less barrier island. Here, you'll find no stores, no restaurants, no bars, and no cars – just pure relaxation and a chance to unplug from the hustle and bustle of everyday life.