Vacation rentals in Gasparilla

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Top-rated vacation rentals in Gasparilla

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Top guest favorite
Home in Port Charlotte
5 out of 5 average rating, 68 reviews

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Superhost
Apartment in Boca Grande
4.71 out of 5 average rating, 21 reviews

Beach Chalet Gulf View

Experience the ultimate beach vacation in our stunning beachfront condo, located on the Gulf of Mexico. It offers breathtaking ocean views and direct access to pristine sandy beaches. The condo sleeps four and offers one bedroom with a king size bed with a private attached bathroom. It also has a queen size murphy bed and an additional full bathroom. The modern kitchen is fully equipped with all the essentials. Plus, the resort offers an onsite pool, fitness center, tennis courts & restaurant.

Superhost
Home in Cape Coral
5 out of 5 average rating, 3 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Guest favorite
A spacious living area features a large sectional sofa in light colors, complemented by a glass coffee table. Ample natural light enters through expansive sliding glass doors that lead to the outdoor space. Modern light fixtures hang from a high ceiling, enhancing the open layout.
Home in Port Charlotte
4.98 out of 5 average rating, 40 reviews

Escape to Paradise-Luxury Coastal Home, Near Beach

Welcome to your perfect vacation retreat! Located in the heart of South Gulf Cove, a peaceful community surrounded by stunning waterways, pristine beaches, and nature preserves. Our home is located near several of the area's best beaches, golf courses, shopping and dining options. Whether you're looking for a relaxing getaway or a fun-filled adventure, you'll find it all in South Gulf Cove. Don't miss out on the chance to escape to paradise in this beautiful South Gulf Cove home!

Top guest favorite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5 out of 5 average rating, 48 reviews

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 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!

Top guest favorite
Cottage in Placida
4.98 out of 5 average rating, 65 reviews

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.

Guest favorite
The beachfront cottage is surrounded by lush foliage, showcasing a two-story structure with a metal roof and large windows. Soft light spills from the interior, highlighting a welcoming atmosphere. A wooden walkway leads to the entrance, inviting guests to explore the natural surroundings.
Home in Placida
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!

Guest favorite
Home in Englewood
5 out of 5 average rating, 7 reviews

Stumpass home by the water with Golf cart

This 2 bedroom 2 bath is a very cozy home with an updated kitchen and all the amenities you would find at home. A 4 person Golf cart is included. Perfect location for boaters. A community boat ramp right down the street with easy access into Lemon Bay and the Gulf of America. There are hiking / walking paths and trails along with a variety of golf courses and shopping / dining options nearby. Just minutes to the beach or Boca Grande, this home is central to so much!

Top guest favorite
An open-concept living area is showcased, featuring a modern sectional sofa and a sleek coffee table. Large glass doors lead to the outdoor space, allowing natural light to fill the room. A contemporary dining area with stylish fixtures is visible in the background.
Villa in Cape Coral
5 out of 5 average rating, 64 reviews

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

Top guest favorite
A spacious living area is highlighted by a comfortable blue sofa and a glass-top coffee table, resting on a soft area rug. Exposed timber beams and stylish light fixtures create a warm ambiance. A spiral staircase leads to the upper level, while a modern kitchen is visible in the background.
Loft in Boca Grande
4.98 out of 5 average rating, 136 reviews

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.

Guest favorite
A neatly arranged sleeping area features a spacious bed dressed in a light-colored quilt. A bedside table holds a lamp that casts a soft glow, complementing the serene atmosphere. A piece of wall art depicting leaves adds a touch of nature to the decor.
Home in Rotonda West
4.91 out of 5 average rating, 22 reviews

Waterfront Escape | Sleeps 7, Close to the Ocean

Relax with the whole family at this brand new place which provides you with the comfort and space needed for your next family vacation. We are under 15 min away from the gorgeous Island, Boca Grand, and multiple other beaches. A recreational Park that offers a pool, park, and trails is withing a short drive and a canal in the backyard for canoeing, fishing and sitting by relaxing waters.

Guest favorite
Home in Englewood
5 out of 5 average rating, 7 reviews

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

Popular amenities for Gasparilla vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Charlotte County
  5. Gasparilla