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Little Gasparilla Island Vacation Rentals

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Little Gasparilla Island Vacation Rentals

About Little Gasparilla Island

800 house rentals

Gulf Front Beach Condo (Little Gasparilla Island)

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / Sleeps 5

“Amazing place with amazing views!” Loved our stay at Pam’s unit. The two bedrooms worked great for us and our girls. Our girls enjoyed seeing the manatees and dolphins on the ferry rides to and from the island. They saw dolphins every day of the trip!

$189

1 / 38

RoseMary's Beach House: Beachfront Elegance

Little Gasparilla Island house

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 3 hours 59 minutes

$279

1 / 22

Island Home Retreat PRIVATE DOCK Free Kayaks Free Wi-Fi

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 1 hour 35 minutes

$193

1 / 13

Hibiscus House - Beachfront Bliss on the Gulf!

Little Gasparilla Island cottage

3 bedrooms / 2 bathrooms / Sleeps 5

“Tom Sawyer for one month” This was the first time we have ever done this kind of vacation--one month on an island. It was terrific!! Ran on the beach with our dog; great ocean (I know its the Gulf); very friendly folks; great fishing and a tremendous

Responds fast! avg. 3 hours 59 minutes

$400

1 / 33

Gasparilla Villa-Private Dock, 6 Kayaks, Internet

Little Gasparilla Island house

2 bedrooms / 2 bathrooms / Sleeps 6

$192

1 / 21

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / Sleeps 4

$171

1 / 28

Sea Star Beach House: Sunsets Galore!

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / Sleeps 7

Responds fast! avg. 3 hours 59 minutes

$314

1 / 16

Coconut Hideaway: Gulf-Front Dream House!

Little Gasparilla Island villa

3 bedrooms / 3 bathrooms / Sleeps 6

“The island get away that so many resorts promise you...but this” I've been here a few different times, and I'm always sad to leave. It is the island get away that so many resorts promise you...but this is the real thing! The beach is very secluded, an

Responds fast! avg. 3 hours 59 minutes

$314

1 / 46

Serenity Cottage on Little Gasparilla Island

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 3 hours 59 minutes

$200

1 / 22

BEACHFRONT | Beautiful | Relaxing Views of the Gulf | Little Gasparilla Island

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 3 hours 43 minutes

$145

1 / 24

Coconut Palm Cottage - Tropical Beach Getaway

Little Gasparilla Island cottage

2 bedrooms / 3 bathrooms / Sleeps 4

Responds fast! avg. 3 hours 59 minutes

$200

1 / 25

Lucky Me ! A Waterfont Retreat

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 57 minutes

$230

1 / 42

LaTeDa Beach House

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 3 hours 22 minutes

$314

1 / 14

Island Dream House

Little Gasparilla Island house

3 bedrooms / 3 bathrooms / Sleeps 10

Responds fast! avg. 3 hours 59 minutes

$300

1 / 20

Angler's Paradise - A Fisherman's Dream!

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 3 hours 59 minutes

$200

1 / 21

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / Sleeps 6

$255

1 / 12

"The Round House" - An Island Original!

Little Gasparilla Island cottage

2 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 3 hours 59 minutes

$320

1 / 38

Sundance Beach House

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / Sleeps 8

$286

1 / 13

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 17 minutes

$138

1 / 26
Viewing 38 of 800

About Little Gasparilla Island

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The southernmost of three islands which includes Don Pedro and Palm Islands, Little Gasparilla Island is truly a tranquil paradise, and the perfect place to live out your desert island dream.

Why not find your perfect beachfront vacation rental by browsing FlipKey’s collection of Little Gasparilla Island properties?

About Little Gasparilla Island

The islands of Don Pedro, Palm Island and Little Gasparilla were once separate islands, until a hurricane in the 1960s closed the passes and destroyed the bridge from Little Gasparilla to Palm Island. Today, they are one island, and the bridge has never been rebuilt. There are no roads or cars on Little Gasparilla, giving it a lost-in-time atmosphere, accessible only by water taxi. 

It’s said that the island was initially settled by the notorious pirate Jose Gaspar, after whom it takes its name, and he was said to have built a palace at Boca Grande. Whether he existed or not, the island today has become a popular attraction for vacationers from the surrounding area.

Shop at the fish market in Placida on the mainland and bring your supplies across by water taxi.

What to do

With no stores or restaurants on the island, all that’s left to do is enjoy a thoroughly relaxing vacation. With 7 miles of pristine sand beaches, you can laze in the sun, go swimming or spot sea turtles, dolphins and manatees. Enjoy a charter fishing trip, rent a boat, or go shelling on the beach – you can even find plenty of prehistoric shark’s teeth here, and spot starfish, conchs and sand dollars. It’s not uncommon to find the beach completely empty, particularly outside of peak season, and bird watching for blue herons, osprey and white pelicans is a popular pastime.

Take a trip to Little Gasparilla Island State Park, or enjoy the 7.5 mile walk from the south tip of the island to the north tip of Palm Island, for a lovely way to spend a sunny afternoon.

Top Little Gasparilla Island travel tips

The nearest airports are Sarasota Airport, just over an hour to the north, and Fort Myers, an hour to the south.

There’s a restaurant at Palm Island Resort (with an extensive menu), but otherwise you’ll need to head to the mainland by water taxi for dinner (or cook at your vacation rental).

You can call for a water taxi to pick you up at the local marina on the mainland – just tell them your dock number and they’ll drop you directly at your vacation rental.

Step back in time with a vacation on Little Gasparilla Island – it’s the best way to escape it all, whether you’re enjoying a family vacation or a romantic retreat.

With over 300 villas and condos to choose from, you’re sure to find your perfect tropical island getaway with FlipKey!

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