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Vacation Rentals & House Rentals in Little Gasparilla Island

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Vacation Rentals & House Rentals in Little Gasparilla Island

About Little Gasparilla Island

870 house rentals

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 2 minutes

1 / 24

Gulf Front Beach Condo (Little Gasparilla Island)

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / sleeps 5

1 / 38

Hibiscus House - Beachfront Bliss on the Gulf!

Little Gasparilla Island cottage

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 21 minutes

1 / 33

RoseMary's Beach House: Beachfront Elegance

Little Gasparilla Island house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

1 / 22

LaTeDa Beach House

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 14

Island Home Retreat PRIVATE DOCK Free Kayaks Free Wi-Fi

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

1 / 13

Sea Star Beach House: Sunsets Galore!

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 21 minutes

1 / 16

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / sleeps 4

1 / 28

Lucky Me ! A Waterfont Retreat

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 25 minutes

1 / 42

"The Round House" - An Island Original!

Little Gasparilla Island cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 / 38

Coconut Palm Cottage - Tropical Beach Getaway

Little Gasparilla Island cottage

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

1 / 25

Serenity Cottage on Little Gasparilla Island

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

1 / 22

Coconut Hideaway: Gulf-Front Dream House!

Little Gasparilla Island villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

1 / 46

Island Dream House

Little Gasparilla Island house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 21 minutes

1 / 20

Pineapple House on Little Gasparilla Island

Little Gasparilla Island house

4 bedrooms / 4 bathrooms / sleeps 10

1 / 29

Angler's Paradise - A Fisherman's Dream!

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

1 / 21

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

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / sleeps 6

1 / 13

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 49 minutes

1 / 26
Viewing 38 of 870

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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