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Vacation Rentals & House Rentals in Little Gasparilla Island

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647 house rentals

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$198

Lucky Me ! A Waterfont Retreat

Little Gasparilla Island house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$315

BELLISSIMA BY THE BEACH

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$490

Brand new double-storied round hurricane-proof house, 3000 sq ft with sea views

Little Gasparilla Island house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$413

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

Little Gasparilla Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 43 minutes

Price per night from

$407

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$261

Great rentals within 20 miles that match your search

Welcome to Zen!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$341

IT`S A BEAUTIFUL DAY IN PORT CHARLOTTE FLORIDA!!!

El Jobean house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$261

GROUND FLOOR CONDO IN GATED COMMUNITY

North Port condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 minutes

Price per night from

$122

Great Beach Complex Home with Bikes, Kayak & More.

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Beautiful 2 Bed / 1 Bath w/Pool on Golf Course

Rotonda West house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$197

Park Model with lanai, large deck, block from pool

Venice house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$138

Practically Perfect in Every Way a real dream home

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

Price per night from

$137

Relaxing location, 3BD townhome, North Port, FL

North Port house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$122

Burnt Store Marina

Punta Gorda condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$118

Mini Mansion/Home Away from Home

North Port house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$249

2BR Steps to Gulf-Manasota Key, Modern Clean Condo

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” The first time we stayed in Englewood, we loved it so much we have been coming back ever since. This condo is clean and steps to the beach. Quiet area with so much to do. Dan is always accommodating to any of your needs. Also walking distance to restaurants.

Price per night from

$51

Super Location; BEAUTIFUL condo grounds

Port Charlotte condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$66

2/2 FURNISHED CONDO ROTONDA WEST

Rotonda West condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$196

Beautifully finished Lakes Edge Condo for Rent

Port Charlotte condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$109

THE PORT HOUSE

Port Charlotte house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$131

It's Not Too Late! 2B/2B Condo available for season at the Plantation G & CC

Venice condo

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$131

2 bedroom fully furnished on the water (fresh water) new kitchen new bathrooms,

South Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

keylimevilla

Matlacha house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$100

Punta Gorda/Port Charlotte Cozy Living

Punta Gorda house

2 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$53

Santana Family H-3 unit at Hideaway Bay Beach Club

Placida condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$167

Luxury accommodation in Venetia, 3 months stay

Venice house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 39 minutes

Price per night from

$206

Perfect Gulf Access Getaway Home

Englewood house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$192

Stunning property in quiet sort after location

Rotonda West house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$192

Waterfront Englewood Condo w/ Dock & Pool Access!

Grove City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 20 minutes

Price per night from

$90

Englewood Cozy Comfy Home A

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 15 minutes

Price per night from

$86

Port Charlotte Home w/Lanai & Pool - Great Golfing

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 36 minutes

Price per night from

$115

Warm Mineral Spring Vacation Home

Warm Mineral Springs house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$91

NEW-Remodeled Villa with stunning golf course view

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$163

Englewood Cottage With A View

Englewood cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$114

Home w/Hot Tub, 15 Mins from Englewood Beach!

Grove City house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 48 minutes

Price per night from

$101

Viewing 36 of 647
rentals in Little Gasparilla Island

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About Little Gasparilla Island

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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