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Vacation Rentals & House Rentals in Little Gasparilla Island

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535 house rentals

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$229

BELLISSIMA BY THE BEACH

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 52 minutes

Price per night from

$486

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

$406

★ 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

Tropical Oasis- Private Beach! Steps to the Gulf!

Manasota Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$401

Responds fast! avg. 3 hours 36 minutes

Price per night from

$267

FLORIDA GULF COAST CLOSE TO BEACHES & GOLF COURSES

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$90

Glorious Gulf Villa - Waterfront property on Gulf Coast - Pure Luxury!

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$258

Luxury accommodation in Venetia, 3 months stay

Venice house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$191

LEMON BAY COTTAGE

Englewood house

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Price per night from

$103

Two-Story Condo with Roof Deck

Manasota Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$164

Twin Palms Sleeps 12, Ideal for 2 Families!

Port Charlotte house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 18 minutes

Price per night from

$148

Aphrodite Retreat

Cape Coral villa

3 bedrooms / 2 bathrooms / sleeps 8

“Aphrodite Retreat” Awesome home with a great location. Impeccably decorated and away from all the traffic in a quiet neighborhood within a short walk to Sirenia manatee park. The pool was our escape pretty much every day. Hope to return for a longer stay.

Responds fast! avg. 2 hours 21 minutes

Price per night from

$206

Pet Friendly-3 Bedroom Home with Salt-Water Heated Pool!

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$155

Charming, Fully Renovated 2/2/1 house Rotonda West

Rotonda West house

2 bedrooms / 2 bathrooms / sleeps 8

“Great stay” We like this house, because it’s comfortable and feels homey. This house is affordable and has everything we need.

Responds fast! avg. 2 hours 13 minutes

Price per night from

$95

Paradise by lakeside & views over golf course, fantastic 2 master suites

Rotonda West villa

4 bedrooms / 8 bathrooms / sleeps 8

Responds fast! avg. 1 hour 48 minutes

Price per night from

$246

Dream View. Really beautiful home, every extra imaginable, fantastic pool view.

Rotonda West villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$286

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$286

Price per night from

$263

Lilsis by the Lake

Port Charlotte house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 5 minutes

Price per night from

$149

Direct Beach and Gulf Front 2 bedroom condo

Manasota Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$262

3 Bedroom with a Key West Feel.

North Port house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$115

Studio Grouper Room in Matlacha

Matlacha studio

Studio / 1 bathroom / sleeps 2

Price per night from

$62

Snook Suite in Matlacha

Matlacha studio

Studio / 1 bathroom / sleeps 3

Price per night from

$84

Studio Tarpon Suite in Matlacha

Matlacha apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$74

Manasota Beach Vacation Rental

Englewood house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

Price per night from

$246

Pool Home - Steps from the Beach

North Captiva Island house

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 47 minutes

Price per night from

$1,144

Awesome Farmington Vistas Condo in Venice FL 3 BR

Venice condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 15 minutes

Price per night from

$98

Englewood Cozy Comfy Home A

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

Price per night from

$132

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$223

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

Responds fast! avg. 2 hours 2 minutes

Price per night from

$486

6122

Englewood house

3 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$102

Brand new villa with heated pool for swimmers

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$189

Different from others - your HIDEAWAY facing south

Cape Coral villa

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$178

NEW-Remodeled Villa with stunning golf course view

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$155

Littlelakelife

Port Charlotte house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$102

Sandcastle Cottage - Near Many Beaches - Fenced Yard - Pets OK

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$109

Siesta Vacation Home - 3 miles to beach

Venice house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$135

Viewing 38 of 535
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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