Vacation Rentals & House Rentals in Little Gasparilla Island

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

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

$319

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$344

Great rentals within 20 miles that match your search

Waterfront with dock and heated pool

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$218

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$802

Spacious Home Built in 2014, 30' Pool, Large Lanai

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$189

Super Location; BEAUTIFUL condo grounds

Port Charlotte condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$58

Park Model with lanai, large deck, block from pool

Venice house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$121

Lovely Brandnew Pool Villa w/ Private Beach, WiFi

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$212

Venice Florida Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$126

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$144

VERY SECLUDED HOME 1 MIN WALK TO BEACH W/ JACUZZI

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$504

Haven Hideaway lives up to its name. Perfect holiday villa

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$261

Superb Home Perfect Place, true description of this wonderful villa. Your

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$261

Vacation Home on Coral Sands Ct. Spring Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$155

Practically Perfect in Every Way a real dream home

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$119

Fully furnished, waterfront, 3 bed, 2 bath, heated pool, w/ internet & cable TV

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$344

Manasota Beach Vacation Rental

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$269

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$1,145

Englewood Cozy Comfy Home A

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$166

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$338

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.

Price per night from

$487

6122

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$114

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$458

Quiet pool home with lake view, close to beaches

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$229

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

$212

Fabulous private south facing villa with great golf course views

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$207

Littlelakelife

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$114

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$211

SPECIAL MAY -NOV 2020 $3600 ($200 OFF)

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$212

Great Beach Complex Home with Bikes, Kayak & More.

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$207

Large 4 Bedroom/2 Full +2 Half Bath

Placida house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$338

CAPE CORAL FLORIDA WATERFRONT HOME

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Home in Cape Coral” I would give this home more stars if I could. Gorgeous home, very clean and fully furnished. Scott (owner) is very responsive. Hoping to rent it again next winter. Ten thumbs up!!!

Price per night from

$328

Efficiency Unit for Snowbirds in Venice, Florida

Venice studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 14 minutes

Price per night from

$103

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$229

Luxury Gorgeous Renovated Good Neighborhood 3 Bed

Port Charlotte bungalow

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$108

Breathless Bay Views

Englewood townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great vacation!” The condo could use some updating in furnishings but all necessary essentials were there including umbrella beach chairs and the kitchen was well equipped. Also great beach towels and short walk to the Beach. The bay view was outstanding- loved the balcony which was a nice size and great fishing from the docks.

Price per night from

$201

Viewing 38 of 310
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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