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Vacation Rentals & House Rentals in Little Gasparilla Island

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840 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. 35 minutes

Price per night from

$256

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$197

Sea Star Beach House: Sunsets Galore!

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$373

LaTeDa Beach House

Little Gasparilla Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$365

Lucky Me ! A Waterfont Retreat

Little Gasparilla Island house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$298

"The Round House" - An Island Original!

Little Gasparilla Island cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$367

Hibiscus House - Beachfront Bliss on the Gulf!

Little Gasparilla Island cottage

3 bedrooms / 2 bathrooms / sleeps 4

“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 opportunity to rest and get in the rhythm of island life. It you stay two weeks or longer rent a boat. The taxi service is restrictive, very expensive but efficient. Transportation to mainland is under serviced. Sunsets are fantastic. It was quite a trip. Will do it again.

Price per night from

$465

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, and the people you do meet are very friendly. And you don't sacrifice comfort at all...the house is gorgeous and is the perfect place to relax in a hammock on the porch after a day in the sun. Pack light as there's not much you need to bring other than your swimwear and groceries! Sometimes vacations seem to add more stress-not here! Would highly recommend this to anyone who wants to really relax..great for families or a romantic getaway.

Price per night from

$436

Serenity Cottage on Little Gasparilla Island

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$231

Coconut Palm Cottage - Tropical Beach Getaway

Little Gasparilla Island cottage

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$233

Angler's Paradise - A Fisherman's Dream!

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$231

Beach Front Home. Panoramic sunsets. Unrivaled seclusion!

Little Gasparilla Island house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$357

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

$392

BELLISSIMA BY THE BEACH

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 54 minutes

Price per night from

$442

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

$346

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$249

Great rentals within 20 miles that match your search

House of Fraser-Enjoy the silence

Rotonda West house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$183

Waterfront Condo on Charlotte Harbor

Punta Gorda condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$153

Fabulous Beachfront Condominium on beautiful Manasota Key, Florida

Manasota Key condo

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$257

Welcome to Zen!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$303

Walk to the Beach on MANASOTA KEY, private deck and Lemon Bay access!

Englewood condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Price per night from

$115

Venice Pool Home Centrally Located, Just Waiting For You

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$176

Spectacular Gulf Front Luxury Condo with Amazing Views!

Manasota Key condo

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$429

Quite newer home minutes from shopping and beaches

North Port house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

Price per night from

$122

Villa Island Getaway

North Captiva Island villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$985

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

El Jobean house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$232

Venice Pool Home Near Beaches

South Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

SPECIAL MAY -NOV 2019,20 $2200 ($200 OFF)

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$151

Peach's Point South

North Captiva Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 8 minutes

Price per night from

$330

Englewood Lighthouse Resort Cottage 5

Englewood cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 22 minutes

Price per night from

$128

Waterfront House

Matlacha house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$193

Bunratty Manor

Rotonda West house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$151

Amazing Sounds and Views of the Gulf!

Manasota Key apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$248

Sunshine villa

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$220

Villa Nirvana-Family Home in Rotonda West

Rotonda West villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$162

Villa Azure

Placida house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$195

Heated saltwater pool home on Venice Island

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 26 minutes

Price per night from

$243

Viewing 38 of 840
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!

Top Destination reviews

Coconut Hideaway: Gulf-Front Dream House!
Lgi...a piece of Heaven!!

What a great 4th of July week at LGI!! This has been our 3rd stay on LGI and our 2nd at Coconut Hideway. I can't say enough about how much I just love this place! Growing up on Long Island, NY we practically lived at the beach. Being on LGI brings back all those wonderful beach memories. The island is the perfect pace for those who just want to leave it all behind and just enjoy the beauty of the place. Buddy & Laurie have made their home so warm and comfortable. Makes you feel like you never want to go back home! Some of my favorite things about Coconut Hideway: 1. The house! Filled with such a fascinating assortment of collectibles and a shell collection like no other! Buddy & Laurie have made their home so unique and personal. It's not like any other place we've stayed. 2. The outdoor shower! Nothing beats walking up from the beach and being able to rinse off right outside. We didn't use the shower in the house once! The outdoor shower is filled with shampoo bottles and soaps and everyone just loves the convenience of it. 3. The shell collecting and the fabulous long walks along the beach. 4. The completely laid back feel of the island. 5. Napping on the hammocks on the porch and outside. 6. The fact that you can pack for a week in a very small carry on! Nothing but bathing suits & a pair of shorts/t-shirts & P.J.'s here! Leave the make up and hair stuff back home! It's a great place to bring your families and unwind and enjoy! Without hesitation I would highly recommend staying at this wonderful beach home.see more
Hibiscus House - Beachfront Bliss on the Gulf!
Perfect Family Getaway

This was our second family summer vacation on Little Gasperilla Island and it was just as wonderful. Hibiscus House is perfect for a family with young children. It is clean, well equipped, comfortable and close to the beach. This made going to and from the house and the beach with the children a breeze. We were even able to bring our Labrador who had the time of her life. The views from the deck, especially the new top deck, is stunning and offer a perfect view of the sunset every night. Time spent with our boys was priceless with endless walks on the beach, playing in the sea, board games at night and most importantly just uninterrupted time with family. Thank you very much for letting us use your beautiful house.see more

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