COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & House Rentals in Little Gasparilla Island

Updating...

age 0-16
432 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

432 house rentals

BELLISSIMA BY THE BEACH

Little Gasparilla Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$487

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

Charlotte's Villa

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 56 minutes

Price per night from

$138

Van Nuys

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 31 minutes

Price per night from

$149

Fishing Paradise with private pier at El Jobean

Port Charlotte apartment

2 bedrooms / 2 bathrooms / sleeps 6

“very comfortable and excellent location” The pictures and description of the condo are very accurate. Last year rented a 1 Bedroom 1 bath condo and this certainly was an upgrade. Enjoyed the restaurants that Jackie had recommended and the nearby beaches that we took advantage of often. Excellent location to visit other areas such as Venice and Sarasota. Would recommend to anyone.

Responds fast! avg. 1 hour 11 minutes

Price per night from

$134

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

Price per night from

$172

Responds fast! avg. 3 hours 19 minutes

Price per night from

$267

Beach Friendly Community

Englewood villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$212

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

$192

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.

Responds fast! avg. 3 hours 6 minutes

Price per night from

$103

Twin Palms Sleeps 12, Ideal for 2 Families!

Port Charlotte house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 48 minutes

Price per night from

$148

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

“Wonderful Home with lots of extras!” My family of 4 had a great stay! Super quiet neighborhood, enough parking for boat and trailer, bikes, toys, games, and all the things you might need while on vacation amd also very clean. Communication with Rosalind was quick and she was very accommodating. It's minutes away from a Publix, gas station, boat launch. Great area to ride your bikes. Drive to beach was probably a little over 10 minutes. Would love to stay here again!!

Responds fast! avg. 1 hour 28 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. 39 minutes

Price per night from

$247

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

Rotonda West villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 39 minutes

Price per night from

$288

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$287

Paradise is Awaiting You in a Boaters Community

Punta Gorda house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$162

Lilsis by the Lake with 4 sleeps and heated pool

Port Charlotte house

2 bedrooms / 1 bathroom / sleeps 4

“Wonderful Florida Holiday” We enjoyed the month of March in the Lilsis home and it was wonderful. We found the house to be very clean, updated and comfortable - the exceptional weather made our time in the beautiful new pool very enjoyable. The neighborhood was quiet and walking and biking were a pleasure. The lake view, with it's wide variety of wildlife and the amazing sunsets, was an added bonus. Boris, and his team, were great hosts - very friendly and responsive. We are already looking forward to our 2016 visit.

Price per night from

$149

Van Nuys - 6 sleeps with heated pool

Port Charlotte house

3 bedrooms / 2 bathrooms / sleeps 6

“Very nice place to stay” We had a very relaxing week in Port Charlotte. The house was great! Very clean! Comfy beds! Would definitely recommend.

Price per night from

$149

Amazing Sounds and Views of the Gulf!

Manasota Key apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$315

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$561

Super clean vacation Villa with Pool

North Port house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 13 minutes

Price per night from

$138

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

3 bedrooms / 3 bathrooms / sleeps 6

“beautiful, relaxing vacation!” Beautiful home with all the amenities a family would need. Enjoyed the open kitchen, dining area. The two bedrooms were very comfortable each with their own baths. So close to the beaches, canal and lovely town of Venice.

Price per night from

$103

BEAUTIFUL HOME ON OYSTER CREEK DRIVE ENGLEWOOD FL

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

Relaxing location, 3BD townhome, North Port, FL

North Port house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

Price per night from

$123

Spectacular view overlooking Oyster Creek

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

Price per night from

$92

Vacation Home on Alligator Drive !

Venice house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 25 minutes

Price per night from

$138

Linda's Resort-beach condo on Manasota Key

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Englewood/Manasota Key Trip” Beautiful Condo. We did have a few problems which made for a long week. Maintenance staff did something chemically to the pool/hot tub and ruined several swimming suits and daughter broke out in a rash. Staff should notify guests if we should not be in pool or make sure that chemicals are safe for people. Refrigerator/freezer was not keeping things cold which was a constant battle all week. Wonderful location for access to beach, grocery stores and other things.

Price per night from

$180

Villa BlueLagoon spacious duplex villa on the lake

Port Charlotte house

3 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$109

Golf - Florida 3 Bed Villa on 99 Hole Golf Estate

Rotonda West house

3 bedrooms / 3 bathrooms / sleeps 6

“Great Location to Beaches- Quiet Getaway” My husband and I have previously lived in Southwest Florida and have been trying to get back for a vacation for a few years now. This house was perfect for our needs. The house was well stocked and comfortable. Our kids ages 12, 10, and 5 had a great time! Our only minor complaint was with the pool. It was pretty chilly since it is solar heated. My kids still got in, but it was too cold for my husband and I. The management team made everything very easy for us. We would like to visit again!

Price per night from

$148

Beautiful Villa

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$172

Different from others - your HIDEAWAY facing south

Cape Coral villa

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$212

NEW-Remodeled Villa with stunning golf course view

Rotonda West villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 27 minutes

Price per night from

$195

Littlelakelife

Port Charlotte house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$102

Viewing 38 of 432
rentals in Little Gasparilla Island

×

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!

Also consider