Vacation Rentals & House Rentals in Little Gasparilla Island

/ Home
/ Vacation Rentals
/ United States
/ Florida
/ Southwest Gulf Coast
Book with confidence.

Updating...

age 0-16
309 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

309 house rentals

Why am I receiving these results?

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

$408

★ 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

$345

Great rentals within 20 miles that match your search

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$804

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

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$190

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

$213

Venice Florida Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$127

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$144

Haven Hideaway lives up to its name. Perfect holiday villa

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$262

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

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$262

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

$120

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

Price per night from

$246

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

$194

Joseph -Waterfront Home, 4 sleeps with heated pool

Port Charlotte house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Ideal family vacation villa in Port Charlotte” A nice villa with all confort you wich for a vacation villa. It 's nice to know Gerard who is the man who recive you live's in de villa just in front of youre stay.(realy nice man) one negative point there is no digital tv

Price per night from

$246

Addy by the Lake with 4 sleeps and heated pool

Port Charlotte house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Peace and Tranquility” Modestly furnished with everything you could possibly want. Super pool with great view over the lake and accompanying birdsong. Resident alligator and herons complete the picture.About 10 minutes drive to the Mall etc and around 20 mins to the beach/golf etc if that's what you want. A great place for that R&R.

Price per night from

$194

Van Nuys - 6 sleeps with heated pool

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$194

Amazing Sounds and Views of the Gulf!

Manasota Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$316

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

$597

Super clean vacation Villa with Pool

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

Price per night from

$138

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.

Price per night from

$104

BEAUTIFUL HOME ON OYSTER CREEK DRIVE ENGLEWOOD FL

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$153

Spectacular view overlooking Oyster Creek

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$316

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$138

Vacation Home on Alligator Drive . Winter 2025 Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$150

Beautiful Villa

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$173

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.

Price per night from

$173

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

$173

Responds fast! avg. 54 minutes

Price per night from

$268

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$201

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 39 minutes

Price per night from

$104

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

Rotonda West villa

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 8

Price per night from

$342

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

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$377

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

Lilsis by the Lake

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$178

Viewing 38 of 309
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