Vacation Rentals & House Rentals in Little Gasparilla Island

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253 house rentals

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

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$408

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$319

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$345

Great rentals within 20 miles that match your search

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$804

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

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$190

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$144

Haven Hideaway lives up to its name. Perfect holiday villa

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$262

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

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$262

Vacation Home on Coral Sands Ct. Spring Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$155

Practically Perfect in Every Way a real dream home

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$120

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

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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$597

Super clean vacation Villa with Pool

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 1 minutes

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$138

BEAUTIFUL HOME ON OYSTER CREEK DRIVE ENGLEWOOD FL

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$153

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$138

Vacation Home on Alligator Drive . Winter 2025 Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$150

Beautiful Villa

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$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.

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$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!

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$173

Responds fast! avg. 54 minutes

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$268

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$201

Luxury accommodation in Venetia, 3 months stay

Venice house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$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

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$104

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

Rotonda West villa

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 8

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$342

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

Rotonda West villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$377

Lilsis by the Lake

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$178

3 Bedroom with a Key West Feel.

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$144

Manasota Beach Vacation Rental

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$270

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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$1,148

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$339

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.

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$488

6122

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$114

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

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$155

Quiet pool home with lake view, close to beaches

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$230

Different from others - your HIDEAWAY facing south

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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$213

Fabulous private south facing villa with great golf course views

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$207

Littlelakelife

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$114

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$212

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!!!

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Price per night from

$329

Viewing 38 of 253
rentals in Little Gasparilla Island

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