A shell on a beach with the sun setting in the background.

Little Gasparilla Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Little Gasparilla Island vacation rentals

A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is NT$4,714
NT$19,942 total
includes taxes & fees
Nov 5 - Nov 6
Chadwick Cove Resort & Marina
A beach with a thatched-roof structure, palm trees, and a view of the sea.

2. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,360 reviews)
"Amazing place to stay when visiting Punta Gorda. Very convenient and loved having shops and restaurants so close by. Spacious unit - so much better than just a hotel room."
United States
Michelle
The price is NT$6,264
NT$7,015 total
includes taxes & fees
Nov 17 - Nov 18
The Suites at Fishermen’s Village
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

3. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is NT$3,060
NT$11,846 total
includes taxes & fees
Nov 4 - Nov 5
Dreams Away - Sleeps 10 Pool Golf Fun
A waterfront patio with palm trees, a dock, and a boat.

4. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is NT$6,305
NT$12,869 total
includes taxes & fees
Nov 4 - Nov 5
MALU LANI Inn & Marina
A compact kitchen with a built-in seating area, a refrigerator, and a ceiling fan.

5. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is NT$4,166
NT$7,090 total
includes taxes & fees
Nov 4 - Nov 5
Matlacha Tiny Village
A covered outdoor area with white furniture, including chairs and a table, overlooking a beach.

6. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is NT$13,856
NT$33,439 total
includes taxes & fees
Nov 8 - Nov 9
Gulf View Condominiums
A modern kitchen with a central island, a dining area with bar stools, a fireplace, and a living room with a sofa and ottoman.

7. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is NT$5,702
NT$15,452 total
includes taxes & fees
Nov 10 - Nov 11
Home < 1-mi Walk to Warm Mineral Springs Park!
A modern kitchen with a central island, wooden cabinets, a black refrigerator, and a ceiling fan.

8. Summer-ready North Port Home w/ Private Pool!

Summer-ready North Port Home w/ Private Pool!
3.0 star property
North Port
8.0 out of 10, Very good, (2 reviews)
"The house had everything we needed, great location & neighborhood also."
United States
Gina
Summer-ready North Port Home w/ Private Pool!
A swimming pool with a glass enclosure, a sunroom with a sofa and a chair, and a door leading to a bedroom.

9. Canal-front Home w/ Fishing Dock in Port Charlotte

Canal-front Home w/ Fishing Dock in Port Charlotte
3.0 star property
Port Charlotte
Canal-front Home w/ Fishing Dock in Port Charlotte
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Little Gasparilla Island Hotel Reviews

The Suites at Fishermen’s Village

The Suites at Fishermen’s Village

10/10 Excellent
"Great place to stay but comes with a price."
John 2-night trip
Posted less than an hour ago
The Suites at Fishermen’s Village

Find out more about Little Gasparilla Island

Search for holiday rentals in Little Gasparilla Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Little Gasparilla Island using one of the methods below:

  • View our selection of featured holiday rentals in Little Gasparilla Island
  • Use the map to find apartments and other holiday homes in the Little Gasparilla Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Little Gasparilla Island while they last

Look no further and take a look at our great range of rental properties in Little Gasparilla Island!

Explore a world of travel with Expedia