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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Little Gasparilla Island vacation rentals

A beach with a thatched-roof structure, palm trees, and a view of the sea.

1. 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, (1,344 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is ￥27,141
￥30,398 total
includes taxes & fees
Oct 22 - Oct 23
The Suites at Fishermen’s Village
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (30 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 ￥22,648
￥96,606 total
includes taxes & fees
Oct 14 - Oct 15
Chadwick Cove Resort & Marina
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

3. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is ￥22,781
￥68,693 total
includes taxes & fees
Oct 18 - Oct 19
Dreams Away - Sleeps 10 Pool Golf Fun
A beachside area with colorful beach houses, a dock, and a sandy beach.

4. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 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 ￥19,662
￥33,796 total
includes taxes & fees
Oct 15 - Oct 16
Matlacha Tiny Village
A beach with a prominent dead tree trunk, sandy shore, and calm sea.

5. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is ￥27,570
￥59,110 total
includes taxes & fees
Oct 21 - Oct 22
MALU LANI Inn & Marina
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 ￥67,321
￥162,470 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥23,747
￥70,602 total
includes taxes & fees
Oct 20 - Oct 21
Home < 1-mi Walk to Warm Mineral Springs Park!
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Great place."
Eduardo 1-night trip
Posted 1 hour ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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