Photo by Tom Hunt

Villas in Little Gasparilla Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7
In one month
Dec 19 - Dec 21
In two months
Jan 16 - Jan 18

Villas in Little Gasparilla Island

Fishing
Matlacha Tiny Village

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
$207 nightly
The price is $222
Nov 22 - Nov 23
Total with taxes and fees
Matlacha Tiny Village
Terrace/patio
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Oakland Hills
9.8 out of 10, Exceptional, (59)
"We have enjoyed the Englewood to Boca area for years and the property helps make it much easier to take advantage of that."
United States
David O.
$270 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Outdoor dining
Beautiful house with lake view

Beautiful house with lake view

Englewood East
10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
$227 nightly
The price is $251
Nov 20 - Nov 21
Total with taxes and fees
Beautiful house with lake view
Exterior
Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean

Oakland Hills
10.0 out of 10, Exceptional, (9)
"The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. "
United States
Kevin C.
$327 nightly
The price is $362
Nov 22 - Nov 23
Total with taxes and fees
Waterview Vacation Retreat Close To Ocean
Exterior
Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!

Manasota Key
10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
$312 nightly
The price is $329
Nov 20 - Nov 21
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
Outdoor dining
Lake Marlin Villa 2

Lake Marlin Villa 2

2.0 star property
Englewood East
10.0 out of 10, Exceptional, (1)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
$201 nightly
The price is $222
Nov 20 - Nov 21
Total with taxes and fees
Lake Marlin Villa 2
Exterior
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
United States
Mabel
$312 nightly
The price is $329
Nov 20 - Nov 21
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Terrace/patio
Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!

Manasota Key
10.0 out of 10, Exceptional, (43)
"This property is amazing . We had a great time.....all the extras are such an added benefit!"
United States
Jeff A.
$312 nightly
The price is $329
Nov 20 - Nov 21
Total with taxes and fees
Seashell Shanty at The Beach Shack! Come On Down!
Outdoor pool
Stylish salt water pool home is ideal for a respectable holiday

Stylish salt water pool home is ideal for a respectable holiday

Long Meadow
$389 nightly
The price is $430
Nov 20 - Nov 21
Total with taxes and fees
Stylish salt water pool home is ideal for a respectable holiday
Exterior
Seaglass Inn at the Beach Shack Just one block from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (24)
"It was very clean, very nice place with tons to offer."
United States
Zac I.
$449 nightly
The price is $477
Nov 20 - Nov 21
Total with taxes and fees
Seaglass Inn at the Beach Shack Just one block from the beach!
Outdoor pool, a heated pool
Luxurious Golf Villa

Luxurious Golf Villa

Burnt Store
9.0 out of 10, Wonderful, (9)
"Nice place but could use some upgrades. Overall no real issues. Great place especially if you love to golf or love to watch others golf as you are right on hole number two. Not much within walking distance but a short drive gets you to everything you need. "
United States
Anthony D.
$614 nightly
The price is $676
Nov 20 - Nov 21
Total with taxes and fees
Luxurious Golf Villa
Exterior
Pineapple Express at the Beach Shack Just one block from the beach!

Pineapple Express at the Beach Shack Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (37)
"Great place with snacks!"
United States
Nancy N.
$449 nightly
The price is $477
Nov 20 - Nov 21
Total with taxes and fees
Pineapple Express at the Beach Shack Just one block from the beach!
Exterior detail
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

North Port
9.8 out of 10, Exceptional, (7)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
United States
MajDeidre F.
$707 nightly
The price is $788
Nov 20 - Nov 21
Total with taxes and fees
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
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- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent
"The property has a “new” scent when you walk in. I’ve never experience such an aroma that tells me that they took their time cleaning and using a scent that is appeasing. Also two wonderful ladies, Mrs. Ophelia and Mrs. Kari, help me with all my towels and sheets I greatly appreciate it."
Michel 2-night trip
Posted 1 day ago
The Suites at Fishermen’s Village- 2 Bedroom Suites

Find out more about Little Gasparilla Island

Little Gasparilla Island Villas information

Number of reviews
Accommodation
 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Little Gasparilla Island cost?
You can expect to pay between and per night for villas in Little Gasparilla Island. No matter your budget, a fantastic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Little Gasparilla Island?
Little Gasparilla Island has villas on offer. Enter your travel dates and destination and start organizing your ideal vacation today.
Why book your villa in Little Gasparilla Island with Expedia?
Expedia makes it easy to find your dream villa in Little Gasparilla Island. Taking the kids on vacation? Use our helpful filters to look for stays with a kitchen or a pool. If you're sticking to a budget, click on how much you're willing to spend and the star rating of the property. We'll help you find the right fit that gels with your style and taste.
How can I find cheap villas in Little Gasparilla Island?
Expedia is here to help you easily source cheap villas in Little Gasparilla Island. Simply use the filter tool to choose budget, star rating and amenities to refine your search and find an amazing place to stay in a few quick keystrokes.

Explore a world of travel with Expedia