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

Search Little Gasparilla Island Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Little Gasparilla Island cottages

1. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is AU$796
includes taxes & fees
12 Nov - 13 Nov
Boat access only rental on private island

2. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"The cutest place to stay!! Owner was also very communicative. Perfect spot to get to everything fast. Will definitely stay here again"
United States
Alexis T.
The price is AU$497
includes taxes & fees
15 Nov - 16 Nov
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

3. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (16 reviews)
"Great stay for our family of 5!"
United States
Shawn G.
The price is AU$391
includes taxes & fees
6 Nov - 7 Nov
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

4. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.8 out of 10, Excellent, (5 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is AU$307
includes taxes & fees
9 Nov - 10 Nov
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

5. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"If you are looking for a quaint getaway in a quiet part of Manasota key, this is it. While you are close enough walk or bike to the beach and all the restaurant/bars, it’s just far enough away from all the congestion. The cottage was beautifully decorated, clean & updated. Truly a great host, they were responsive and provided more items to use than any other VRBO we’ve stayed at! "
United States
Brooke T.
The price is AU$682
includes taxes & fees
14 Nov - 15 Nov
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

6. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"Host responded quicklyWould stay again"
United States
VIKTOR M.
The price is AU$204
includes taxes & fees
15 Nov - 16 Nov
Charming cottage for 2 across warm mineral springs park

7. 2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.2 out of 10, Wonderful, (7 reviews)
"This property was new, clean and full of amenities! I highly recommend staying here. Short walk to the beach, with access about 3 blocks away. Kayaks and bikes available for use. Close to the main shopping and eating area of Englewood Beach. Great property, and great communication."
United States
Jason S.
The price is AU$762
includes taxes & fees
6 Nov - 7 Nov
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

8. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included
Bokeelia
The price is AU$555
includes taxes & fees
19 Nov - 20 Nov
Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

9. 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 AU$677
includes taxes & fees
10 Nov - 11 Nov
Home < 1-mi Walk to Warm Mineral Springs Park!

10. Beautiful, Pet friendly home on canal. Great for fishing, kayaks & snowbirds

Beautiful, Pet friendly home on canal. Great for fishing, kayaks & snowbirds
North Port
10.0 out of 10, Exceptional, (1 review)
"Loved staying in North Port. Kim thought of everything.All we needed to bring was our clothes. The house was better than the pictures. It is in a great location and a nice neighborhood. We would definitely recommend staying here. Kim was always available to answer our questions."
United States
Tom and Jeanine S.
The price is AU$931
includes taxes & fees
1 Dec - 2 Dec
Beautiful, Pet friendly home on canal. Great for fishing, kayaks & snowbirds

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

Canal-front Home w/ Fishing Dock in Port Charlotte
3.0 star property
Port Charlotte
The price is AU$551
includes taxes & fees
24 Nov - 25 Nov
Canal-front Home w/ Fishing Dock in Port Charlotte

12. 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
The price is AU$588
includes taxes & fees
30 Nov - 1 Dec
Summer-ready North Port Home w/ Private 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Little Gasparilla Island Hotel Reviews

Find out more about Little Gasparilla Island

Little Gasparilla Island Cottages information

Number of reviews
86
Accommodation
44 Cottages
Lowest Price
AU$204
Highest Price
AU$931

Explore a world of travel with Expedia