Search Cottages in Gasparilla Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in Gasparilla Island and around

Studio#1-Back Bay Sunsets in Matlacha

9.6 out of 10, Exceptional, (10)
"Such a quaint and lovely place. We definitely recommend 10/10. "
The price is €178
includes taxes & fees
20 Aug - 21 Aug
Studio#1-Back Bay Sunsets in Matlacha

Family Retreat w/ Heated Pool in Port Charlotte!

3.0 star property
The price is €333
includes taxes & fees
20 Aug - 21 Aug
Family Retreat w/ Heated Pool in Port Charlotte!

Spacious Port Charlotte Home w/ Lanai!

3.0 star property
The price is €404
includes taxes & fees
25 Aug - 26 Aug
Spacious Port Charlotte Home w/ Lanai!

Port Charlotte Home w/ Pool - 8 Mi to Beaches!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Everything was clean and comfortable. We will be booking again!!!"
The price is €353
includes taxes & fees
20 Aug - 21 Aug
Port Charlotte Home w/ Pool - 8 Mi to Beaches!

Beachy Port Charlotte Home w/ Hot Tub & Pool!

3.0 star property
The price is €350
includes taxes & fees
20 Aug - 21 Aug
Beachy Port Charlotte Home w/ Hot Tub & Pool!

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is €463
includes taxes & fees
29 Aug - 30 Aug
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

The price is €204
includes taxes & fees
25 Aug - 26 Aug
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

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

8.0 out of 10, Very good, (1)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
The price is €443
includes taxes & fees
20 Aug - 21 Aug
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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

The price is €449
includes taxes & fees
20 Aug - 21 Aug
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Gorgeous Renovated Cottage steps to beach!

The price is €967
includes taxes & fees
20 Aug - 21 Aug
Gorgeous Renovated Cottage steps to beach!

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
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 Gasparilla Island Hotel Reviews